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Find Supplemental Insurance Agents Near You in Oswego, IL

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

The top-rated supplemental insurance agent in Oswego, Illinois is The Calder Agency: Allstate Insurance, rated 4.9 stars across 434 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 18 supplemental insurance agents serving Oswego.

Showing 18 supplemental 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
Supplemental Insurance Agent · Oswego, IL

The Calder Agency: Allstate Insurance serves the Oswego, Illinois area as a local supplemental insurance agent. This agency helps community members with insurance policies designed to cover gaps left by primary health or life plans. Supplemental insurance can provide financial support for unexpected medical expenses or income loss. The Calder Agency assists clients in Oswego with evaluating their coverage options. They specifically handle accident and critical illness insurance policies that offer additional financial protection.

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

Janna Misek - State Farm Insurance Agent provides supplemental insurance solutions to clients in the Oswego, Illinois area. These offerings help individuals cover gaps left by primary health coverage, addressing out-of-pocket expenses from accidents or illnesses. The agency assists clients in selecting appropriate policies and reviews existing coverage to ensure ongoing suitability, though no specific maintenance plans are detailed. It also helps with claims filing and policy adjustments as needs change. The agency serves a variety of property types, including single-family homes, apartments, retail establishments, and restaurants, within the local community.

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

Serving homeowners, businesses, and property managers in Oswego, Illinois, Nicole Hupp: Allstate Insurance provides supplemental insurance agent solutions. This agency helps clients evaluate their existing policies and identify gaps in coverage that standard plans may leave unfilled. Local supplemental insurance options can help cover deductibles or unexpected out-of-pocket costs for various property damages or income disruptions. The agency offers personalized consultations to navigate these supplemental choices and align them with individual risk profiles. It also serves the neighboring communities throughout Kendall County and the greater Aurora metro area for added convenience.

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

Serving Oswego, IL, and the surrounding communities, Rick Weissenhofer - State Farm Insurance Agent handles supplemental insurance coverage designed to fill gaps left by major medical plans. These policies can help with out-of-pocket expenses such as deductibles, copays, and lost income during recovery. The agency focuses on understanding each client’s personal situation and financial needs before presenting policy options. To complete a typical job, the agent gathers individual coverage details to match them with appropriate plan selections that address specific concerns.

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

Holten Insurance Agency serves the Oswego, Illinois area as a supplemental insurance agent, helping clients understand the difference between a one-time policy purchase and a recurring coverage plan that renews periodically. Their work focuses on securing policies that fill gaps left by major medical insurance, such as accident, critical illness, or hospital indemnity plans. Service needs are determined by the policy structure, with many plans operating on a recurring basis, though coverage changes can also be scheduled or handled as needed.

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

Zac Mcgrogan - State Farm Insurance Agent in Oswego, IL offers supplemental insurance policies that fill gaps in primary health coverage. It helps individuals and families manage out-of-pocket costs from accidents or hospital stays. The agency also provides general service work to evaluate current coverage and identify potential vulnerabilities in a client’s financial plan. With winter approaching, it assists with reviewing policies to ensure adequate protection against seasonal illnesses and unexpected medical expenses.

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

As Oswego residents prepare for changing seasons and shifting health needs, Christina Reynolds Insurance Corp American Family Insurance provides supplemental insurance coverage tailored to local households. This Oswego agency helps clients address gaps in primary health plans by offering policies for accidents, hospital stays, or critical illnesses. Each consultation explores individual circumstances to identify appropriate financial protection options. The process begins with a straightforward initial assessment of the client's current coverage and personal goals.

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

Tri-County Insurance Agency, Inc., operating as Bentley Agency, provides supplemental insurance products that fill coverage gaps not addressed by primary health plans. These policies help individuals manage out-of-pocket costs from accidents, critical illnesses, or hospital stays. Operating in Oswego, IL, the agency serves local businesses and residents who need tailored benefit solutions. Its clientele includes professional offices, warehouse operations, and food service establishments seeking to offer additional voluntary coverage options to employees.

