Used 2021 Jeep Gladiator for Sale near Chicago, IL
426 results
- Year:
- 2022
- 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:
- 8-Speed Automatic
- Mileage:
- 38,891
- Stock #:
- 3501C
- VIN:
- 1C6HJTFG2NL107375
Sponsored by Al Piemonte Buick GMC
2022 Jeep Gladiator
Overland Crew Cab 4WD
38,891 mi
$28,913
- 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:
- Gator Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 77,931
- Stock #:
- LL165277A
- VIN:
- 1C6HJTAG0LL165277
Sponsored Listing
2020 Jeep Gladiator
Sport Crew Cab 4WD
77,931 mi
$25,059
- Year:
- 2022
- 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:
- 41,409
- Stock #:
- B11376
- VIN:
- 1C6HJTAG2NL109568
Sponsored Listing
2022 Jeep Gladiator
Willys Crew Cab 4WD
41,409 mi
$31,268
- 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:
- Gator Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 50,250
- Stock #:
- TFB13578A
- VIN:
- 1C6JJTBG3LL175544
2020 Jeep Gladiator
Rubicon Crew Cab 4WD
50,250 mi
$31,742
- 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:
- Snazzberry Pearlcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 81,477
- Stock #:
- D39458A
- VIN:
- 1C6HJTAGXML536348
-$1,500
2021 Jeep Gladiator
Sport Crew Cab 4WD
81,477 mi
$24,869
$23,369
- 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 Clear Coat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 49,926
- Stock #:
- 9534-TR-TR
- VIN:
- 1C6HJTAG8ML542780
-$2,000
2021 Jeep Gladiator
Willys Crew Cab 4WD
49,926 mi
$28,353
$26,353
- 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:
- Sarge Green Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 64,318
- Stock #:
- PH1874
- VIN:
- 1C6JJTEGXML621590
2021 Jeep Gladiator
Mojave Crew Cab 4WD
64,318 mi
$30,478
- 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:
- Black Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 68,889
- Stock #:
- NT26432A
- VIN:
- 1C6HJTFG3ML504110
2021 Jeep Gladiator
Overland Crew Cab 4WD
68,889 mi
$27,298
- 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:
- Billet Silver Metallic Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 80,975
- Stock #:
- 28170A
- VIN:
- 1C6JJTEG6ML534026
2021 Jeep Gladiator
Mojave Crew Cab 4WD
80,975 mi
$26,390
- 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:
- White
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 53,426
- Stock #:
- 29121367T
- VIN:
- 1C6HJTFG0LL121367
2020 Jeep Gladiator
Overland Crew Cab 4WD
53,426 mi
$30,234
- 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:
- Black
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 39,023
- Stock #:
- P3924B
- VIN:
- 1C6JJTEG3ML543265
2021 Jeep Gladiator
Mojave Crew Cab 4WD
39,023 mi
$33,096
- 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:
- Red
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Transmission:
- 8-Speed Automatic
- Mileage:
- 65,981
- Stock #:
- 274568MAX
- VIN:
- 1C6JJTBG5LL104054
-$730
2020 Jeep Gladiator
Rubicon Crew Cab 4WD
65,981 mi
$30,981
$30,250
- 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:
- 60,109
- Stock #:
- GD26001A
- VIN:
- 1C6HJTFGXLL181060
2020 Jeep Gladiator
Overland Crew Cab 4WD
60,109 mi
$27,958
CarGurus Analysis:
2021 Jeep Gladiator
With 435 currently listed for sale near Chicago, IL and an average price of $30,978.00, 24.8% 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.
97.9% of 2021 Gladiator models on CarGurus are accident free.
The 2021 Jeep Gladiator introduces a new turbo-diesel engine option, offering improved fuel economy and enhanced towing capabilities alongside its already rugged and off-road-capable design.
