Browse 304 cars & trucks for sale in Chicago, Illinois. Prices range from $16,457 to $86,951. Median price is $41,988. Each listing includes pricing, high-resolution photos, and detailed specifications. Use the financing calculator on any listing page to estimate monthly payments before visiting the dealer.
All 304 cars & trucks listings in Chicago come from a single dealer — expect a consistent inventory mix, but compare prices against the broader Illinois market before committing.
Chicago has a moderate price spread (5.3× from cheapest to most expensive), which usually means a healthy mix of older used inventory and current-year units side-by-side.
Chicago skews heavily toward a few brands — Toyota alone accounts for 97% of local inventory.
Buyers in Chicago who don't find what they want locally regularly cross-shop Mattoon, Ringwood, Monee — all within the same Illinois dealer network.
Checking availability and pricing across our network
Total Listings
304
Average Price
$42,334
Price Range
$16,457 - $86,951
Avg Mileage
9,897 mi
Popular Year
2026
Dealers
1
Discover 304 vehicles for sale in Chicago, Illinois. With an average price of $42,334, you'll find options from $16,457 to $86,951. Shop from 1 trusted dealerships.
Last updated: July 14, 2026