ADVERTISING DISCLOSURE: BeforeInsuranceUSA.com is an informational directory, not an insurance agency, broker, or licensed producer. We do not sell insurance or provide insurance advice. No agent-client relationship is created by using this site. Except where a listing is clearly marked Featured, no agent listed on this site has paid for their listing. Featured listings are paid advertisements. This is an advertisement.

Find Health Insurance Agents Near You in Oswego, IL

Browse health insurance agents serving Oswego, Illinois. Updated 2026-07-14.

The top-rated health insurance agent in Oswego, Illinois is The Calder Agency: Allstate Insurance, rated 4.9 stars across 428 reviews. Other highly rated options include Janna Misek - State Farm Insurance Agent, Nicole Hupp: Allstate Insurance, Rick Weissenhofer - State Farm Insurance Agent. This directory lists 17 health insurance agents serving Oswego.

Showing 17 health insurance agents in Oswego, ILListings are displayed in no particular order and are not ranked. Order does not constitute a recommendation or endorsement.

Comparison

Top 10 listings
#NameAddressPhone
1The Calder Agency: Allstate Insurance2765 Walter Payton Memorial Hwy(630) 554-5252
2Janna Misek - State Farm Insurance Agent1136 Douglas Rd(630) 554-1540
3Nicole Hupp: Allstate Insurance4589 IL-71(630) 833-8100
4Rick Weissenhofer - State Farm Insurance Agent2261 Orchard Rd(630) 554-5277
5Holten Insurance AgencyBy appointment only - meeting location provided upon scheduling, 4913 Seeley St(630) 424-0200
6Zac Mcgrogan - State Farm Insurance Agent72 W Washington St(630) 554-8800
7Christina Reynolds Insurance Corp American Family Insurance103 Franklin St(630) 551-1784
8Tri-County Insurance Agency, Inc. "Bentley Agency"44 Monroe St(815) 200-5528
9Hometowne Insurance4424 IL-71(630) 554-4040
10AAA Insurance - Short Insurance Agency10 E Merchants Dr(630) 981-0018
CA
2765 Walter Payton Memorial Hwy
The Calder Agency: Allstate Insurance
Health Insurance Agent · Oswego, IL

The Calder Agency: Allstate Insurance serves the Oswego, Illinois, area as a local health insurance agent. This agency helps individuals and families navigate health coverage options available in Kendall County. It assists clients with plan selection and enrollment for major medical insurance. The agent also provides guidance on understanding deductibles, networks, and out-of-pocket costs. Medicare supplemental plans and short-term health policies are among the specific services it handles for the community.

JM
1136 Douglas Rd
Janna Misek - State Farm Insurance Agent
Health Insurance Agent · Oswego, IL

Janna Misek - State Farm Insurance Agent provides health insurance services to individuals and families in the Oswego, Illinois area. The agency helps clients understand their coverage options and offers ongoing support for policy maintenance and claims assistance. Regular policy reviews ensure that each plan continues to meet changing healthcare needs. The agent also assists with enrollment periods and plan adjustments throughout the year. Janna Misek - State Farm Insurance Agent services single-family homes, apartments, retail businesses, and restaurants in the local community.

NH
4589 IL-71
Nicole Hupp: Allstate Insurance
Health Insurance Agent · Oswego, IL

Nicole Hupp: Allstate Insurance serves local homeowners, renters, and small business owners seeking health insurance guidance in Oswego, Illinois. The agency helps clients compare individual and family health plans, explaining coverage options and deductible structures. It also answers questions about open enrollment periods and network provider choices. For those managing chronic conditions or planning for routine care, the office provides straightforward policy information. This agency additionally works with residents in neighboring Montgomery and the greater Aurora metropolitan area to address their health insurance needs.

RW
2261 Orchard Rd
Rick Weissenhofer - State Farm Insurance Agent
Health Insurance Agent · Oswego, IL

Rick Weissenhofer - State Farm Insurance Agent serves the Oswego, Illinois area and surrounding communities, handling health insurance policies for individuals and families. The agency works with clients to explain coverage options, including plan benefits and deductibles, ensuring they understand their choices. For each policy, it focuses on assessing personal health needs and budget to find a suitable plan. It approaches every case by conducting a thorough review of available plans to match client requirements.

HI
By appointment only - meeting location provided upon scheduling, 4913 Seeley St
Holten Insurance Agency
Health Insurance Agent · Oswego, IL

Holten Insurance Agency, a health insurance agent in Oswego, IL, distinguishes between one-time plans, such as short-term coverage for gaps in insurance, and recurring options like ongoing major medical policies for continuous protection. They help clients navigate coverage that addresses routine checkups, emergency care, and prescription drug needs. Understanding these plan structures can simplify managing individual or family healthcare expenses. Service appointments with this agency are arranged on an as-needed basis to discuss policy selections

ZM
72 W Washington St
Zac Mcgrogan - State Farm Insurance Agent
Health Insurance Agent · Oswego, IL

Zac Mcgrogan - State Farm Insurance Agent helps clients find health insurance coverage. The agency serves individuals and families in the Oswego, IL area looking for comprehensive health plans and guidance through enrollment periods. It explains policy options to match different medical needs and budgets. During open enrollment seasons, the office assists with plan changes. It also helps new residents secure coverage after a qualifying life event such as relocation or job loss.

