Best Insurance Agents in Madison, Wisconsin

    Areas served: Madison, WI and surrounding Dane County

    30 local businessesRanked by Lantern Score — a measure of reputation and business quality. We don't accept payment for placement.
    Updated April 17, 2026

    Madison's insurance market reflects the city's diverse needs, from homeowners protecting properties in historic neighborhoods like Marquette and Vilas to renters in campus-adjacent areas and small business owners throughout the Isthmus. Local independent agents typically maintain relationships with multiple carriers including national providers and regional companies like West Bend and Rural Mutual, while captive agents represent single insurers. The presence of major employers, the University of Wisconsin-Madison, and a substantial state government workforce creates demand for specialized coverage options including professional liability, rental property insurance, and high-value home policies for properties near the lakes.

    Show businesses best for:
    86
    Lantern
    Score
    Middleton, WI · 4 mi from Madison
    Serves Madison, Wisconsin and surrounding areas
    ★★★★★5.0(1119 Google reviews)

    The Health Insurance Store is Wisconsin's leading Medicare specialist, helping thousands of residents find affordable health coverage through personalized, pressure-free consultations. Located in Middleton, they assist customers with Medicare plans, Individual & Family Coverage, and Employer Group Plans at no cost—their partner insurance companies pay for their services. With over 50 plans from local HMOs and national carriers, experienced advisors provide ongoing support to ensure customers find the right coverage for their needs and budget.

    Best for: Comparing Options
    Ideal clients: Medicare beneficiaries, families seeking individual coverage, small business owners purchasing group plans, Wisconsin residents navigating health insurance options
    What sets them apart
    • Extensive experience helping Wisconsin residents navigate Medicare, individual, family, and employer group health plans with a track record of satisfied customers.
    • All consultations and advisory services are completely free—they're compensated by partner insurance companies, not clients, ensuring unbiased guidance focused on your needs.
    • When you purchase a plan through The Health Insurance Store, you pay the lowest available rate for that plan with no additional fees added.
    Medicare PlansHealth InsuranceFree ConsultationsFamily CoverageEmployer Plans
    Phone(608) 210-2500
    The Health Insurance Store
    Updated 4/17/26Learn More →
    86
    Lantern
    Score
    Sun Prairie, WI · 12 mi from Madison
    Serves Sun Prairie, WI and surrounding areas
    ★★★★★5.0(628 Google reviews)

    First Choice Insurance Solutions (FCIS) is an independent insurance agency serving Sun Prairie and surrounding Wisconsin communities with comprehensive coverage options. As a Vizance Company, FCIS specializes in health insurance, auto insurance, homeowners insurance, and business coverage, offering personalized quotes and bundling discounts to help clients find affordable protection. Their local team works directly with families and businesses to identify the right coverage for their unique needs.

    Best for: Comparing OptionsHomeownersBusiness OwnersSaving MoneyLife Insurance Planning
    Ideal clients: Families seeking bundled auto and home insurance, small business owners, individuals shopping for health coverage, homeowners wanting personalized insurance reviews
    What sets them apart
    • FCIS works with multiple insurance providers, allowing them to compare options and find the best rates and coverage for each client rather than being limited to one company's products.
    • Combine auto, home, health, and business coverage to save money through multi-policy discounts tailored to your situation.
    • As a locally-based agency, FCIS provides direct access to insurance professionals who understand Wisconsin's specific insurance landscape and community needs.
    Insurance AgencyHealth InsuranceAuto InsuranceIndependent AgentLocal Coverage
    Phone(608) 318-1200
    Websitemyfcis.com
    First Choice Insurance Solutions (FCIS) a Vizance Company
    Updated 4/17/26Learn More →
    85
    Lantern
    Score
    Madison, WI
    Serves Madison, WI and surrounding areas
    ★★★★★5.0(209 Google reviews)

    C4 Insurance Services is an independent insurance agency in Madison, WI offering comprehensive coverage across personal, business, and specialty insurance lines. They represent 30+ insurance carriers and specialize in home, auto, life, renters, umbrella, motorcycle, business liability, workers compensation, and investment property insurance. With a focus on personalized service and competitive pricing, C4 Insurance educates clients to ensure they have complete coverage tailored to their needs.

    Best for: Comparing OptionsHomeownersBusiness OwnersLife Insurance Planning
    Ideal clients: Homeowners, business owners, real estate investors, families seeking life insurance
    What sets them apart
    • C4 Insurance represents over 30 insurance carriers, allowing them to shop the market on your behalf and find competitive rates you won't get by going directly to a single company.
    • They offer specialized insurance for investment properties including vacant, distressed, and rehab coverage, serving local REIA members and property investors.
    • C4 Insurance provides complimentary consultations to assess your needs, identify coverage gaps, and educate you on insurance options before making any commitment.
    Independent AgencyHome InsuranceBusiness InsuranceLife Insurance
    Phone(608) 824-7267
    Websitec4ins.com
    C4 Insurance Services, LLC
    Updated 4/17/26Learn More →
    85
    Lantern
    Score
    Madison, WI
    Serves Madison, Wisconsin and surrounding communities
    ★★★★★5.0(211 Google reviews)

    Prairie Grove Insurance is an independent Medicare insurance agency founded in 2011 and owned by Carrie Davies, specializing in helping seniors navigate Medicare coverage options. They offer Medicare Supplement plans, Medicare Advantage plans, dental insurance, hospital indemnity, critical illness insurance, final expense insurance, life insurance, and annuities. As independent brokers, their loyalty is to clients rather than insurance companies, and they provide free consultations and personalized plan recommendations to help clients find coverage that fits their needs and budget.

