Used 2021 Jeep Gladiator for Sale nearChicago, IL
Shop with transparent pricing.
Only show listings that include dealer fees- 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


Sponsored by Elgin Auto Sales and Service Center
2021 Jeep Gladiator
Overland Crew Cab 4WD
34,935 mi
$30,852
- 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:
- 22,712
- Stock #:
- 50455A
- VIN:
- 1C6HJTAG9ML562732

Sponsored Listing
2021 Jeep Gladiator
Willys Crew Cab 4WD
22,712 mi
$30,378
- 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 (Granite Crystal Metallic Clearcoat)
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 38,979
- Stock #:
- M26465A
- VIN:
- 1C6JJTEG8ML610135

Sponsored Listing
2021 Jeep Gladiator
Mojave Crew Cab 4WD
38,979 mi
$34,915
- 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

2020 Jeep Gladiator
Sport Crew Cab 4WD
166,877 mi
$17,816
- 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:
- 85,799
- Stock #:
- R8221-1
- VIN:
- 1C6HJTAG5LL129617

2020 Jeep Gladiator
Sport Crew Cab 4WD
85,799 mi
$23,328
- 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 (Granite Crystal Metallic Clearcoat)
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 34,234
- Stock #:
- 262722A
- VIN:
- 1C6JJTEG8ML601029

2021 Jeep Gladiator
Mojave Crew Cab 4WD
34,234 mi
$36,500
- 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:
- 57,085
- Stock #:
- C9907A
- VIN:
- 1C6HJTAG8LL120104

2020 Jeep Gladiator
Sport Crew Cab 4WD
57,085 mi
$27,217
- 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

2021 Jeep Gladiator
Mojave Crew Cab 4WD
50,554 mi
$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

2020 Jeep Gladiator
Overland Crew Cab 4WD
46,323 mi
$29,019
- 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:
- 77,932
- Stock #:
- LL165277A
- VIN:
- 1C6HJTAG0LL165277

2020 Jeep Gladiator
Sport Crew Cab 4WD
77,932 mi
$25,247
- 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 Clear Coat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Manual
- Mileage:
- 40,596
- Stock #:
- ML546753
- VIN:
- 1C6JJTEG9ML546753

2021 Jeep Gladiator
Mojave Crew Cab 4WD
40,596 mi
$35,277
- 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:
- 39,388
- Stock #:
- P4556
- VIN:
- 1C6JJTBGXLL120315

2020 Jeep Gladiator
Rubicon Crew Cab 4WD
39,388 mi
$34,467
- 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

2021 Jeep Gladiator
Willys Crew Cab 4WD
59,588 mi
$28,874
CarGurus Analysis:
2021 Jeep Gladiator
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.
- 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 Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 66,648
- Stock #:
- J1249A
- VIN:
- 1C6HJTAG3LL131513

2020 Jeep Gladiator
Sport Crew Cab 4WD
66,648 mi
$26,829
- 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:
- 70,817
- Stock #:
- BP3808
- VIN:
- 1C6JJTBM0ML600760

2021 Jeep Gladiator
Rubicon Crew Cab 4WD
70,817 mi
$35,388
- 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

2021 Jeep Gladiator
Rubicon Crew Cab 4WD
41,610 mi
$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:
- Gray (Granite Crystal Metallic Clearcoat)
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 86,121
- Stock #:
- TRM1585A
- VIN:
- 1C6HJTAGXLL132884

2020 Jeep Gladiator
Sport Crew Cab 4WD
86,121 mi
$25,313
- 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:
- 83,111
- Stock #:
- H4688A
- VIN:
- 1C6HJTFG4NL145500

2022 Jeep Gladiator
Overland Crew Cab 4WD
83,111 mi
$27,586
- 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:
- Hydro Blue Pearlcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 59,290
- Stock #:
- P8535
- VIN:
- 1C6HJTAG4NL151577

2022 Jeep Gladiator
Willys Crew Cab 4WD
59,290 mi
$27,113
- 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 (Granite Crystal Metallic Clearcoat)
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Global Black/Steel Gray
- Transmission:
- 8-Speed Automatic
- Mileage:
- 22,205
- Stock #:
- PHR3156A
- VIN:
- 1C6HJTFG7ML615484

2021 Jeep Gladiator
High Altitude Crew Cab 4WD
22,205 mi
$34,312
- 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

2020 Jeep Gladiator
Overland Crew Cab 4WD
71,325 mi
$28,402
- 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
$29,338
- 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

Sponsored Listing
2020 Jeep Gladiator
Overland Crew Cab 4WD
71,325 mi
$28,402
CarGurus Analysis: 2021 Jeep Gladiator
overall

