Used 2021 Jeep Gladiator for Sale nearChicago, IL
Shop with transparent pricing.
Only show listings that include dealer fees- 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:
- 34,389
- Stock #:
- V3641A
- VIN:
- 1C6HJTAGXNL173308
Sponsored by Huntley Ford
2022 Jeep Gladiator
Willys Crew Cab 4WD
34,389 mi
$30,406
- 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:
- 66,812
- Stock #:
- LR10334A
- VIN:
- 1C6HJTFG5NL160328
Sponsored Listing
2022 Jeep Gladiator
Overland Crew Cab 4WD
66,812 mi
$30,268
- 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:
- 8-Speed Automatic
- Mileage:
- 96,043
- Stock #:
- Z2939A
- VIN:
- 1C6HJTFG3ML586971
Sponsored Listing
2021 Jeep Gladiator
Overland Crew Cab 4WD
96,043 mi
$23,520
- 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:
- Gray (Granite Crystal Metallic Clearcoat)
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Global Black/Steel Gray
- Transmission:
- 8-Speed Automatic
- Mileage:
- 33,496
- Stock #:
- PM21443A
- VIN:
- 1C6HJTAG9NL153034
2022 Jeep Gladiator
Sport Crew Cab 4WD
33,496 mi
$29,408
- Year:
- 2021
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 260 hp 3L V6 Diesel
- Exterior color:
- Bright White Clearcoat
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Diesel
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 70,811
- Stock #:
- BP3808
- VIN:
- 1C6JJTBM0ML600760
2021 Jeep Gladiator
Rubicon Crew Cab 4WD
70,811 mi
$36,353
- 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:
- Firecracker Red Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 20,695
- Stock #:
- P1869
- VIN:
- 1C6HJTAG4ML548866
-$1,447
2021 Jeep Gladiator
Willys Crew Cab 4WD
20,695 mi
$30,880
$29,693
- 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
$29,803
- 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:
- 69,066
- Stock #:
- CK583
- VIN:
- 1C6HJTFGXLL174156
2020 Jeep Gladiator
Overland Crew Cab 4WD
69,066 mi
$25,961
- 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
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 27,423
- Stock #:
- NL178264
- VIN:
- 1C6HJTAG8NL178264
-$910
2022 Jeep Gladiator
Willys Crew Cab 4WD
27,423 mi
$33,257
$32,347
- 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:
- Sarge Green Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 59,295
- Stock #:
- P10216
- VIN:
- 1C6HJTAG8NL135835
2022 Jeep Gladiator
Sport Crew Cab 4WD
59,295 mi
$28,158
- Year:
- 2022
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 260 hp 3L V6 Diesel
- Exterior color:
- Black Clearcoat
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Diesel
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 47,501
- Stock #:
- P1497
- VIN:
- 1C6JJTAM3NL118271
2022 Jeep Gladiator
Sport Crew Cab 4WD
47,501 mi
$29,408
- 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:
- Global Black/Steel Gray
- Transmission:
- 8-Speed Automatic
- Mileage:
- 32,370
- Stock #:
- 118908
- VIN:
- 1C6JJTBG5LL118908
2020 Jeep Gladiator
Rubicon Crew Cab 4WD
32,370 mi
$33,154
- 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:
- 63,970
- Stock #:
- V9840A
- VIN:
- 1C6HJTAG2LL142177
2020 Jeep Gladiator
Sport Crew Cab 4WD
63,970 mi
$25,998
CarGurus Analysis:
2021 Jeep Gladiator
With 411 currently listed for sale near Chicago, IL and an average price of $32,330.00, 28.2% 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.
94.9% of 2021 Gladiator models on CarGurus are accident free.
The 2021 Jeep Gladiator introduced a new turbo-diesel engine option, enhancing its off-road capabilities and fuel efficiency.