- Year:
- 2022
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Brown (Limited Edition Gobi Clearcoat)
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 28,266
- Stock #:
- R8020
- VIN:
- 1C6HJTAG9NL173784
2022 Jeep Gladiator
Sport S Crew Cab 4WD
28,266 mi
$30,228
- Year:
- 2022
- 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:
- 8-Speed Automatic
- Mileage:
- 59,473
- Stock #:
- A135191
- VIN:
- 1C6JJTEG7NL135191
2022 Jeep Gladiator
Mojave Crew Cab 4WD
59,473 mi
$33,178
- Year:
- 2022
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Silver Zynith Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 42,162
- Stock #:
- NC3696
- VIN:
- 1C6JJTBG1NL163783
2022 Jeep Gladiator
Rubicon Crew Cab 4WD
42,162 mi
$33,390
- 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:
- Gator Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 77,931
- Stock #:
- LL165277A
- VIN:
- 1C6HJTAG0LL165277
2020 Jeep Gladiator
Sport Crew Cab 4WD
77,931 mi
$25,059
- 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:
- 38,042
- Stock #:
- K6021A
- VIN:
- 1C6HJTFG3ML509730
2021 Jeep Gladiator
Overland Crew Cab 4WD
38,042 mi
$30,268
- Year:
- 2022
- 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:
- 8-Speed Automatic
- Mileage:
- 38,891
- Stock #:
- 3501C
- VIN:
- 1C6HJTFG2NL107375
2022 Jeep Gladiator
Overland Crew Cab 4WD
38,891 mi
$28,913
- 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:
- Billet Silver Metallic Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 58,261
- Stock #:
- PI1294
- VIN:
- 1C6JJTAG0LL123709
2020 Jeep Gladiator
Sport Crew Cab 4WD
58,261 mi
$26,249
- 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:
- 8-Speed Automatic
- Mileage:
- 87,410
- Stock #:
- LL124097
- VIN:
- 1C6HJTAG2LL124097
2020 Jeep Gladiator
Sport S Crew Cab 4WD
87,410 mi
$24,912
- 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:
- 58,994
- Stock #:
- L264081B
- VIN:
- 1C6JJTBG6ML545063
2021 Jeep Gladiator
Rubicon Crew Cab 4WD
58,994 mi
$32,874
- 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:
- Bright White Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 52,351
- Stock #:
- LJ60049A
- VIN:
- 1C6HJTAG7ML560395
Sponsored Listing
2021 Jeep Gladiator
Willys Crew Cab 4WD
52,351 mi
$27,858
CarGurus Analysis: 2021 Jeep Gladiator
overall
Summary
With 435 currently listed for sale near Chicago, IL and an average price of $30,978.00, 24.8% 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.
97.9% of 2021 Gladiator models on CarGurus are accident free.
The 2021 Jeep Gladiator introduces a new turbo-diesel engine option, offering improved fuel economy and enhanced towing capabilities alongside its already rugged and off-road-capable design.
Why it stands out
The 2021 Jeep Gladiator is a unique blend of pickup utility and Jeep's iconic off-road prowess, making it a standout option in the midsize truck segment. With the introduction of the turbo-diesel engine, this model now offers a choice that enhances fuel efficiency while maintaining impressive torque and towing capacity. Owners praise its robust design, supportive interior, and the feel of adventure that comes with driving a Gladiator. Jeep has added special-edition models and free scheduled maintenance for the first three years, thus increasing its appeal for both lifestyle enthusiasts and truck buyers. While it excels in ruggedness and off-road ability, some may find its fuel economy and ride quality less than ideal for everyday use, factors to consider when evaluating whether the Gladiator fits your needs.
Other model years to consider
- Average price: $28,314.00
- Good/great deal percentage: 22.5%
- User rating: 4.83 / 5
- Total listings: 315
- Average price: $34,801.00
- Good/great deal percentage: 28.5%
- User rating: 4.82 / 5
- Total listings: 298
- Average price: $33,518.00
- Good/great deal percentage: 26.4%
- User rating: 4.2 / 5
- Total listings: 406
This analysis is based on CarGurus' proprietary market data from June 16, 2026, CarGurus experts' opinions, and generative AI.
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5.0 Overall rating
Filter by rating
Jeff M
Reviewed a 2021 Jeep Gladiator on May 18, 2026
Everything I wanted and more than I expected, even my wife likes it and she didn’t like them until I took her for a ride in it
Anonymous
Reviewed a 2021 Jeep Gladiator on Jul 7, 2025
Just what I wanted, rugged but tech savvy. Been out of the Jeep world for a bit glad to get behind the wheel of one again!
John G
Reviewed a 2021 Jeep Mojave Crew Cab 4WD on Dec 2, 2024
The vehicle and outfitting is excellent. I am extremely satisfied with the features. I think compared to other models, it has the best package for the price. I don’t believe it is missing anything I desired!
Johnny B
Reviewed a 2021 Jeep Sport S Crew Cab 4WD on May 24, 2026
It's what I wanted. Just enough technology, but still looks like its easy to work on
2021 Jeep Gladiator Trims
| Trim type | MSRP |
|---|---|
| Freedom Crew Cab 4WD | $40,705 |
| High Altitude Crew Cab 4WD | $52,210 |
| Sport S Crew Cab 4WD | $38,045 |
| Sport Crew Cab 4WD | $34,645 |
| Willys Crew Cab 4WD | $40,305 |
| Overland Crew Cab 4WD | $41,105 |
| Mojave Crew Cab 4WD | $44,925 |
| Rubicon Crew Cab 4WD | $44,925 |
2021 Jeep Gladiator Price Trends
CarGurus tracks the prices of millions of used car listings every year. See how the average price of 2021 Jeep Gladiator prices has changed over time.
See more price trends