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
- Average price: $28,644.00
- Good/great deal percentage: 24.8%
- User rating: 4.83 / 5
- Total listings: 310
- Average price: $34,796.00
- Good/great deal percentage: 28.7%
- User rating: 4.82 / 5
- Total listings: 331
- 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.
*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.
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 |
*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.
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 trends2021 Jeep Gladiator Pricing Analysis: Chicago, IL Market Report
Pricing by Nearby Locations
Market Area: Chicago, IL
Key Insights
- Highest Prices in Palatine: The city of Palatine, IL has the highest average price at $33,342, likely due to higher demand or lower inventory.
- Lowest Prices in South Bend: South Bend, IN offers the lowest average price at $30,044, indicating a more price-sensitive market or higher inventory turnover.
- Inventory Distribution: Cities like Aurora (440 listings) and Kenosha (420 listings) have substantial inventory, suggesting stable pricing around the regional average.
City-Level Pricing
| City | Total Listings | Avg Price |
|---|---|---|
| Palatine, IL | 443 | $33,342 |
| Aurora, IL | 440 | $32,133 |
| Kenosha, WI | 420 | $32,887 |
| South Bend, IN | 400 | $30,044 |
| Rockford, IL | 388 | $30,877 |
| Milwaukee, WI | 384 | $34,123 |
| Janesville, WI | 385 | $30,593 |
| Holland, MI | 375 | $31,204 |
| Kalamazoo, MI | 378 | $30,637 |
| Lafayette, IN | 439 | $30,238 |
Pricing Analysis by Model Year
Key Insights
- New Model Premium: The 2026 Jeep Gladiator is priced at $44,624, which is approximately 13.4% above its MSRP, indicating strong demand for the latest model.
- Depreciation Trends: The 2022 model shows a significant drop in average price to $30,422, reflecting a depreciation of ~18.5% from its original MSRP.
- Best Value Year: The 2025 model is priced at $37,685, which is slightly below its MSRP, suggesting it may offer good value for buyers looking for a nearly new vehicle.
Model Year Pricing
| Model Year | Original MSRP | Avg Price | Price vs MSRP |
|---|---|---|---|
| 2026 Jeep Gladiator | $39,300 | $44,624 | +13.4% |
| 2025 Jeep Gladiator | $38,100 | $37,685 | -1.1% |
| 2024 Jeep Gladiator | $37,895 | $38,778 | +2.3% |
| 2023 Jeep Gladiator | $38,990 | $34,778 | -10.7% |
| 2022 Jeep Gladiator | $37,170 | $30,422 | -18.5% |
| 2020 Jeep Gladiator | $33,545 | $28,893 | -13.9% |
These recommendations are based on CarGurus' proprietary market data from August 27, 2026, CarGurus experts' opinions, and generative AI.
*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.
How much does the 2021 Jeep Gladiator cost?
| Metric | Value |
|---|---|
| Current Average Price | $31,665 |
| Year-Round Low | $30,671.91 |
| Year-Round High | $33,422.75 |
| Average Price a Year Ago | $33,330 |
| Change vs. Last Year | −4.99% |
Prices have softened 4.99% compared to this time last year, making it a favorable time to shop this model year.
There are 4,987 listings available, which suggests solid inventory for shoppers comparing options. If you find a listing below $30,671.91, that's toward the low end of the year-round range and worth acting on quickly.
Is the 2021 Jeep Gladiator a good car?
Yes — the 5/5 user rating and 7.17/10 expert rating point to a model that resonates strongly with owners and still earns a solid expert score. The standout strength is Look and feel at 9/10.
Owners consistently praise its ruggedness, off-road capability, and unique design, and many also like its powerful diesel performance and comfortable interior. The trade-offs are clear, though: fuel mileage is a common complaint, and some shoppers feel the price is high for what you get. That makes the Gladiator especially appealing if you want a midsize truck with personality, open-air appeal, and a manual transmission rather than a polished daily driver. With 29.3% of listings marked as good or great deals, there is some room to shop selectively.
Is the 2021 Jeep Gladiator reliable?
Owners rate it 5/5, a strong signal of long-term satisfaction.
Owner feedback points to a truck that feels rugged, dependable, and capable of going the distance, especially for buyers who value its off-road character and distinctive design. The diesel powertrain adds low-end strength, and the truck’s overall personality suggests a vehicle built for long-term use rather than short-term novelty. Jeep also includes free scheduled maintenance for the first three years or 36,000 miles of ownership, which helps reduce early ownership friction.
For used buyers, the main long-term risk is less about outright durability and more about whether the truck’s higher running costs and rougher manners fit your expectations.
What should I look for when buying a used 2021 Jeep Gladiator?
Accident-free inventory is solid at 83.4% — always verify the vehicle history report.
You should still check the history report carefully, because a clean title alone does not tell you how the truck was used or maintained. Prioritize a thorough inspection of the suspension, steering feel, cabin wear, and any signs of hard off-road use. You should also pay close attention to whether the equipment level matches what you want, since the Gladiator’s standard setup is sparse and many desirable features are optional.
Key things to evaluate:
- Trim level: The Sport starts with a manual transmission, all-season tires, crank windows, the most basic top, and a 5-inch display, while higher trims add more comfort and convenience. The Overland brings a more upscale feel, and the High Altitude adds body-color detailing, black 20-inch wheels, and premium Nappa leather.
- Powertrain: A 3.6-liter gasoline V6 is standard, and a 3.0-liter turbo-diesel V6 is available for 2021 on most versions. The diesel delivers 260 horsepower and 442 pound-feet of torque, with stronger low-end pull and better fuel economy than the gas engine.