CR
103 Franklin St
Christina Reynolds Insurance Corp American Family Insurance
Health Insurance Agent · Oswego, IL

As open enrollment seasons and life changes create a need for solid coverage in Oswego, Christina Reynolds Insurance Corp American Family Insurance helps clients navigate their options. This health insurance agent works with local residents to compare Medicare, individual, and family plans from major carriers. The focus is on matching a policy to each person’s budget and medical needs by explaining deductibles and provider networks clearly. A typical first step is a no-obligation appointment to review current coverage and explore available plan choices for the upcoming year.

TC
44 Monroe St
Tri-County Insurance Agency, Inc. "Bentley Agency"
Health Insurance Agent · Oswego, IL

Since 1966, Tri-County Insurance Agency, Inc. "Bentley Agency" in Oswego, IL pairs general health insurance guidance with a particular emphasis on supplemental and major medical policies. Agents here review each client's specific needs, then match coverage options from a selection of multiple carriers. This method helps individuals and small employers find appropriate plans for routine care and unexpected events. The agency specifically serves a range of local commercial sectors, including professional offices, industrial warehouses, and various food service establishments.

HI
4424 IL-71
Hometowne Insurance
Health Insurance Agent · Oswego, IL

Hometowne Insurance in Oswego, IL is known for providing local health insurance agent services to individuals and families. The company assists clients in navigating plan options and enrollment periods. A health insurance agent in this area focuses on explaining coverage details and comparing available policies. Hometowne Insurance can help with Medicare supplement plans and short-term health insurance needs. The company also specializes in adding dental and vision coverage to existing policies.

AI
10 E Merchants Dr
AAA Insurance - Short Insurance Agency
Health Insurance Agent · Oswego, IL

AAA Insurance - Short Insurance Agency in Oswego, IL offers residential health insurance agent services, helping families navigate plan options for medical, dental, and vision needs. The agency also provides commercial coverage for local businesses seeking group health benefits. Their service area includes the surrounding Illinois communities. Clients receive ongoing support for policy adjustments, claims questions, and annual enrollment changes, with follow-up service maintained between regular visits to ensure coverage remains appropriate as circumstances evolve.

JB
123 W Washington St Ste 333
Jim Braddish - COUNTRY Financial Agent
Health Insurance Agent · Oswego, IL
(630) 553-7401
agents.countryfinancial.com/usa/il/oswego/jim-braddish
EN
74 W Van Buren St
Eric Nelson - COUNTRY Financial Agent
Health Insurance Agent · Oswego, IL
(630) 551-3300
agents.countryfinancial.com/usa/il/oswego/eric-nelson
NM
5 Main St
N.M. Tripp Insurance Agency, Inc.
Health Insurance Agent · Oswego, IL
(630) 554-8831
trippinsuranceinc.com
FI
2015 US-34 Ste M
Farmers Insurance - Carlos Correa
Health Insurance Agent · Oswego, IL
(630) 608-4770
agents.farmers.com/il/oswego/carlos-correa
GI
5 E Washington St
Goosehead Insurance -Petzke Agency
Health Insurance Agent · Oswego, IL
(331) 999-3043
UH
620 Springbrook Trail N
United Healthcare Authorized Agent
Health Insurance Agent · Oswego, IL
(630) 687-8727
oswegohealthplans.com
MS
6 E Washington St
Matt Slack - COUNTRY Financial Representative
Health Insurance Agent · Oswego, IL
(630) 554-2035
advisors.countryfinancial.com/usa/il/oswego/matt-slack

What Does a a Health Insurance Agent in Oswego Cost?

The cost of health insurance in Oswego Illinois varies widely based on age plan type metal level and income. For an ACA individual plan premiums can range from about 300 to 700 per month for a 40 year old after any applicable subsidies. Short term plans may cost 100 to 300 per month but offer limited benefits. This is general information and not insurance advice.

About health insurance agents in Oswego

Health insurance agents in Oswego Illinois help individuals families and small businesses find coverage that fits their needs and budget. Illinois follows the federal Affordable Care Act guidelines with an open enrollment period typically from November 1 to January 15 each year. Local agents can explain Illinois specific options such as the state based marketplace Get Covered Illinois and assist with Medicaid eligibility.

Frequently Asked Questions

What types of health insurance plans can an agent in Oswego offer?

Agents in Oswego can offer ACA compliant individual and family plans short term health insurance Medicare Advantage and Supplement plans and group health plans for small businesses. They must be licensed by the Illinois Department of Insurance to sell these products.

How do I know if I qualify for a special enrollment period in Illinois?

You may qualify for a special enrollment period if you experience a qualifying life event such as losing job based coverage getting married having a baby or moving to Oswego from another area. You typically have 60 days from the event to enroll in a new plan.

Do health insurance agents in Oswego charge a fee for their services?

Most health insurance agents in Illinois are paid commissions by the insurance companies and do not charge consumers a direct fee. Always confirm the payment structure with your agent before starting the application process.

Health Insurance Agents in Other Illinois Cities

Listings are compiled from publicly available information. Inclusion does not constitute endorsement. Verify each health insurance agent's credentials and current standing with your state Department of Insurance.