    Best for: Comparing OptionsLife Insurance Planning
    Ideal clients: Medicare-eligible seniors, retirees seeking health coverage, people needing life insurance and annuities, individuals looking for dental coverage in retirement
    What sets them apart
    • As an independent agency since 2011, Prairie Grove Insurance represents multiple carriers and prioritizes client needs over insurance company interests, ensuring unbiased plan recommendations.
    • All services are provided free of charge, with personalized help simplifying Medicare's complex Parts A, B, C, and D options so clients can make informed coverage decisions.
    • Beyond Medicare plans, they offer dental, life insurance, annuities, critical illness coverage, and final expense insurance to meet diverse financial and health protection needs.
    Medicare InsuranceIndependent AgentFree QuotesSenior HealthLife Insurance
    Phone(608) 839-0275
    Prairie Grove Insurance
    Updated 4/17/26Learn More →
    84
    Lantern
    Score
    Madison, WI
    Serves Madison, Wisconsin and surrounding areas; serves clients statewide and nationally
    ★★★★★5.0(83 Google reviews)

    Informed Choice Health Insurance Agency is a local Madison-based insurance brokerage specializing in health insurance guidance for individuals and families. Their expert agents help clients navigate Medicare plans, ACA health insurance, supplementary coverage, life insurance, long-term care financing, and critical illness insurance—cutting through complexity with personalized recommendations and no-pressure service. They serve clients throughout Wisconsin and beyond, providing free educational consultations to help you understand your options and secure coverage that matches your specific needs.

    Best for: Comparing OptionsLife Insurance Planning
    Ideal clients: Medicare-eligible seniors, early retirees, self-employed and small business owners seeking ACA coverage, individuals needing supplementary or specialized insurance protection
    What sets them apart
    • Agents focus on explaining your options clearly and empowering you to make informed decisions, rather than pushing sales. Free initial consultations with no obligation.
    • Beyond health insurance, they help with Medicare, supplementary coverage, life insurance, long-term care financing, and critical illness protection—serving multiple life stages and insurance needs.
    • Staff have deep knowledge of local healthcare networks, formularies, doctors, and specialists within each plan, helping you choose coverage that works with your preferred providers.
    MedicareHealth InsuranceACA PlansLife InsuranceLocal Experts
    Phone(608) 819-6311
    Informed Choice Insurance Agency
    Updated 4/17/26Learn More →
    84
    Lantern
    Score
    Madison, WI
    Serves Madison, Middleton, and surrounding Wisconsin
    ★★★★★4.9(993 Google reviews)

    Cliff Insurance Agency, Inc is a Madison-based independent insurance agency specializing in auto, home, business, and life insurance since 1956. They work with multiple carriers including Progressive and Allstate to find competitively priced coverage tailored to each client's needs. Known for personalized service with live person phone support and a 300% growth rate in nine years driven by client referrals, they serve Madison, Middleton, and surrounding Wisconsin areas.

    Best for: Comparing OptionsHomeownersBusiness OwnersLife Insurance Planning
    Ideal clients: Individuals and business owners seeking personalized insurance solutions, customers who value direct human service, Madison-area residents looking for competitive rates on auto and home coverage
    What sets them apart
    • Works with a wide variety of popular carriers like Progressive and Allstate to find the most competitively priced solutions for each client rather than being limited to one carrier.
    • Each client receives personalized attention with phone calls answered by real people during business hours—no automated systems or scripts—ensuring customized coverage recommendations.
    • Operating since 1956 with 300% growth in nine years, driven primarily by client referrals, demonstrating consistent customer satisfaction and trusted expertise.
    Auto InsuranceHome InsuranceBusiness InsuranceIndependent AgentMadison
    Phone(608) 203-8585
    Cliff Insurance Agency, Inc
    Updated 4/17/26Learn More →
    84
    Lantern
    Score
    Madison, WI
    Serves Madison and all of Wisconsin
    ★★★★★4.9(465 Google reviews)

    Action Insurance Agency specializes in high-risk auto insurance, SR-22 coverage, and home insurance throughout Wisconsin. Led by President Dennis Cliff, the agency has grown 300% in nine years by representing multiple carriers including Progressive, Dairyland Auto, Founders, Integrity, Bristol West, and Kemper Specialty to ensure competitive pricing. They're known for personalized service with real people answering phones and no scripts—treating each client as a unique case rather than applying cookie-cutter solutions.

