Good deal
28 photos2027 Mercedes-Benz GLS 450 4MATIC ® SUV
$96,913est. $1,669/mo
- 10 mi
- AWD
- Automatic
- Gasoline
- SUV
Mercedes-Benz of Chicago · Chicago, IL
Used Cars for Sale in Chicago, IL
Browse 4,243 used cars, trucks and SUVs for sale in Chicago, IL from 50 local dealerships. Median asking price $21,903, median 80,901 miles.
4,243vehicles
50dealerships
$1,200–$700,368price range
$21,903median price
80,901median miles
4,243 vehicles · page 5 of 89
New listingStock photo
1 photos2027 Land Rover Range Rover Sport SE P360
$97,177est. $1,673/mo
- 6 mi
- AWD
- Automatic
- Gasoline
- SUV
Land Rover Chicago · Chicago, IL
Good dealNew listing
28 photos2027 Mercedes-Benz GLS 450 4MATIC ® SUV
$97,763est. $1,683/mo
- 7 mi
- AWD
- Automatic
- Gasoline
- SUV
Mercedes-Benz of Chicago · Chicago, IL
New listing
2 photos2027 Mercedes-Benz GLE 450 4MATIC ® Coupe
$98,083est. $1,689/mo
- 7 mi
- AWD
- Automatic
- Gasoline
- SUV
Mercedes-Benz of Chicago · Chicago, IL
Fair price
26 photos2027 Mercedes-Benz AMG CLE 53 AMG ® CLE 53 4MATIC+ ® Cabriolet
$99,008est. $1,705/mo
- 11 mi
- AWD
- Automatic
- Gasoline
- Coupe
Mercedes-Benz of Chicago · Chicago, IL
New listingStock photo
1 photos2027 Land Rover Range Rover Sport Dynamic SE P400
$99,812est. $1,719/mo
- 6 mi
- AWD
- Automatic
- Gasoline
- SUV
Land Rover Chicago · Chicago, IL
Fair price
26 photos2027 Mercedes-Benz AMG CLE 53 AMG ® CLE 53 4MATIC+ ® Cabriolet
$100,163est. $1,725/mo
- 7 mi
- AWD
- Automatic
- Gasoline
- Coupe
Mercedes-Benz of Chicago · Chicago, IL
Fair price
28 photos2027 Mercedes-Benz GLS 450 4MATIC ® SUV
$100,478est. $1,730/mo
- 7 mi
- AWD
- Automatic
- Gasoline
- SUV
Mercedes-Benz of Chicago · Chicago, IL
Fair price
26 photos2027 Mercedes-Benz GLS 450 4MATIC ® SUV
$100,678est. $1,734/mo
- 7 mi
- AWD
- Automatic
- Gasoline
- SUV
Mercedes-Benz of Chicago · Chicago, IL
Fair priceNew listing
27 photos2027 Mercedes-Benz GLS 450 4MATIC ® SUV
$101,033est. $1,740/mo
- 6 mi
- AWD
- Automatic
- Gasoline
- SUV
Mercedes-Benz of Chicago · Chicago, IL
Good deal
27 photos2027 Mercedes-Benz AMG GLE 53e AMG ® GLE 53e 4MATIC+ ® SUV
$101,313est. $1,744/mo
- 7 mi
- AWD
- Automatic
- Plug-In Hybrid
- SUV
Mercedes-Benz of Chicago · Chicago, IL
Fair price
28 photos2027 Mercedes-Benz GLS 450 4MATIC ® SUV
$101,748est. $1,752/mo
- 7 mi
- AWD
- Automatic
- Gasoline
- SUV
Mercedes-Benz of Chicago · Chicago, IL
Fair priceNew listing
28 photos2027 Mercedes-Benz GLS 450 4MATIC ® SUV
$101,918est. $1,755/mo
- 6 mi
- AWD
- Automatic
- Gasoline
- SUV
Mercedes-Benz of Chicago · Chicago, IL
New listingStock photo
12 photos2027 Mercedes-Benz AMG GLE 53e AMG ® GLE 53e 4MATIC+ ® SUV
$101,988est. $1,756/mo
- 7 mi
- AWD
- Automatic
- Plug-In Hybrid
- SUV
Mercedes-Benz of Chicago · Chicago, IL
Good deal
26 photos2027 Mercedes-Benz AMG GLE 53e AMG ® GLE 53e 4MATIC+ ® Coupe
$102,163est. $1,759/mo
- 7 mi
- AWD
- Automatic
- Plug-In Hybrid
- SUV
Mercedes-Benz of Chicago · Chicago, IL
Fair price
27 photos2027 Mercedes-Benz GLS 450 4MATIC ® SUV
$104,353est. $1,797/mo
- 7 mi
- AWD
- Automatic
- Gasoline
- SUV
Mercedes-Benz of Chicago · Chicago, IL
Fair price
