Sign Up For Medicare in Oakland Chicago, IL
Hi, I’m Niki! My team of Oakland Chicago-based Medicare insurance agents are here to help! We personalize Medicare Supplement, Medicare Advantage and Medicare Prescription Drug Plan choices for people on Medicare in Cook County! Make an online Zoom appointment today!
Oakland Chicago, Illinois Medicare insurance.
Let’s Discuss Your Medicare Options!
Our Oakland Chicago, IL Medicare agents customize your insurance
Sign up for Medicare in Oakland, Chicago with Chicagoland Medicare! Oakland is a small neighborhood located on the south side of Chicago, known for its historic mansions and beautiful parks. At Chicagoland Medicare, we understand that navigating Medicare enrollment can be overwhelming, which is why we offer personalized assistance to help you find the right plan for your needs. Did you know that Oakland was home to the first black female physician in the United States, Dr. Georgia Rooks Dwelle? Let us help you take charge of your healthcare, so you can start enjoying all that Oakland has to offer!
Schedule a Zoom meeting with a Chicagoland Medicare expert to compare 2026 Cook County Medicare insurance plans from Aetna, Blue Cross and Blue Shield, Humana and UnitedHealthcare (UHC).
Chicagoland Medicare local licensed agents in Oakland Chicago sell Medicare Advantage, Medicare Supplement, Medigap and Medicare Part D Prescription Drug Plans (PDP) as well as Medicare dental, vision and hearing insurance policies. If you have additional questions about your plan rates or benefits, schedule an appointment with Niki and her team!
Let us help you find the right Medicare insurance plan to fit your healthcare needs and budget.
in Oakland Chicago, Illinois.
Chicagoland Medicare is a boutique Medicare insurance agency serving Oakland Chicago and all of Cook County. We are NOT a call center. We exclusively use Zoom and are “by appointment only.”
Need help scheduling a zoom call?
At Chicagoland Medicare, we’re local, unique and boutique!
Educate. Customize. Enroll.
Are you a financial planner, caregiver or taking care of your parent's Medicare policies?
We’re happy to accommodate all with kindness, compassion, and efficiency.
We customize Illinois Medicare insurance plans to meet your specific needs.
I’m Niki, the owner of Chicagoland Medicare. Medicare insurance coverage changes every year. We think stability, affordability and predictability are important. That’s why we exclusively offer Medicare Advantage, Medigap, Medicare Supplement, Medicare Part D Prescription Drug Plans and dental, vision and hearing insurance plans from national carriers such as: Aetna Medicare, UnitedHealthcare, Blue Cross and Blue Shield Medicare, Humana Medicare and Mutual of Omaha Medicare.
Your time is valuable. That’s why we use Zoom and other cutting-edge technology to solve your Medicare insurance needs so you can get on with your day!
To sign up for Medicare, you must first sign up for Social Security.
The official Chicago Loop IL Social Security office is the closest full service Social Security office near Oakland Chicago, IL.
Chicago Loop IL Social Security Office
605 W Washington Blvd
Chicago, IL 60661
Phone: 866-563-3899
Fax: 833-787-1783
Still need help?
Contact your local senior health insurance resource in Illinois.
Senior Health Insurance Program
800-252-8966
Illinois Department on Aging One Natural Resources Way, #100
Springfield, IL 62702