    Best for: Comparing OptionsHomeowners
    Ideal clients: High-risk drivers, SR-22 insurance filers, drivers with poor driving records, drivers seeking non-standard auto coverage, Wisconsin homeowners needing comprehensive coverage
    What sets them apart
    • Works with 7+ insurance companies including Progressive, Dairyland Auto, Founders, and Kemper Specialty to find competitive rates and the best coverage options for high-risk drivers.
    • Offers instant SR-22 quotes and specializes in helping high-risk drivers navigate the process with personalized guidance, making compliance simple and straightforward.
    • Real people answer phones during business hours with no automated systems or scripts—customers speak directly to knowledgeable agents who answer questions and customize solutions.
    SR-22 InsuranceHigh-Risk AutoHome InsuranceWisconsin Coverage
    Action Insurance Agency
    Updated 4/17/26Learn More →
    83
    Lantern
    Score
    Madison, WI
    Serves Madison, Wisconsin and surrounding areas
    ★★★★★4.9(155 Google reviews)

    Prairie Land Insurance Agency is a family-run, independent insurance agency in Madison with over 45 years of experience. They offer comprehensive personal insurance (home, auto, umbrella, motorcycle, condo), business insurance (general liability, commercial property, business auto), and industry-specific coverage (contractor, farm, restaurant, non-profit). As licensed insurance advisors, they represent multiple carriers including Dairyland and Progressive, providing personalized risk assessments and tailored solutions to protect what matters most.

    Best for: Comparing OptionsHomeownersBusiness Owners
    Ideal clients: Homeowners seeking comprehensive coverage, Small business owners, Farmers and contractors, Families with valuable assets
    What sets them apart
    • Established agency with deep expertise in identifying unique risks and providing comprehensive insurance solutions across personal and business segments.
    • Represent multiple carriers including Dairyland and Progressive, offering clients more options and competitive pricing compared to captive agents.
    • Licensed insurance advisors build relationships with clients to understand their unique needs and provide tailored coverage recommendations, not just basic policies.
    Independent AgentHome InsuranceBusiness InsuranceLicensed AdvisorsMulti-Carrier
    Phone(608) 251-3009
    Prairie Land Insurance Agency
    Updated 4/17/26Learn More →
    83
    Lantern
    Score
    Madison, WI
    Serves Madison, WI and surrounding areas including Middleton, Verona, Fitchburg, Oregon, Sun Prairie, Monona, Lake Mills, Cottage Grove, Jefferson, Deerfield, and Cambridge
    ★★★★★4.9(112 Google reviews)

    Meg Cano-Schuman is a State Farm Insurance Agent serving Madison and surrounding Wisconsin communities since 2013. She offers comprehensive insurance products including auto, homeowners, condo, renters, business, life, health, and pet insurance, along with banking services. Known for personalized service and understanding customer needs across different life stages, Meg and her team provide virtual and in-person appointments with 24/7 availability.

    Best for: HomeownersBusiness OwnersLife Insurance Planning
    Ideal clients: Homeowners, auto owners, business owners, families seeking life insurance, recreation vehicle enthusiasts, pet owners
    What sets them apart
    • Meg takes time to understand each customer's unique situation and life stage, creating tailored insurance solutions rather than one-size-fits-all coverage.
    • Beyond standard auto and home insurance, the agency specializes in recreation vehicle coverage (snowmobiles, ATVs, motorcycles), pet insurance, and business policies.
    • Offers 24/7 phone and text access, virtual appointments, and flexible scheduling to accommodate busy customers.
    State Farm AgentInsurance QuotesMultiple Coverage TypesLocal Agent
    Phone(608) 238-2000
    Meg Cano-Schuman - State Farm Insurance Agent
    Updated 4/17/26Learn More →
    83
    Lantern
    Score
    Madison, WI
    Serves Madison, WI and surrounding areas; licensed in Wisconsin, Illinois, Indiana, Minnesota, Maryland, Arizona, Tennessee, Texas, Florida, Pennsylvania, and Iowa
    ★★★★★4.9(108 Google reviews)

    Aria Benefits is an independent insurance agency led by Ivan Arias, specializing in health insurance, Medicare plans, and small business coverage across multiple states. They've served over 1,900 individuals and businesses, offering comprehensive solutions including ACA marketplace plans, Medicare Advantage and supplements, group health insurance, workers compensation, general liability, and commercial property coverage for small businesses. Known for personalized service, bilingual support, and going beyond standard paperwork to match clients with the right coverage for their specific needs.

    Best for: Comparing OptionsBusiness OwnersLife Insurance Planning
    Ideal clients: Families seeking Medicare or ACA marketplace coverage, small business owners needing comprehensive commercial insurance, Spanish-speaking clients, seniors planning for healthcare costs
    What sets them apart
    • Ivan Arias and the team take time to listen to individual concerns and circumstances, ensuring clients receive customized coverage recommendations rather than one-size-fits-all solutions.
    • Beyond health insurance, they handle Medicare, small business insurance (workers comp, liability, bonds), and commercial property coverage — serving as a complete insurance resource for families and business owners.
    • Spanish-fluent service and recognition as a 2019-2024 Marketplace Circle of Champions by the Centers for Medicare & Medicaid Services, demonstrating expertise and commitment to quality service.
    Health InsuranceMedicare PlansSmall Business InsuranceACA MarketplaceIndependent Agent
    Phone(608) 561-1088
    Aria Benefits
    Updated 4/17/26Learn More →
    83
    Lantern
    Score
    Middleton, WI · 3 mi from Madison
    Serves Middleton, Madison, and surrounding Dane County communities
    ★★★★★5.0(40 Google reviews)

    Schwarz Insurance Agency is an independent insurance broker serving the Middleton area and surrounding communities. They specialize in personalized insurance solutions including auto, home, life, and business coverage, helping clients find the right policies at competitive rates. With a focus on customer service and expert guidance, they work with multiple carriers to ensure you get the best coverage for your specific needs.