28 photos2027 Mercedes-Benz GLS 450 4MATIC ® SUV
$104,418est. $1,798/mo
- 7 mi
- AWD
- Automatic
- Gasoline
- SUV
Mercedes-Benz of Chicago · Chicago, IL
Fair price
28 photos2027 Mercedes-Benz GLS 450 4MATIC ® SUV
$104,738est. $1,803/mo
- 7 mi
- AWD
- Automatic
- Gasoline
- SUV
Mercedes-Benz of Chicago · Chicago, IL
Fair priceNew listing
7 photos2027 Land Rover Range Rover Sport Dynamic SE P400
$105,447est. $1,816/mo
- 5 mi
- AWD
- Automatic
- Gasoline
- SUV
Land Rover Chicago · Chicago, IL
Fair price
27 photos2027 Mercedes-Benz GLS 450 4MATIC ® SUV
$106,303est. $1,830/mo
- 8 mi
- AWD
- Automatic
- Gasoline
- SUV
Mercedes-Benz of Chicago · Chicago, IL
Fair price
26 photos2027 Mercedes-Benz AMG GLE 53e AMG ® GLE 53e 4MATIC+ ® Coupe
$106,513est. $1,834/mo
- 12 mi
- AWD
- Automatic
- Plug-In Hybrid
- SUV
Mercedes-Benz of Chicago · Chicago, IL
2027 Mercedes-Benz E-Class AMG ® E 53 Hybrid Sedan
$107,603est. $1,853/mo
- 10 mi
- AWD
- Automatic
- Plug-In Hybrid
- Car
Mercedes-Benz of Chicago · Chicago, IL
Fair price
3 photos2027 Mercedes-Benz AMG GLE 53e AMG ® GLE 53e 4MATIC+ ® SUV
$110,313est. $1,899/mo
- 15 mi
- AWD
- Automatic
- Plug-In Hybrid
- SUV
Mercedes-Benz of Chicago · Chicago, IL
New listingStock photo
1 photos2027 Mercedes-Benz AMG GLE 53e AMG ® GLE 53e 4MATIC+ ® Coupe
$113,563est. $1,955/mo
- 5 mi
- AWD
- Automatic
- Plug-In Hybrid
- SUV
Mercedes-Benz of Chicago · Chicago, IL
New listingStock photo
12 photos2027 Mercedes-Benz AMG GLE 53e AMG ® GLE 53e 4MATIC+ ® SUV
$113,718est. $1,958/mo
- 100 mi
- AWD
- Automatic
- Plug-In Hybrid
- SUV
Mercedes-Benz of Chicago · Chicago, IL
2027 Mercedes-Benz GLS 450 4MATIC ® SUV
$114,403est. $1,970/mo
- 7 mi
- AWD
- Automatic
- Gasoline
- SUV
Mercedes-Benz of Chicago · Chicago, IL
Fair price
27 photos2027 Mercedes-Benz E-Class AMG ® E 53 Hybrid Sedan
$116,353est. $2,003/mo
- 11 mi
- AWD
- Automatic
- Plug-In Hybrid
- Car
Mercedes-Benz of Chicago · Chicago, IL
New listingStock photo
1 photos2027 Mercedes-Benz GLS 450 4MATIC ® SUV
$116,418est. $2,005/mo
- 7 mi
- AWD
- Automatic
- Gasoline
- SUV
Mercedes-Benz of Chicago · Chicago, IL
New listingStock photo
12 photos2027 Mercedes-Benz AMG GLE 53e AMG ® GLE 53e 4MATIC+ ® SUV
$124,008est. $2,135/mo
- 16 mi
- AWD
- Automatic
- Plug-In Hybrid
- SUV
Mercedes-Benz of Chicago · Chicago, IL
Stock photo
1 photos2027 Land Rover Range Rover Sport Battersea Edition Range Rover Sport Battersea Edition
$125,262est. $2,157/mo
- 6 mi
- AWD
- Automatic
- Plug-In Hybrid
- SUV
Land Rover Chicago · Chicago, IL
2027 Land Rover Range Rover SE
$130,917est. $2,254/mo
- 6 mi
- AWD
- Automatic
- Gasoline
- SUV
Land Rover Chicago · Chicago, IL
New listingStock photo
1 photos2027 Land Rover Range Rover SE LWB7 P400 Range Rover SE LWB7 P400
$131,822est. $2,270/mo
- 5 mi
- AWD
- Automatic
- Gasoline
- SUV
Land Rover Chicago · Chicago, IL
2027 Mercedes-Benz S-Class S 580 4MATIC ® Sedan
$139,128est. $2,396/mo
- 18 mi
- AWD
- Automatic
- Gasoline
- Car
Mercedes-Benz of Chicago · Chicago, IL
2027 Porsche Cayenne S
$147,782est. $2,545/mo
- 12 mi
- AWD
- 8-Speed Automatic
- Gasoline
- SUV
Porsche Downtown Chicago · Chicago, IL