- 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
-$691
2020 Jeep Gladiator
Sport Crew Cab 4WD
77,931 mi
$24,750
$24,059
- Year:
- 2022
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 260 hp 3L V6 Diesel
- Exterior color:
- Snazzberry Pearlcoat
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Diesel
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 18,782
- Stock #:
- P3781
- VIN:
- 1C6JJTAM4NL108798
2022 Jeep Gladiator
Sport S Crew Cab 4WD
18,782 mi
$37,202
- 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:
- 88,706
- Stock #:
- P3930
- VIN:
- 1C6JJTBG7LL199054
2020 Jeep Gladiator
Rubicon Crew Cab 4WD
88,706 mi
$29,782
- 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:
- Hydro Blue Pearlcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 42,759
- Stock #:
- GAM6542
- VIN:
- 1C6HJTFG2LL157304
2020 Jeep Gladiator
Overland Crew Cab 4WD
42,759 mi
$30,576
- 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:
- Gray
- Transmission:
- 8-Speed Automatic
- Mileage:
- 83,199
- Stock #:
- 100550
- VIN:
- 1C6JJTEG5ML550704
2021 Jeep Gladiator
Mojave Crew Cab 4WD
83,199 mi
$31,022
- 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:
- Sting-Gray Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 94,694
- Stock #:
- 34-1501P
- VIN:
- 1C6JJTBG7LL196493
-$545
2020 Jeep Gladiator
Rubicon Crew Cab 4WD
94,694 mi
$27,278
$26,733
- 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
$27,258
- 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:
- 63,275
- Stock #:
- 112268B
- VIN:
- 1C6JJTBG9LL112268
2020 Jeep Gladiator
Rubicon Crew Cab 4WD
63,275 mi
$31,530
- 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:
- 41,453
- Stock #:
- M26231A
- VIN:
- 1C6HJTAG2ML537137
2021 Jeep Gladiator
Willys Crew Cab 4WD
41,453 mi
$29,844
- 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:
- 37,097
- Stock #:
- 91F07017
- VIN:
- 1C6JJTBG2NL163713
-$1,222
Sponsored Listing
2022 Jeep Gladiator
Rubicon Crew Cab 4WD
37,097 mi
$36,989
$35,767
CarGurus Analysis: 2021 Jeep Gladiator
overall
Summary
With 411 currently listed for sale near Chicago, IL and an average price of $32,330.00, 28.2% 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.
94.9% of 2021 Gladiator models on CarGurus are accident free.
The 2021 Jeep Gladiator introduced a new turbo-diesel engine option, enhancing its off-road capabilities and fuel efficiency.
Why it stands out
The 2021 Jeep Gladiator is a unique entry in the midsize pickup truck segment, combining the ruggedness of a Jeep with the utility of a truck. Its standout feature is the new turbo-diesel engine option, which provides 260 horsepower and an impressive 442 pound-feet of torque, making it a strong performer both on and off the road. The Gladiator's design is based on the iconic Wrangler, offering a removable top and doors, which adds to its adventurous appeal. While it excels in off-road capability and personalization options, some buyers may find its fuel economy lacking and the ride quality less comfortable compared to competitors. Overall, the Gladiator is perfect for those who prioritize style, off-road prowess, and a distinctive driving experience.
Other model years to consider
- Average price: $27,528.00
- Good/great deal percentage: 24.7%
- User rating: 4.83 / 5
- Total listings: 279
- Average price: $34,645.00
- Good/great deal percentage: 31.6%
- User rating: 4.82 / 5
- Total listings: 297
- Average price: $31,863.00
- Good/great deal percentage: 30.8%
- User rating: 4.2 / 5
- Total listings: 402
This analysis is based on CarGurus' proprietary market data from August 4, 2026, CarGurus experts' opinions, and generative AI.
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 |
|---|---|
| Willys Sport Crew Cab 4WD | $36,745 |
| 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 trendsFAQs
How much does the 2021 Jeep Gladiator cost in Chicago, IL?
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