    Best for: HomeownersBusiness OwnersLife Insurance Planning
    Ideal clients: Homeowners, auto owners, small business owners, individuals seeking bundled insurance packages
    What sets them apart
    • As an independent agency, Schwarz works with multiple insurance carriers to find you competitive rates and the best coverage options rather than being limited to one company's products.
    • They provide auto, home, life, and business insurance solutions, allowing you to bundle policies and potentially save through multi-policy discounts.
    Insurance BrokerAuto InsuranceHome InsuranceIndependent Agent
    Phone(608) 831-9660
    Schwarz Insurance Agency
    Updated 4/17/26Learn More →
    83
    Lantern
    Score
    Cross Plains, WI · 11 mi from Madison
    Serves Cross Plains, Madison, and surrounding Wisconsin communities
    ★★★★★5.0(40 Google reviews)

    Endres Insurance Agency, Inc. is an independent insurance agency in Cross Plains offering comprehensive coverage including auto, home, life, and business insurance. With decades of experience, they provide personalized service to help clients find the right protection at competitive rates through multiple carriers.

    Best for: HomeownersBusiness OwnersLife Insurance Planning
    Ideal clients: Wisconsin families and business owners seeking personalized insurance guidance, homeowners looking for bundled coverage, small business owners
    What sets them apart
    • Access to multiple insurance carriers allows Endres to compare quotes and find the best coverage options for each client's specific needs.
    • Established agency with deep knowledge of Wisconsin insurance requirements and local community needs.
    Auto InsuranceHome InsuranceIndependent AgentLife Insurance
    Phone(608) 798-3811
    Endres Insurance Agency, Inc.
    Updated 4/17/26Learn More →
    83
    Lantern
    Score
    Middleton, WI · 5 mi from Madison
    Serves Middleton, Wisconsin and surrounding areas
    ★★★★★4.9(76 Google reviews)

    Compliance Insurance is an independent insurance agency based in Middleton serving Wisconsin and beyond with comprehensive coverage options including auto, home, business, and life insurance. Their team specializes in finding customized insurance solutions that fit individual and business needs, offering the flexibility of multiple carriers to ensure competitive rates and tailored protection. They focus on understanding each client's unique situation to deliver personalized service and expert guidance.

    Best for: Comparing OptionsHomeownersBusiness OwnersSaving MoneyLife Insurance Planning
    Ideal clients: Homeowners seeking competitive rates, small business owners, individuals needing bundled coverage, self-employed professionals
    What sets them apart
    • Access to multiple insurance carriers allows Compliance Insurance to compare quotes and find the best rates and coverage options for each client rather than being locked into a single provider.
    • The agency takes time to understand individual and business needs, customizing insurance packages that provide appropriate protection without unnecessary coverage.
    Independent Insurance AgencyAuto InsuranceHome InsuranceBusiness Insurance
    Compliance Insurance
    Updated 4/17/26Learn More →
    82
    Lantern
    Score
    Madison, WI
    Serves Madison and surrounding Wisconsin communities
    ★★★★★4.9(69 Google reviews)

    Hausmann Group is an independent insurance agency in Madison serving Wisconsin families and businesses with comprehensive coverage options. They specialize in health insurance, auto insurance, home insurance, and business coverage, offering personalized guidance to help clients find plans that fit their needs and budget. As an independent agent, they represent multiple carriers, giving clients access to competitive rates and bundled discount opportunities.

    Best for: Comparing OptionsHomeownersBusiness OwnersSaving MoneyLife Insurance Planning
    Ideal clients: Families seeking comprehensive coverage, small business owners, individuals comparing health insurance options, homeowners bundling auto and home policies
    What sets them apart
    • As an independent agent, Hausmann Group works with multiple insurance carriers, allowing them to compare options and find the best rates and coverage for each client rather than being locked into one company's offerings.
    • They help clients maximize savings by identifying bundling opportunities across health, auto, home, and business policies, reducing overall insurance costs.
    • Operating from their Regent Street office since establishment, they provide in-person service and local knowledge of Wisconsin insurance needs and regulations.
    Insurance AgencyHealth InsuranceAuto & HomeIndependent AgentWisconsin
    Phone(608) 257-3795
    Websitemyhaus.com
    Hausmann Group
    Updated 4/17/26Learn More →
    82
    Lantern
    Score
    Sun Prairie, WI · 12 mi from Madison
    Serves Sun Prairie, Wisconsin and surrounding Dane County communities
    ★★★★★4.8(121 Google reviews)

    Homewood Insurance Agency is an independent insurance brokerage in Sun Prairie serving Wisconsin families and businesses with personalized coverage solutions. They specialize in auto, home, life, and commercial insurance, leveraging relationships with multiple carriers to find competitive rates and customized policies. Their local expertise and direct relationships with insurers allow them to provide tailored recommendations and responsive service.

