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Used Jeep for Sale in Chicago, IL

222 used Jeep vehicles listed by 33 dealerships in Chicago, IL, priced $1,500–$51,999.

222vehicles
33dealerships
$1,500–$51,999price range
$12,229median price
124,975median miles

222 vehicles · page 1 of 5

Frequently asked questions

How many used cars are for sale in Chicago, IL (Jeep)?
AutosXchange currently lists 222 vehicles in Chicago, IL (Jeep) from 33 dealerships.
What is the average price of a used car in Chicago, IL (Jeep)?
The median dealer-advertised price is $12,229, ranging from $1,500 to $51,999.
Are there used cars under $20,000 in Chicago, IL (Jeep)?
Yes. 133 of the 222 vehicles listed in Chicago, IL (Jeep) are priced under $20,000.
What are the most common makes for sale in Chicago, IL (Jeep)?
The most-listed makes are Jeep (222).

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.

AutosXchange Intel

Price activity in Chicago, IL

All vehicles tracked in Chicago, IL; data as of Nov 11, 4:35 PM PST.

7.6%of 4,181 listings had a price cut in 7 daysWhat this means: About 1 in 13 of the 4,181 listings in Chicago, IL tracked had a price cut in the last 7 days.
$1,303average price cut, 7 daysWhat this means: When a price was cut here, the cut averaged $1,303.
238new listings, 7 days
190removed from sale, 7 daysWhat this means: 48 more cars were listed than removed in the last 7 days, so there are more to choose from than a week ago.

Price-cut rate (7 days): Chicago, IL 7.6% · Illinois 7.2% · the East North Central states 8.2% · the Midwest 7.8% · United States 8.6%.

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AutosXchange Intel

Who removed and who added cars in Chicago, IL

Last 7 days, from listing tracking of every dealer. Removed = not advertised anywhere since (not always a sale); cars moved to another dealer and bulk feed changes are not counted.

Removed the most

  1. Mercedes-Benz of Chicago — 44 removed (2026 Mercedes-Benz C-Class ×5…)
  2. Chicago Northside Toyota — 29 removed (2026 Toyota RAV4 ×5…)
  3. Chicago Motors Inc. — 23 removed (2020 Ford Explorer ×3…)
  4. Toyota on Western — 21 removed (2025 Toyota RAV4 ×2…)
  5. Dial Chevrolet — 16 removed (2026 Chevrolet Trax ×3…)
  6. Land Rover Chicago — 16 removed (2020 Volvo XC60…)
  7. Porsche Downtown Chicago — 15 removed (2026 Porsche Cayenne ×3…)
  8. Baraka Auto — 11 removed (2020 Kia Forte…)
  9. Howard Orloff Imports — 11 removed (2024 Volvo XC40…)
  10. Regional Auto Group — 6 removed (2018 Ram 2500…)

All 219 cars removed in Chicago, IL, last 7 days →

Added the most

  1. Mercedes-Benz of Chicago — 43 added (2026 Mercedes-Benz C-Class ×6…)
  2. Land Rover Chicago — 29 added (2026 Land Rover Range Rover Velar Belgravia Edition ×4…)
  3. Howard Orloff Imports — 13 added (2026 Jaguar F-PACE…)
  4. Regional Auto Group — 5 added (2017 Chevrolet Silverado 3500HD ×2…)
  5. Toyota on Western — 4 added (TOYOTA RAV4 Prime (PHEV)…)
  6. West Oak — 4 added (2021 Chevrolet Silverado 1500…)
  7. Windy City Motors — 4 added (2012 Jeep Grand Cherokee…)
  8. Windy City Motors ( 2nd lot ) — 4 added (2012 Jeep Grand Cherokee…)
  9. Legend Auto Group — 3 added (2018 Jeep Grand Cherokee…)
  10. Metro Ford Chicago — 3 added (2026 Ford Bronco Sport ×3…)

All 122 cars added in Chicago, IL, last 7 days →

Dealer activity in Chicago, IL · Heatmap