Fair priceNew listing
7 photos2027 Land Rover Range Rover SE SWB P550e Phev Range Rover SE SWB P550e Phev
$148,682est. $2,560/mo
- 6 mi
- AWD
- Automatic
- Plug-In Hybrid
- SUV
Land Rover Chicago · Chicago, IL
2027 Porsche Cayenne GTS
$169,882est. $2,925/mo
- 11 mi
- AWD
- 8-Speed Automatic
- Gasoline
- SUV
Porsche Downtown Chicago · Chicago, IL
New listingStock photo
1 photos2027 Land Rover Range Rover ATB SWB P530 Range Rover ATB SWB P530
$189,452est. $3,262/mo
- 6 mi
- AWD
- Automatic
- Gasoline
- SUV
Land Rover Chicago · Chicago, IL
Good dealNew listing
26 photos2027 Mercedes-Benz AMG GT AMG ® GT 63 PRO Coupe
$216,948est. $3,735/mo
- 7 mi
- AWD
- Automatic
- Gasoline
- Coupe
Mercedes-Benz of Chicago · Chicago, IL
Price drop −$1,100
19 photosCARFAX2026 Chevrolet Trax LT
$20,499$21,599est. $353/mo
- 3,210 mi
- FWD
- Automatic
- Gasoline
- SUV
Golden Motors Sale · Chicago, IL
Price drop −$1,000
19 photosCARFAX2026 Chevrolet Trax LT
$20,499$21,499est. $353/mo
- 6,970 mi
- FWD
- Automatic
- Gasoline
- SUV
Golden Motors Sale · Chicago, IL
New listingStock photo
11 photosCARFAX2026 Buick Encore GX Preferred
$20,900est. $360/mo
- 16,910 mi
- FWD
- Automatic
- Gasoline
- SUV
Dial Chevrolet · Chicago, IL
Good deal
18 photosCARFAX2026 Hyundai Elantra Hybrid Blue
$20,999est. $362/mo
- 2,760 mi
- FWD
- Automatic
- Hybrid
- Car
Golden Motors Sale · Chicago, IL
Price drop −$579
28 photosCARFAX2026 Chevrolet Trax LS
$21,798$22,377est. $375/mo
- 15,182 mi
- FWD
- 6-Speed Automatic
- Gasoline
- SUV
Metro Ford Chicago · Chicago, IL
Fair priceNew listing
30 photosCARFAX
2026 Hyundai Elantra SEL Sport
$22,327est. $384/mo
- 17,680 mi
- Automatic
- Gasoline
- Car
Midway Dodge · Chicago, IL
Fair pricePrice drop −$616
37 photosCARFAX2026 Toyota Corolla LE
$22,493$23,109est. $387/mo
- 47,801 mi
- FWD
- CVT
- Gasoline
- Car
Toyota on Western · Chicago, IL
Great deal
26 photosCARFAX2026 Honda Civic Sport Touring Hybrid
$22,900est. $394/mo
- 9,218 mi
- FWD
- Automatic
- Hybrid
- Car
Quick Sales Corporation · Chicago, IL
Fair priceNew listing
20 photosCARFAX2026 Toyota Corolla LE
$22,999est. $396/mo
- 8,186 mi
- FWD
- Automatic
- Gasoline
- Car
Golden Motors Sale · Chicago, IL
Frequently asked questions
- How many used cars are for sale in Chicago, IL?
- AutosXchange currently lists 4,243 vehicles in Chicago, IL from 50 dealerships.
- What is the average price of a used car in Chicago, IL?
- The median dealer-advertised price is $21,903, ranging from $1,200 to $700,368.
- Are there used cars under $20,000 in Chicago, IL?
- Yes. 1,660 of the 4,243 vehicles listed in Chicago, IL are priced under $20,000.
- What are the most common makes for sale in Chicago, IL?
- The most-listed makes are Ford (700), Chevrolet (613), Toyota (459).
Dealer listings are supplied by each dealership from its own website and refreshed as inventory changes; prices are dealer-advertised asking prices, so confirm availability, fees and final price with the selling dealer. Listings marked "Private seller" are submitted by the car's owner and reviewed by AutosXchange; AutosXchange does not inspect private-party vehicles.