Used cars/Jeep Grand/Chicago

Used Jeep Grand in Chicago

43 used Jeep Grand are for sale at 12 dealers within 40 miles of downtown Chicago. The median price is $29,327 at 48,835 mi.

43For sale
$29,327Median price
48,835 miMedian mileage
42%Under market
12Dealers

Ranked among 36 used Jeep Grand

Best used Grand deals in Chicago

Search all deals

Great deal #1 of 1

$23,376 $2,979 under market (11.3%) 2020 Jeep Grand Cherokee Summit 70,422 mi · Used Market price $26,355 · Score 87/100 At Dick Wickstrom Chevrolet

Great deal #1 of 10

$28,913 $4,983 under market (14.7%) 2024 Jeep Grand Cherokee Altitude X 4x4 31,067 mi · Used · Red Market price $33,896 · Score 86/100 At Mike Haggerty Buick GMC

Great deal #1 of 5

$20,299 $5,248 under market (20.5%) 2022 Jeep Grand Cherokee WK Laredo E 64,964 mi · Used · Bright White Clea Market price $25,547 · Score 86/100 At Chevrolet of Merrillville

Good deal #3 of 8

$28,349 $1,587 under market (5.3%) 2023 Jeep Grand Cherokee L Altitude 43,007 mi · Used · Diamond Black Crystal Pearlcoat Market price $29,936 · Score 68/100 At Napleton's Schaumburg Buick GMC

Good deal #2 of 5

$25,900 $1,007 under market (3.7%) 2022 Jeep Grand Cherokee L Altitude 55,321 mi · Used · Baltic Gray Metallic Clearcoat Market price $26,907 · Score 63/100 At Schaumburg Kia

Good deal #3 of 7

$31,206 $1,688 under market (5.1%) 2025 Jeep Grand Cherokee Limited 34,952 mi · Used · Diamond Black Crystal Pearlcoat Market price $32,894 · Score 62/100 At Classic Kia

Deals against the market

About 11% under market

The best-ranked used Jeep Grand in Chicago this week is at Dick Wickstrom Chevrolet. 42% of the 36 ranked cars here are advertised under market.

How a used car is ranked

Market price comes from every used Jeep Grand 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 years with at least 3 cars for sale. Advertised price is the dealer's own figure, before tax, title and registration. 1 of the 43 are certified pre-owned.
Model year	For sale	Median price	Median mileage
2026 Jeep Grand	3	Too few to state	Too few to state
2025 Jeep Grand	7	Too few to state	Too few to state
2024 Jeep Grand	12	$28,913	51,652 mi
2023 Jeep Grand	9	$29,342	51,625 mi
2022 Jeep Grand	5	$25,900	64,964 mi

Dealers with the most used Grand

All Chicago dealers

Quick answers

How many used Jeep Grand are for sale in Chicago?

43 used Jeep Grand, model years 2015 to 2026, are advertised by 12 dealers within 40 miles of downtown Chicago, as of November 13, 2026. 1 are certified pre-owned.

What does a used Jeep Grand cost in Chicago?

The median advertised price for a used Jeep Grand in Chicago is $29,327, from 40 advertised prices ranging from $10,712 to $52,152. Median mileage is 48,835 mi. Prices are before tax, title and registration.

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

The best-ranked used Jeep Grand in Chicago this week is at Dick Wickstrom Chevrolet, about 11% under market for its age and mileage. 42% of the 36 ranked cars are advertised at least 3% under market.

Which Chicago dealers have the most used Jeep Grand?

Napleton's Schaumburg Buick GMC in Schaumburg (10), Chevrolet of Merrillville in Merrillville (2), Classic Kia in Waukegan (2).

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 November 11, 2026 and November 13, 2026.