Used Jeep Gladiator for Sale near Winthrop Harbor, IL
605 results
- Year:
- 2023
- 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:
- 28,147
- Stock #:
- 7105
- VIN:
- 1C6JJTEG2PL509144
Sponsored by Marengo Auto Group
2023 Jeep Gladiator
Mojave Crew Cab 4WD
28,147 mi
$39,996
- 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:
- Automatic
- Mileage:
- 52,238
- Stock #:
- 250533A
- VIN:
- 1C6HJTAGXLL200763
Sponsored Listing
2020 Jeep Gladiator
Sport S Crew Cab 4WD
52,238 mi
$24,995
- 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:
- 87,121
- Stock #:
- J3619A
- VIN:
- 1C6JJTBG2LL110393
Sponsored Listing
2020 Jeep Gladiator
Rubicon Crew Cab 4WD
87,121 mi
$27,649
- 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:
- 2023
- 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:
- 24,329
- Stock #:
- J12330B
- VIN:
- 1C6JJTEG9PL576940
2023 Jeep Gladiator
Mojave Crew Cab 4WD
24,329 mi
$39,382
- 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
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 58,329
- Stock #:
- PT0147A
- VIN:
- 1C6HJTAG0LL150584
2020 Jeep Gladiator
Sport Crew Cab 4WD
58,329 mi
$26,094
- 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
$28,485
$26,485
- Year:
- 2024
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Tuscadero Pearlcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 10,360
- Stock #:
- P1359
- VIN:
- 1C6JJTBG5RL130727
2024 Jeep Gladiator
Rubicon X Crew Cab 4WD
10,360 mi
$45,194
- 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:
- Bright White Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 87,121
- Stock #:
- J3619A
- VIN:
- 1C6JJTBG2LL110393
2020 Jeep Gladiator
Rubicon Crew Cab 4WD
87,121 mi
$27,649
- Year:
- 2025
- 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:
- 5,451
- Stock #:
- S20203A
- VIN:
- 1C6PJTAG8SL501512
2025 Jeep Gladiator
NightHawk Crew Cab 4WD
5,451 mi
$39,558
- Year:
- 2023
- 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:
- 35,680
- Stock #:
- V12059A
- VIN:
- 1C6HJTAG3PL547793
-$1,000
2023 Jeep Gladiator
Sport S Crew Cab 4WD
35,680 mi
$32,391
$31,391
- 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
$29,828
Recommended model year:
2021 Jeep Gladiator
Shop 2021 Jeep Gladiator »With 4,834 currently listed for sale and an average price of $32,040.00, 32.5% 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.
83.3% 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 while offering significantly improved fuel efficiency.
- Year:
- 2024
- 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
- Transmission:
- 8-Speed Automatic
- Mileage:
- 14,761
- Stock #:
- 6533
- VIN:
- 1C6HJTAG2RL124321
-$2,000
2024 Jeep Gladiator
Willys Crew Cab 4WD
14,761 mi
$39,626
$37,626
- 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
$29,370
- 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:
- 2025
- 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:
- 14,944
- Stock #:
- V55798XA
- VIN:
- 1C6PJTAG1SL504171
2025 Jeep Gladiator
NightHawk Crew Cab 4WD
14,944 mi
$38,159
- 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:
- 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:
- 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
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 33,098
- Stock #:
- EP4039
- VIN:
- 1C6JJTEG7ML618856
-$1,021
2021 Jeep Gladiator
Mojave Crew Cab 4WD
33,098 mi
$35,398
$34,377
- 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:
- 64,708
- Stock #:
- R0130
- VIN:
- 1C6HJTFG5ML601955
2021 Jeep Gladiator
Overland Crew Cab 4WD
64,708 mi
$28,655
- 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
Sponsored Listing
2022 Jeep Gladiator
Sport Crew Cab 4WD
33,496 mi
$31,853
FAQs
How much does the Jeep Gladiator cost in Winthrop Harbor, IL?
Is the Jeep Gladiator a good car?
