Used 2021 Jeep Gladiator for Sale nearChicago, IL

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Year:
2021
Make:
Jeep
Model:
Gladiator
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
285 hp 3.6L V6
Exterior color:
Gray
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Manual
Mileage:
34,935
Stock #:
P33262
VIN:
1C6HJTFG0ML609283
Gray 2021 Jeep Gladiator Pickup Truck Four-Wheel Drive Manual
Elgin Auto Sales and Service Center

Sponsored by Elgin Auto Sales and Service Center

2021 Jeep Gladiator

Overland Crew Cab 4WD

34,935 mi

Elgin, IL
33 mi away
Good Deal

$30,852

Year:
2020
Make:
Jeep
Model:
Gladiator
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
285 hp 3.6L V6
Exterior color:
Black Clearcoat
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
166,877
Stock #:
T17963A
VIN:
1C6HJTAG0LL122638
Black Clearcoat 2020 Jeep Gladiator Pickup Truck Four-Wheel Drive 8-Speed Automatic

 

2020 Jeep Gladiator

Sport Crew Cab 4WD

166,877 mi

Home delivery from Bunker Hill, IN
Price includes $176 shipping
Fair Deal

$17,816

Year:
2021
Make:
Jeep
Model:
Gladiator
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
285 hp 3.6L V6
Exterior color:
Red Clearcoat
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
50,554
Stock #:
T6693
VIN:
1C6JJTEG2ML579125
Red Clearcoat 2021 Jeep Gladiator Pickup Truck Four-Wheel Drive 8-Speed Automatic
New arrival

 

2021 Jeep Gladiator

Mojave Crew Cab 4WD

50,554 mi

Tinley Park, IL
22 mi away
Fair Deal
Manufacturer certified

$33,857

Year:
2020
Make:
Jeep
Model:
Gladiator
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
285 hp 3.6L V6
Exterior color:
Brown
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
46,323
Stock #:
218250
VIN:
1C6HJTFG4LL218250
Brown 2020 Jeep Gladiator Pickup Truck Four-Wheel Drive Automatic

 

2020 Jeep Gladiator

Overland Crew Cab 4WD

46,323 mi

Home delivery from Sugar Land, TX
Price includes $957 shipping
Good Deal

$29,019

Year:
2021
Make:
Jeep
Model:
Gladiator
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
285 hp 3.6L V6
Exterior color:
Gray
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
59,588
Stock #:
E12545
VIN:
1C6HJTAG6ML592822
Gray 2021 Jeep Gladiator Pickup Truck Four-Wheel Drive Automatic

 

2021 Jeep Gladiator

Willys Crew Cab 4WD

59,588 mi

Home delivery from Cincinnati, OH
Price includes $488 shipping
Fair Deal

$28,874

CarGurus Analysis:

2021 Jeep Gladiator

5.0

  • With 451 currently listed for sale near Chicago, IL and an average price of $32,125.00, 27.7% of 2021 Jeep Gladiators for sale on CarGurus are rated as good or great deals.

  • Favorably reviewed: Owners rated the 2021 Jeep Gladiator 5 / 5 stars and CarGurus experts gave it a 7.17 / 10.

  • 93.3% of 2021 Gladiator models on CarGurus are accident free.

Research summarized using AI

Year:
2021
Make:
Jeep
Model:
Gladiator
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
285 hp 3.6L V6
Exterior color:
Sting-Gray Clearcoat
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
41,610
Stock #:
P584479C
VIN:
1C6JJTBG1ML584479
Sting-Gray Clearcoat 2021 Jeep Gladiator Pickup Truck Four-Wheel Drive 8-Speed Automatic

 

2021 Jeep Gladiator

Rubicon Crew Cab 4WD

41,610 mi

Home delivery from Livingston, TX
Price includes $1,085 shipping
Fair Deal

$35,814

Year:
2020
Make:
Jeep
Model:
Gladiator
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
285 hp 3.6L V6
Exterior color:
Bright White Clearcoat
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
6-Speed Manual
Mileage:
71,325
Stock #:
J4963A
VIN:
1C6HJTFG5LL106640
Bright White Clearcoat 2020 Jeep Gladiator Pickup Truck Four-Wheel Drive 6-Speed Manual

 

2020 Jeep Gladiator

Overland Crew Cab 4WD

71,325 mi

Fox Lake, IL
46 mi away
Fair Deal
Manufacturer certified

$28,402

Year:
2020
Make:
Jeep
Model:
Gladiator
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
285 hp 3.6L V6
Exterior color:
Bright White Clearcoat
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
6-Speed Manual
Mileage:
71,325
Stock #:
J4963A
VIN:
1C6HJTFG5LL106640
Bright White Clearcoat 2020 Jeep Gladiator Pickup Truck Four-Wheel Drive 6-Speed Manual

Sponsored Listing

2020 Jeep Gladiator

Overland Crew Cab 4WD

71,325 mi

Fox Lake, IL
46 mi away
Fair Deal
Manufacturer certified

$28,402

CarGurus Analysis: 2021 Jeep Gladiator

7.2
of 10
overall
Look and feel9/10
Technology7/10
Performance8/10
Safety7/10
Form & function7/10
Cost effectiveness5/10
Image Not Available

Summary

  • With 451 currently listed for sale near Chicago, IL and an average price of $32,125.00, 27.7% of 2021 Jeep Gladiators for sale on CarGurus are rated as good or great deals.

  • Favorably reviewed: Owners rated the 2021 Jeep Gladiator 5 / 5 stars and CarGurus experts gave it a 7.17 / 10.

  • 93.3% of 2021 Gladiator models on CarGurus are accident free.

Why it stands out

The 2021 Jeep Gladiator stands out because it blends pickup-truck utility with the Wrangler-based personality that makes it feel unlike other midsize trucks. Its removable top and doors, along with an extensive list of aftermarket accessories, give it a level of personalization and adventure appeal that is hard to match. Jeep also added a turbo-diesel engine option for the 2021 model year, and the truck could be had with available full-time four-wheel drive, fresh special-edition models, and free scheduled maintenance.

That character comes with tradeoffs, and the Gladiator does not hide them. The test-drive data points to poor fuel economy, poor ride quality, and poor handling, so buyers should expect a truck that prioritizes style and fun over refinement. Even so, it remains appealing for shoppers who want a midsize pickup that is stylish, offers a manual transmission, and is genuinely fun to drive.

Other model years to consider

  • 2020 Jeep Gladiator

    • Average price: $28,644.00
    • Good/great deal percentage: 24.8%
    • User rating: 4.83 / 5
    • Total listings: 310
  • 2023 Jeep Gladiator

    • Average price: $34,796.00
    • Good/great deal percentage: 28.7%
    • User rating: 4.82 / 5
    • Total listings: 331
  • 2022 Jeep Gladiator

    • Average price: $30,338.00
    • Good/great deal percentage: 29.9%
    • User rating: 4.2 / 5
    • Total listings: 458

This analysis is based on CarGurus' proprietary market data from August 25, 2026, CarGurus experts' opinions, and generative AI.

Read full review

*CarGurus meticulously monitors the prices of millions of pre-owned vehicle listings, offering users precise and up-to-date market insights. Historical pricing data excludes any additional dealer fees as of May 3, 2026.

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