- Safety package: Standard equipment is limited to a reversing camera, while available driver assistance includes adaptive cruise control, forward collision warning, automatic emergency braking, blind-spot monitoring, rear cross-traffic alert, and automatic high beams.
- Infotainment: The base system uses a 5-inch display with Bluetooth, voice text reply for Android devices, and SiriusXM satellite radio. A 7-inch touchscreen with Apple CarPlay and Android Auto is standard starting with Sport S, and the 8.4-inch system adds navigation, connected services, remote engine start, and a WiFi hotspot.
- Fuel efficiency: The turbo-diesel returned 22.6 mpg in testing and is estimated at 24 mpg combined, while the standard V6 returned 20.3 mpg in a prior highway-heavy test.
Which 2021 Jeep Gladiator trim should I buy?
The 2021 Jeep Gladiator is offered in 5 trim levels: Sport, Sport S, Overland, Willys, and High Altitude.
Here's the short version:
- Sport: This is the entry point, and it makes the most sense if you want the lowest starting price and are comfortable with the most basic equipment. It includes the manual transmission, crank windows, and the 5-inch display, but you will want to budget for upgrades if you care about convenience or tech.
- Sport S: This is the best-value trim because it adds the 7-inch Uconnect 4 touchscreen with Apple CarPlay and Android Auto, which makes the truck feel much more modern without pushing you into luxury pricing.
- Overland: Choose this if you want a more polished cabin and are willing to pay for comfort and convenience. The test truck’s setup shows how far the Gladiator can be taken with options, including heated front seats, a heated steering wheel, leather upholstery, and the top-shelf infotainment system.
- Willys: This is the one to consider if you want a more trail-focused personality. It adds a blacked-out grille, limited-slip rear differential, rock rails, and 32-inch all-terrain tires.
- High Altitude: Pick this if you want the most upscale appearance and materials. It brings body-color detailing, black 20-inch wheels, and premium Nappa leather.
The safety package is limited on the base setup, so if driver assistance matters to you, look for a trim or option package that adds the available ADAS features.
Is now a good time to buy a used 2021 Jeep Gladiator?
This looks like a moderate, selective buyer’s market, so you can shop carefully without expecting deep discounts everywhere.
- Deal availability: 29.3% of listings are priced as good or great deals.
- Inventory: There are 4,987 listings available.
- Price trend: Prices have softened 4.99% compared with last year.
- Clean inventory: 83.4% of listings are accident-free.
If you find a listing below $30,671.91, that's toward the low end of the year-round range and worth acting on quickly.
What is the 2021 Jeep Gladiator's resale value?
The current average of $31,665 sits slightly below last year's $33,330.
That price movement suggests the market has eased, which can help you buy more selectively now. For future resale, the Gladiator’s distinctive appeal should help it hold attention among shoppers who want a Jeep pickup rather than a conventional midsize truck. At the same time, its higher ownership costs and niche personality mean resale strength will depend heavily on condition, mileage, and equipment.
Vehicles with strong owner satisfaction ratings, like this model year's 5/5, tend to retain buyer demand, which supports resale value over time.
Is the 2021 Jeep Gladiator safe?
It earns a four-star frontal-impact rating from NHTSA and a three-star rollover resistance rating.
It earns a 7/10 safety score from our experts.
The Gladiator’s standard safety equipment is limited to a reversing camera, so you should look closely at whether a used example has the available driver-assistance features you want. Those can include adaptive cruise control, forward collision warning, automatic emergency braking, blind-spot monitoring, rear cross-traffic alert, and automatic high beams. Blind-spot monitoring is especially worth having because the side mirrors are narrow.
Should I buy a 2021 Jeep Gladiator or consider a different year?
If you're weighing the 2021 against nearby model years, here's how to think about it:
Choose the 2021 if:
- 29.3% of listings are priced as good or great deals.
- Accident-free inventory is solid at 83.4% — always verify the vehicle history report.
- Price trend: Prices have softened 4.99% compared with last year.
- Owners rate it 5/5 — a strong satisfaction signal.
- The 2021 adds a turbo-diesel engine option, fresh special-edition models, and free scheduled maintenance.
Consider the 2020 if:
- At $28,431, the 2020 costs less than the current year's $31,665 average.
- It combines Jeep off-road character with midsize pickup usefulness.
The bottom line: If you want the most compelling mix of features, market softness, and owner satisfaction, the 2021 is the better target. If your priority is spending less up front and you can live with fewer features, the 2020 is the value-oriented alternative.
These recommendations are based on CarGurus' proprietary market data from August 28, 2026, CarGurus experts' opinions, and generative AI.
*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.
Relevant articles

The Best Small Pickup Trucks of 2026
Looking for a pickup that's easy on your budget and easy to park, yet still tough and practical? Our expert guide runs through the best small pickups you can buy.

The Best Cars for Camping in 2026
Of course just about any vehicle will work for camping, but one specifically outfitted for it will take you further than you even thought possible.

Best Truck Lease Deals in August 2026
Leasing a truck can be a great way to get into one of the latest models, with the best technology, at a more affordable monthly price. Here are the best deals we've found this month.