How many Jeep Gladiator vehicles in Winthrop Harbor, IL have no reported accidents or damage?
Is the Jeep Gladiator safe?
What fuel types are available?
4.8 Overall rating
Customers say
The Jeep Gladiator impresses owners with its off-road capabilities, rugged design, and versatile performance. Many drivers enjoy its powerful feel and smooth ride, appreciating the blend of technology with a tough exterior. However, there are common criticisms regarding the interior space being smaller than expected, the price point relative to features, and concerns about fuel efficiency and comfort. Overall, it's celebrated as a unique vehicle that stands out, especially for those who value ruggedness and off-road performance.
AI generated from the text of customer reviews.
Filter by year
Filter by rating
What people say
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
Mindy P
Reviewed a 2025 Jeep Mojave Crew Cab 4WD on Jul 19, 2025
Big fan of the Mojave X features. Love the ride and the capabilities.
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!
Dominic K
Reviewed a 2023 Jeep Gladiator on Apr 10, 2026
Doors off, roof off. Wana hit any trail? Go for it. Take it to the beach? Go for it. Snowing hard? Not a worry. Expensive? Yes. Good on gas? No. Look back at the jeep when you leave it? Yes every time. Loved this gladiator. Name speaks for itself.
Jeep Gladiator Trims
| Trim type | MSRP |
|---|---|
| Mojave X Crew Cab 4WD | $60,690 |
| Rubicon X Crew Cab 4WD | $59,995 |
| Sahara Crew Cab 4WD | $47,595 |
| Sport Crew Cab 4WD | $39,300 |
| Willys '41 4dr Crew Cab 4WD | $47,840 |
| Mojave Crew Cab 4WD | $52,695 |
| Rubicon Crew Cab 4WD | $52,000 |
| Sport S Crew Cab 4WD | $42,495 |
Jeep Gladiator Price Trends
CarGurus tracks the prices of millions of used car listings every year. See how the average price of Jeep Gladiator prices has changed over time.
See more price trendsCarGurus recommends the 2021 Jeep Gladiator
Summary
With 4,834 currently listed for sale and an average price of $32,040.00, 32.5% 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.
83.3% 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 while offering significantly improved fuel efficiency.
Why it stands out
The 2021 Jeep Gladiator is celebrated for its exceptional off-road capabilities, rugged design, and the unique blend of functionality and style it offers. Now equipped with a turbo-diesel engine option, this midsize pickup truck not only maximizes power delivery but also enhances fuel economy, setting it apart from traditional gasoline-powered competitors. Its removable top and doors, along with a robust aftermarket support system, invite adventurous owners to personalize their Gladiator for exploration. The combination of its powerful performance, particularly with the diesel upgrade, and the practicality of a usable cargo bed makes it a standout choice for lifestyle buyers looking for a versatile truck.
Other model years to consider
- Average price: $29,126.00
- Good/great deal percentage: 32.0%
- User rating: 4.83 / 5
- Total listings: 3,318
- Average price: $35,378.00
- Good/great deal percentage: 33.7%
- User rating: 4.82 / 5
- Total listings: 3,604
- Average price: $39,398.00
- Good/great deal percentage: 33.8%
- User rating: 4.5 / 5
- Total listings: 2,829
These recommendations are based on CarGurus' proprietary market data from June 22, 2026, CarGurus experts' opinions, and generative AI.
Recent expert test drives
2025 Jeep Gladiator
- Expert review5/10
- MSRP$38,100-$61,100
- Avg. price$45,245
- User rating5
2024 Jeep Gladiator
- Expert review7/10
- MSRP$37,895-$62,995
- Avg. price$39,583
- User rating4.5
2020 Jeep Gladiator
- Expert review8/10
- MSRP$33,545-$54,845
- Avg. price$28,695
- User rating4.8286
Relevant articles
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.
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 Tailgating Vehicles of 2026
When people go to a football game, people tailgate. We’ve chosen nine vehicles that will make your parking-lot party even better.