    Best for: HomeownersBusiness OwnersLife Insurance Planning
    Ideal clients: Wisconsin families seeking bundled auto and home insurance, small business owners needing commercial coverage, individuals wanting personalized advice from a local agent
    What sets them apart
    • Works with multiple insurance carriers to compare rates and options, rather than representing a single company.
    • Based in Sun Prairie with deep knowledge of Wisconsin-specific insurance needs and local market conditions.
    • Direct agent relationships mean you work with a knowledgeable professional who understands your situation, not an automated system.
    Independent InsuranceAuto & Home InsuranceLocal AgentBundling DiscountsWisconsin
    Phone(608) 837-3611
    Homewood Insurance Agency
    Updated 4/17/26Learn More →
    81
    Lantern
    Score
    Madison, WI
    Serves Madison, Wisconsin and surrounding communities
    ★★★★★4.8(117 Google reviews)

    McClone Insurance is an independent insurance agency serving Madison and surrounding Wisconsin communities with comprehensive personal and commercial coverage options. They specialize in auto, home, life, and business insurance, helping clients find the right protection at competitive rates. With a focus on personalized service and local expertise, McClone works with multiple carriers to provide customized coverage solutions tailored to each client's unique needs.

    Best for: HomeownersBusiness OwnersLife Insurance Planning
    Ideal clients: Homeowners seeking bundled coverage, Business owners needing commercial policies, Drivers looking for competitive auto rates, Families wanting life insurance protection
    What sets them apart
    • As an independent agency, McClone represents multiple insurance carriers, giving clients competitive options rather than being limited to a single company's offerings.
    • Based in Madison with deep community roots, they understand local insurance needs and provide personalized service focused on long-term relationships.
    • They offer bundled personal and commercial insurance options, helping clients protect both their families and businesses under one trusted advisor.
    Insurance AgencyAuto InsuranceHome InsuranceIndependent AgentMadison
    Phone(608) 238-2686
    McClone Insurance - Madison
    Updated 4/17/26Learn More →
    80
    Lantern
    Score
    Oregon, WI · 11 mi from Madison
    Serves Oregon, Wisconsin and surrounding Dane County communities
    ★★★★★4.8(38 Google reviews)

    Abell Insurance Agency, LLC is an independent insurance agency serving the Oregon, Wisconsin area and surrounding communities. They provide comprehensive insurance solutions including auto, home, life, and business coverage from multiple carriers, allowing them to find competitive rates tailored to each client's unique needs. With personalized service and local expertise, Abell Insurance helps individuals and businesses protect what matters most.

    Best for: Comparing OptionsHomeownersBusiness OwnersSaving MoneyLife Insurance Planning
    Ideal clients: Homeowners, auto owners, small business owners, families seeking life insurance
    What sets them apart
    • Works with multiple insurance carriers to compare rates and find the best coverage options for each client, rather than representing a single company.
    • Based in Oregon, WI with deep knowledge of local insurance needs and community-specific risks.
    • Offers auto, home, life, and business insurance solutions to meet comprehensive protection needs for individuals and companies.
    Independent AgentAuto InsuranceHome InsuranceBusiness InsuranceLocal Agency
    Phone(608) 835-9300
    Abell Insurance Agency, LLC
    Updated 4/17/26Learn More →
    79
    Lantern
    Score
    Middleton, WI · 7 mi from Madison
    Serves Middleton, Wisconsin and surrounding areas, plus Illinois
    ★★★★★4.7(77 Google reviews)

    Baer Insurance Services is an independent insurance agency serving Wisconsin and Illinois with comprehensive coverage options including auto, home, life, and business insurance. The agency works with multiple carriers to provide personalized quotes and bundling options tailored to each client's needs. Their experienced team focuses on understanding individual circumstances to deliver competitive rates and appropriate coverage.

    Best for: Comparing OptionsHomeownersBusiness OwnersSaving MoneyLife Insurance Planning
    Ideal clients: Small business owners, homeowners seeking bundled coverage, individuals needing life insurance, drivers looking for competitive auto rates
    What sets them apart
    • Works with multiple insurance carriers to find the best rates and coverage options for each client, rather than being tied to a single company.
    • Offers auto, home, life, and business insurance in one place, making it convenient to bundle policies and manage all coverage needs together.
    • Takes time to understand each client's specific situation and risk factors to recommend appropriate coverage rather than one-size-fits-all solutions.
    Independent AgentAuto InsuranceHome InsuranceLife InsuranceBusiness Insurance
    Phone(608) 830-5800
    Baer Insurance Services, Inc.
    Updated 4/17/26Learn More →
    79
    Lantern
    Score
    Madison, WI
    Serves Madison, Wisconsin and surrounding areas
    ★★★★★5.0(15 Google reviews)

    Mindful Insurance Agency is an independent insurance broker in Madison serving Wisconsin families and businesses with comprehensive coverage solutions. They specialize in auto, home, life, and business insurance, offering personalized service and competitive rates through partnerships with multiple carriers. Their independent agent approach allows them to compare options across insurers to find the best fit for each client's unique needs.

