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Used cars/Jeep Grand Cherokee/Chicago

Used Jeep Grand Cherokee in Chicago

597 used Jeep Grand Cherokee are for sale at 169 dealers within 40 miles of downtown Chicago. The median price is $27,899 at 45,604 mi.

Ranked among 523 used Jeep Grand Cherokee

Best used Grand Cherokee deals in Chicago

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Deals against the market

About 19% under market

The best-ranked used Jeep Grand Cherokee in Chicago this week is at Napleton's Schaumburg Buick GMC. 35% of the 523 ranked cars here are advertised under market.

How a used car is ranked

Market price comes from every used Jeep Grand Cherokee in Chicago: what price does at each year of age and each mile, then adjusted for trim, color and certified status. The score adds mileage for the car's age and whether the listing has photos. How we rank.

Prices by model year

Model yearFor saleMedian priceMedian mileage
2026 Jeep Grand Cherokee 16 $43,258 5,239 mi
2025 Jeep Grand Cherokee 86 $33,154 22,505 mi
2024 Jeep Grand Cherokee 82 $31,028 30,765 mi
2023 Jeep Grand Cherokee 144 $28,799 36,381 mi
2022 Jeep Grand Cherokee 29 $27,804 49,223 mi
2021 Jeep Grand Cherokee 48 $23,104 71,035 mi
2020 Jeep Grand Cherokee 36 $21,407 77,953 mi
2019 Jeep Grand Cherokee 40 $19,972 85,628 mi
2018 Jeep Grand Cherokee 32 $17,344 85,368 mi
2017 Jeep Grand Cherokee 16 $13,495 112,747 mi
2016 Jeep Grand Cherokee 11 $15,373 101,896 mi
2015 Jeep Grand Cherokee 9 $12,705 107,596 mi
2014 Jeep Grand Cherokee 13 $11,950 127,857 mi
2013 Jeep Grand Cherokee 6 Too few to state Too few to state
2012 Jeep Grand Cherokee 14 $9,490 170,921 mi
2011 Jeep Grand Cherokee 13 $10,896 160,266 mi
Model years with at least 3 cars for sale. Advertised price is the dealer's own figure, before tax, title and registration. 14 of the 597 are certified pre-owned.

Dealers with the most used Grand Cherokee

All Chicago dealers

Quick answers

How many used Jeep Grand Cherokee are for sale in Chicago?

597 used Jeep Grand Cherokee, model years 2007 to 2026, are advertised by 169 dealers within 40 miles of downtown Chicago, as of November 13, 2026. 14 are certified pre-owned.

What does a used Jeep Grand Cherokee cost in Chicago?

The median advertised price for a used Jeep Grand Cherokee in Chicago is $27,899, from 561 advertised prices ranging from $4,813 to $89,373. Median mileage is 45,604 mi. Prices are before tax, title and registration.

Where is the best deal on a used Jeep Grand Cherokee in Chicago?

The best-ranked used Jeep Grand Cherokee in Chicago this week is at Napleton's Schaumburg Buick GMC, about 19% under market for its age and mileage. 35% of the 523 ranked cars are advertised at least 3% under market.

Which Chicago dealers have the most used Jeep Grand Cherokee?

Zeigler Chrysler Dodge Jeep Ram of Downers Grove in Downers Grove (106), James Chrysler Dodge Jeep Ram of Cedar Lake in Cedar Lake (21), Golf Mill Chevrolet in Niles (19).

Carfinity reads each dealer's public website. A car listed on more than one site is counted once. Dealer sites in this summary were last read between October 17, 2026 and November 13, 2026.

Looking at a new one?

1,021 new Jeep Grand Cherokee are for sale in Chicago.

New Grand Cherokee in Chicago

Used Grand Cherokee in other markets

Other used models in Chicago