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

Hometowne Insurance in Oswego, IL is known for helping individuals navigate supplemental insurance coverage. Its service range focuses on policies that complement major medical plans, often addressing gaps in expenses not fully covered by primary health insurance. Such supplemental plans typically provide fixed benefits for hospital stays, critical illness diagnoses, or accidents. As a local agency, it offers guidance on selecting suitable add-ons to existing coverage. A specialty service it can add on includes offering dental or vision supplemental plans to its core portfolio.

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

AAA Insurance - Short Insurance Agency provides supplemental insurance services to residents in Oswego, IL, helping fill coverage gaps left by primary health plans. The agency also assists local businesses with commercial supplemental policies tailored to their workforce needs. Serving clients throughout the Oswego area, they focus on straightforward plan explanations and personalized enrollment support. Representatives typically check in with policyholders after a claim to ensure satisfaction and offer adjustments during regular service visits, making follow-up a standard part of their ongoing customer relationship.

JB
123 W Washington St Ste 333
Jim Braddish - COUNTRY Financial Agent
Supplemental 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
Supplemental 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.
Supplemental Insurance Agent · Oswego, IL
(630) 554-8831
trippinsuranceinc.com
FI
2015 US-34 Ste M
Farmers Insurance - Carlos Correa
Supplemental Insurance Agent · Oswego, IL
(630) 608-4770
agents.farmers.com/il/oswego/carlos-correa
GI
5 E Washington St
Goosehead Insurance -Petzke Agency
Supplemental Insurance Agent · Oswego, IL
(331) 999-3043
FI
332 Douglas Rd
Farmers Insurance - Liseth Manzo
Supplemental Insurance Agent · Oswego, IL
(630) 930-0473
agents.farmers.com/il/oswego/liseth-manzo
UH
620 Springbrook Trail N
United Healthcare Authorized Agent
Supplemental Insurance Agent · Oswego, IL
(630) 687-8727
oswegohealthplans.com
MS
6 E Washington St
Matt Slack - COUNTRY Financial Representative
Supplemental Insurance Agent · Oswego, IL
(630) 554-2035
advisors.countryfinancial.com/usa/il/oswego/matt-slack

What Does a a Supplemental Insurance Agent in Oswego Cost?

Supplemental insurance costs in Illinois vary by plan type, age, and health status. Medigap Plan G premiums for a 65-year-old in Oswego typically range from $120 to $200 per month. Cancer and accident plans often cost between $30 and $80 per month. These are general estimates; your actual cost depends on the insurer and your personal situation. This is general information, not insurance advice.

About supplemental insurance agents in Oswego

Supplemental insurance agents in Oswego, Illinois help residents find policies that cover gaps in major medical plans. These agents can assist with Medicare Supplement (Medigap) plans, which in Illinois have a guaranteed issue period of six months after you enroll in Medicare Part B. Local agents also offer cancer, accident, and hospital indemnity plans to provide extra financial protection.

Frequently Asked Questions

What is a supplemental insurance agent in Oswego?

A supplemental insurance agent in Oswego helps you buy policies that pay cash benefits for specific events like hospitalization or a cancer diagnosis. These plans are separate from your main health insurance and can help with deductibles and copays.

Do I need a supplemental insurance agent if I have Medicare in Illinois?

Many Illinois residents use an agent to compare Medigap plans during the six-month open enrollment period that starts when you turn 65 and join Medicare Part B. An agent can explain plan options and help you avoid late enrollment penalties.

Are there Illinois laws that affect supplemental insurance?

Yes. Illinois law requires Medigap policies to be guaranteed renewable, and insurers cannot deny coverage during the initial six-month open enrollment period. Also, Illinois has a 30-day free look period for Medigap policies so you can cancel for a full refund.

Supplemental Insurance Agents in Other Illinois Cities

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