    Best for: Comparing OptionsHomeownersBusiness OwnersSaving MoneyLife Insurance Planning
    Ideal clients: Homeowners seeking bundled coverage, Small business owners, Families comparing auto and home insurance rates, Wisconsin residents wanting personalized insurance advice
    What sets them apart
    • As an independent agent, they represent multiple insurance carriers, enabling them to compare quotes and customize coverage rather than being limited to a single company's offerings.
    • Their focus on mindful, consultative service means they take time to understand each client's specific situation and risk factors before recommending coverage.
    Insurance BrokerIndependent AgentMadison WIAuto & HomeBusiness Insurance
    Mindful Insurance Agency
    Updated 4/17/26Learn More →
    79
    Lantern
    Score
    Madison, WI
    Serves Madison, Wisconsin and surrounding Dane County communities
    ★★★★★4.6(1885 Google reviews)

    TruStage Insurance Agency in Madison provides comprehensive insurance solutions including auto, home, life, and business coverage tailored to individuals and families. As an independent insurance agency, they work with multiple carriers to find competitive rates and personalized policies that fit each client's unique needs. Their experienced team focuses on building long-term relationships and helping customers understand their coverage options.

    Best for: HomeownersBusiness OwnersLife Insurance Planning
    Ideal clients: Homeowners seeking bundled coverage, Small business owners, Families looking for life insurance, Individuals comparing auto insurance rates
    What sets them apart
    • Works with multiple insurance carriers to compare rates and find the best coverage options for each client, rather than representing a single company.
    • Offers auto, home, life, and business insurance in one place, simplifying policy management and often qualifying customers for bundling discounts.
    • Based in Madison with deep knowledge of local insurance needs, Wisconsin regulations, and community-specific risks.
    InsuranceAuto InsuranceHome InsuranceIndependent AgentMadison
    Phone(888) 888-0375
    TruStage Insurance Agency
    Updated 4/17/26Learn More →
    78
    Lantern
    Score
    Waunakee, WI · 7 mi from Madison
    Serves Waunakee, Madison, and surrounding Dane County communities
    ★★★★★4.9(16 Google reviews)

    Affordable Insurance Solutions is an independent agent representing Erie Insurance, offering personalized coverage for homeowners, auto, life, and business insurance needs in Waunakee and surrounding Wisconsin communities. With deep local expertise and a commitment to finding the right coverage at competitive rates, they work directly with clients to understand their unique risks and provide tailored insurance solutions. Their focus on customer service and accessible guidance makes complex insurance decisions straightforward.

    Best for: Comparing OptionsHomeownersBusiness OwnersSaving MoneyLife Insurance Planning
    Ideal clients: Homeowners seeking bundled coverage, Small business owners, Auto insurance shoppers, Families looking for comprehensive life insurance
    What sets them apart
    • Represents Erie Insurance, known for strong financial stability and competitive rates on homeowners and auto coverage.
    • Access to multiple carriers and policy options means clients get personalized recommendations rather than limited product selection.
    • Based in Waunakee with deep understanding of local Wisconsin risks and insurance needs for families and businesses.
    Erie InsuranceIndependent AgentLocal InsuranceMulti-Line Coverage
    Phone(608) 663-9800
    Affordable Insurance Solutions, LLC - Independent Agent for Erie Insurance
    Updated 4/17/26Learn More →
    77
    Lantern
    Score
    Madison, WI
    Serves Madison, Wisconsin and surrounding areas
    ★★★★★4.8(63 Google reviews)

    Matty Smith Agency LLC is an American Family Insurance agency in Madison offering comprehensive insurance solutions including auto, home, life, and business coverage. Matthew Smith and his team help individuals and families protect their assets with personalized insurance plans tailored to their specific needs.

    Best for: HomeownersBusiness OwnersSaving MoneyLife Insurance Planning
    Ideal clients: Madison-area families, homeowners, business owners, individuals seeking multi-policy bundling
    What sets them apart
    • Represents a trusted, Wisconsin-based insurance company with local roots and strong financial stability.
    • Offers auto, home, life, and business insurance in one location, making it convenient to bundle policies and find comprehensive protection.
    • Matthew Smith works directly with clients to assess their insurance needs and recommend customized coverage options.
    InsuranceAuto InsuranceHome InsuranceLife InsuranceBusiness Insurance
    Phone(608) 249-3111
    Websiteamfam.com
    Matty Smith Agency LLC American Family Insurance
    Updated 4/17/26Learn More →
    76
    Lantern
    Score
    Madison, WI
    Serves Madison, Wisconsin and surrounding areas
    ★★★★★5.0(8 Google reviews)

    Best Rates Insurance Agency is an independent insurance provider serving Madison and the surrounding Wisconsin area. They offer personalized insurance solutions including auto, home, life, and business coverage, helping clients find competitive rates tailored to their specific needs. With a focus on customer service and local expertise, they work to match clients with the right coverage at the best possible prices.

    Best for: Comparing OptionsHomeownersBusiness OwnersSaving MoneyLife Insurance Planning
    Ideal clients: Individuals seeking competitive insurance rates, families needing multiple policy types, small business owners, Madison-area residents looking for local service
    What sets them apart
    • Work with multiple carriers to find you the best rates and coverage options rather than pushing a single company's products.
    • Local, accessible team that takes time to understand your insurance needs and provides customized solutions.
    • Offer auto, home, life, and business insurance in one convenient location, simplifying your insurance management.
    Insurance AgencyAuto InsuranceHome InsuranceIndependent AgentMadison, WI
    Phone(608) 424-8562
    Best rates Insurance Agency
    Updated 4/17/26Learn More →
    76
    Lantern
    Score
    Sun Prairie, WI · 13 mi from Madison
    Serves Sun Prairie, WI and surrounding communities
    ★★★★★4.6(26 Google reviews)

    TRICOR Insurance is an independent insurance agency serving Sun Prairie and the surrounding area with comprehensive coverage options including auto, home, life, and business insurance. Their experienced team works with multiple carriers to find personalized coverage solutions that fit each client's unique needs and budget. TRICOR is committed to providing local, responsive service and helping families and businesses protect what matters most.

