Sign up for Medicare in Oakland Chicago, IL
Local licensed agents in Cook County are available to assist you if you need help comparing plans or registering for Medicare insurance.
Original Medicare
Original Medicare (Part A) covers most medically necessary services.
Medicare Supplement
Medigap plans provide additional insurance for out of pocket costs.
Medicare Advantage
A bundled alternative to Original Medicare for your health and drug coverage.
Not sure what Medicare plan is right for you?
Oakland Chicago, IL Medicare Supplement Insurance Plan Comparison
First, decide between Traditional Medicare (which covers Parts A and B) and a private insurance's Medicare Advantage (known as Part C). If you go with Traditional Medicare, you'll probably also need a Medigap insurance to cover extra costs and a Part D plan for prescription drugs.
Medicare Advantage Plans: Age 65, Zipcode 60616, Non-smoker*
| Plan Type | Number of Plans Available | Average Monthly Premium | Lowest Monthly Premium | Highest Monthly Premium | Carriers |
|---|---|---|---|---|---|
| $0 OOP Medicare Advantage Plans | 71 | $0.00 | $0.00 | $0.00 | Aetna Medicare, Wellcare, Essence Healthcare |
| Paid Medicare Advantage Plans | 19 | $77.46 | $21.80 | $241.80 | Aetna Medicare, Essence Healthcare, Humana |
*Plan data last updated on 1/15/2026
Most Popular Medigap Plans: Female, Age 65, Zipcode 60616, Non-smoker*
| Plan Type | Number of Plans Available | Average Monthly Premium | Lowest Monthly Premium | Highest Monthly Premium | Carriers |
|---|---|---|---|---|---|
| Plan F | 33 | $240.44 | $148.93 | $488.85 | Omaha Insurance Company, Atlantic Capital, Physicians Select, and 30 others |
| Plan G | 32 | $185.48 | $130.54 | $355.01 | Omaha Insurance Company, Atlantic Capital, Physicians Select, and 29 others |
| Plan N | 31 | $141.25 | $91.43 | $253.00 | Omaha Insurance Company, Atlantic Capital, Insurance Company of North America, and 28 others |
*Plan data last updated on 1/15/2026
Most Popular Medigap Plans: Male, Age 65, Zipcode 60616, Non-smoker*
| Plan Type | Number of Plans Available | Average Monthly Premium | Lowest Monthly Premium | Highest Monthly Premium | Carriers |
|---|---|---|---|---|---|
| Plan F | 33 | $268.86 | $163.82 | $562.13 | Omaha Insurance Company, Atlantic Capital, Physicians Select, and 30 others |
| Plan G | 32 | $207.12 | $143.59 | $408.23 | Omaha Insurance Company, Atlantic Capital, Physicians Select, and 29 others |
| Plan N | 31 | $158.16 | $100.57 | $290.00 | Omaha Insurance Company, Atlantic Capital, Insurance Company of North America, and 28 others |
*Plan data last updated on 1/15/2026
Disclaimer: The information provided in these tables is for general informational purposes only. We make no guarantees about the accuracy, completeness, or reliability of the data. Please consult with a professional advisor or insurance provider for precise and up-to-date information.
Need help? Speak to a licensed Medicare insurance agent in Oakland Chicago today

James ONeal
Licensed Medicare Agent
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Oakland Chicago, IL Medicare Resource Center
Oakland Chicago Medicare Information
If you're planning to sign up for Medicare in the Oakland neighborhood of Chicago, IL, MedicareSignups.com offers an easy-to-use plan comparison tool to find the best option for your unique needs. Medicare is a national program, but remember that plan options vary significantly, even within different neighborhoods and zip codes in the same city. While exploring plans, you might be interested to know that Oakland is home to Ellis Park, which hosts the annual Bronzeville Jazz and Music Festival, celebrating the rich cultural history of Chicago. By using the tools on MedicareSignups.com, you can ensure you get the most suitable Medicare plan in your area.
Oakland Chicago, IL Local Medicare Offices
Illinois Official State Health Insurance Assistant Program
Illinois's official state SHIP program is the Senior Health Insurance Program. This section provides information about the Senior Health Insurance Program (SHIP), which is a free statewide health insurance counseling service for Medicare beneficiaries and their caregivers. In this section, visitors will find information and resources about applying for Medicare, sites in their area that they can get assistance applying for Medicare and tools for SHIP sites around the State to utilize in serving Medicare beneficiaries.





