Self employed health insurance — Chicago, IL

Last updated: September 24, 2026

What affects the price

When you call, we look at several things to help pin down your rates. Insurance carriers weigh your current age, your location, and your overall health history. Your choice of deductible is another big factor; picking a higher one often lowers your monthly payment, while a lower deductible keeps your out-of-pocket costs down if you need care. Your specific coverage needs—like how often you visit a doctor or if you need prescription drug help—also shift the final amount. Everyone’s situation is unique, so we help you compare options to find a plan that fits. Exact pricing confirmed free on the call.

About this service

When you work for yourself, you lose the group coverage provided by an employer. You are responsible for finding your own plan through the marketplace or private insurers. Your costs depend on your household income, your age, and the level of coverage you select. Many people find that subsidies can lower monthly premiums based on their tax filing status.

Frequently asked in Chicago

Also serving nearby: Naperville · Aurora · Joliet · Elgin · Waukegan

All cities in Illinois →

More on this: HealthCare.gov — marketplace enrollment periods.

Service area details

Serving all of Chicago — population 2,664,452; about 11,699 residents per square mile across 227.7 sq mi. ZIP codes covered include 60601, 60602, 60603, 60604, 60605, 60606, 60607, 60608.

Neighborhoods served in Chicago: Lincoln Park, Wicker Park, The Loop, Lakeview, Gold Coast — and every surrounding area.