    Best for: Comparing OptionsHomeownersBusiness OwnersSaving MoneyLife Insurance Planning
    Ideal clients: Families seeking bundled home and auto coverage, small business owners, individuals needing life insurance, cost-conscious consumers comparing rates
    What sets them apart
    • Works with multiple insurance carriers to compare rates and coverage options, ensuring clients get the best value for their specific situation.
    • Based in Sun Prairie with deep knowledge of local insurance needs, from Wisconsin weather-related coverage to community-specific risks.
    • Offers auto, home, life, and business insurance all in one place, allowing clients to bundle policies and simplify their insurance management.
    Independent InsuranceAuto InsuranceHome InsuranceBusiness InsuranceLocal Agency
    Phone(608) 837-2484
    TRICOR Insurance - Liberty Blvd
    Updated 4/17/26Learn More →
    75
    Lantern
    Score
    Monona, WI · 5 mi from Madison
    Serves Monona, Madison, and surrounding Dane County communities
    ★★★★★4.8(26 Google reviews)

    Farmers Insurance agent April Carlisle provides auto, home, life, and business insurance coverage to residents and business owners in the Monona area. As a local Farmers Insurance agent, April offers personalized service and access to multiple coverage options tailored to individual needs, helping customers protect what matters most with competitive rates and bundling discounts.

    Best for: HomeownersBusiness OwnersSaving MoneyLife Insurance Planning
    Ideal clients: Homeowners, auto owners, small business owners, individuals seeking bundled insurance policies and personalized local service
    What sets them apart
    • April Carlisle is a dedicated local Farmers Insurance agent who understands the specific insurance needs of Monona and Dane County residents, offering personalized service and direct accessibility.
    • As a Farmers Insurance agent, April provides auto, home, life, and business insurance solutions with the ability to bundle policies for discounts and savings.
    • Located at 4409 Monona Dr in Monona, the office provides easy access for local customers seeking in-person insurance consultations and policy management.
    Auto InsuranceHome InsuranceLife InsuranceLocal Agent
    Phone(608) 222-2021
    Farmers Insurance - April Carlisle
    Updated 4/17/26Learn More →
    75
    Lantern
    Score
    Madison, WI
    Serves Madison, Wisconsin and surrounding areas
    ★★★★★5.0(7 Google reviews)

    Affordable Auto Insurance Agency Madison is an independent insurance agency serving the Madison area with a focus on auto insurance solutions. Run by experienced agents, they specialize in helping customers find competitive rates and coverage options tailored to their needs. The agency works with multiple carriers to provide personalized service and flexible policies.

    Best for: Comparing Options
    Ideal clients: Budget-conscious drivers, Wisconsin residents seeking competitive auto insurance rates, customers wanting personalized service from a local agency
    What sets them apart
    • As an independent agency, they work with multiple insurance carriers to find the best rates and coverage options for each customer's unique situation.
    • Based in Madison, the agency understands local driving conditions and insurance needs specific to Wisconsin residents.
    Auto InsuranceIndependent AgentMadison InsuranceAffordable RatesPersonalized Service
    Phone(262) 262-8148
    Affordable Auto Insurance Agency Madison
    Updated 4/17/26Learn More →
    74
    Lantern
    Score
    Madison, WI
    Serves Madison, WI and surrounding areas
    ★★★★☆4.4(37 Google reviews)

    Wenzel Agency is a local Allstate Insurance office serving Madison and the surrounding area. They offer a full range of insurance products including auto, home, life, and business coverage. As an Allstate agency, they help customers find the right protection for their needs and provide ongoing support for claims and policy management.

    Best for: HomeownersBusiness OwnersSaving MoneyLife Insurance Planning
    Ideal clients: Madison families and professionals needing auto and home insurance, business owners seeking commercial coverage, customers looking to bundle policies for discounts
    What sets them apart
    • Access to Allstate's resources, discounts, and claims support through an established national carrier.
    • Direct relationship with a local Madison agent for personalized service and policy adjustments.
    Auto InsuranceHomeowners InsuranceLife InsuranceLocal Agent
    Phone(608) 222-2411
    Wenzel Agency: Allstate Insurance
    Updated 4/17/26Learn More →
    73
    Lantern
    Score
    Madison, WI
    Serves Madison, Wisconsin and surrounding areas
    ★★★★★4.5(17 Google reviews)

    Thomas Bradley Insurance is an independent insurance agency in Madison serving individuals and families with comprehensive coverage options. They specialize in auto, home, life, and business insurance policies, offering personalized service to help clients find the right coverage at competitive rates. As an independent agency, they work with multiple carriers to provide clients with choice and value.

    Best for: HomeownersBusiness OwnersLife Insurance Planning
    Ideal clients: Families seeking multiple insurance policies, small business owners, individuals looking for competitive rates from multiple carriers
    What sets them apart
    • Works with multiple insurance carriers to provide clients with competitive quotes and options rather than representing a single company.
    • Offers auto, home, life, and business insurance policies to meet diverse insurance needs for individuals and families.
    • Based in Madison with direct phone support and personalized service to help clients navigate their insurance options.
    Insurance AgencyAuto InsuranceHome InsuranceLife InsuranceBusiness Insurance
    Phone(608) 845-7979
    Thomas Bradley Insurance
    Updated 4/17/26Learn More →
    73
    Lantern
    Score
    Madison, WI
    Serves Madison, WI and surrounding areas
    ★★★★★4.5(17 Google reviews)

    Ace Insurance Group is an independent insurance agency in Madison serving Wisconsin families and businesses with personalized coverage solutions. They specialize in auto, home, life, and commercial insurance, helping clients find the right policies at competitive rates. With a focus on customer service and local expertise, they work with multiple carriers to provide customized insurance packages tailored to each client's unique needs.

    Best for: Comparing OptionsHomeownersBusiness OwnersSaving MoneyLife Insurance Planning
    Ideal clients: Wisconsin families seeking auto and home insurance, small business owners needing commercial coverage, individuals looking for life insurance
    What sets them apart
    • Works with multiple insurance carriers to find clients the best rates and coverage options rather than being limited to a single company's products.
    • Local Madison-based agency that takes time to understand each client's specific insurance needs and provides customized recommendations.
    • Offers auto, home, life, and commercial insurance in one location, making it convenient to handle all insurance needs with one trusted agent.
    Independent Insurance AgencyAuto InsuranceHome InsuranceLife InsuranceBusiness Insurance
    Ace Insurance Group
    Updated 4/17/26Learn More →
    71
    Lantern
    Score
    Madison, WI
    Serves Madison, WI and surrounding areas
    ★★★★★4.5(35 Google reviews)

    M3 Insurance is an independent insurance agency in Madison offering comprehensive coverage including auto, home, business, and life insurance. With personalized service and access to multiple carriers, they help individuals and business owners find the right coverage at competitive rates.

    Best for: Comparing OptionsHomeownersBusiness OwnersSaving MoneyLife Insurance Planning
    Ideal clients: Homeowners, auto owners, small business owners, entrepreneurs seeking bundled insurance packages
    What sets them apart
    • Access to multiple insurance carriers allows M3 to compare options and find the best rates for your specific situation rather than being limited to one company's offerings.
    • Based in Madison, the team understands Wisconsin-specific insurance needs and local market conditions.
    Auto InsuranceHome InsuranceBusiness InsuranceIndependent Agent
    Phone(608) 273-0655
    Websitem3ins.com
    M3 Insurance
    Updated 4/17/26Learn More →

    Frequently Asked Questions

    Who is the top-ranked insurance agent in Madison, WI?

    The Health Insurance Store is Madison's top-ranked insurance agent with a Lantern Score of 85.78/100 and a perfect 5-star rating based on 1,119 reviews. They specialize in Medicare coverage and are particularly well-suited for Medicare beneficiaries, families seeking individual coverage, and small business owners purchasing group plans.

    Which insurance agencies specialize in Medicare coverage in Madison?

    Prairie Grove Insurance (Lantern Score: 85.29/100) and The Health Insurance Store (Lantern Score: 85.78/100) are both top-ranked Medicare specialists in Madison. Prairie Grove Insurance was founded in 2011 and focuses on helping seniors navigate Medicare options, while The Health Insurance Store serves thousands of Wisconsin residents with personalized consultations for Medicare beneficiaries.

    What insurance options are available for high-risk drivers in Madison?

    Action Insurance Agency (Lantern Score: 83.89/100, 4.9 stars with 465 reviews) specializes in high-risk auto insurance and SR-22 coverage throughout Wisconsin. They are specifically recommended for drivers with poor driving records, non-standard auto coverage needs, and those requiring SR-22 insurance filings.

    Which Madison insurance agents offer Spanish-language support?

    Aria Benefits (Lantern Score: 83.07/100, 4.9 stars) is an independent insurance agency led by Ivan Arias that specifically serves Spanish-speaking clients. They specialize in health insurance, Medicare plans, and small business coverage, and have served over 1,900 individuals across multiple states.

    Are any insurance agencies in Madison open on weekends?

    None of the 30 insurance agencies in the Madison area are open on weekends. All agencies operate during standard business hours, so customers will need to contact them during weekday hours for consultations and services.

    Which insurance agencies are best for bundling home and auto coverage in Madison?

    First Choice Insurance Solutions (Lantern Score: 85.69/100, 5 stars with 628 reviews) and Cliff Insurance Agency (Lantern Score: 84.03/100, 4.9 stars with 993 reviews) are both highly-rated for bundled auto and home insurance. Both agencies work with multiple carriers and are specifically recommended for families seeking bundled coverage at competitive rates.

    This directory of insurance agents local businesses serving Madison, WI is maintained by Lantern. Rankings are determined by the Lantern Score — not advertising or payment for placement. Learn how it works. Last updated April 17, 2026. To claim or update a listing, contact us.