Used 2021 Jeep Gladiator for Sale nearMilwaukee, WI
Shop with transparent pricing.
Only show listings that include dealer fees- 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 by Ray Chevrolet
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:
- Black Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 52,550
- Stock #:
- NL132031
- VIN:
- 1C6HJTAG8NL132031
Sponsored Listing
2022 Jeep Gladiator
Willys Crew Cab 4WD
52,550 mi
$30,127
- 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:
- 92,434
- Stock #:
- 36109A
- VIN:
- 1C6HJTAGXNL117529
Sponsored Listing
2022 Jeep Gladiator
Willys Crew Cab 4WD
92,434 mi
$26,395
- 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:
- 146,516
- Stock #:
- 11158A
- VIN:
- 1C6JJTBG3LL167427
2020 Jeep Gladiator
Rubicon Crew Cab 4WD
146,516 mi
$22,460
- 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:
- 73,785
- Stock #:
- A114785SG
- VIN:
- 1C6HJTFG2NL156351
2022 Jeep Gladiator
Overland Crew Cab 4WD
73,785 mi
$25,746
- 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:
- Punkn Metallic Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 88,448
- Stock #:
- B955A
- VIN:
- 1C6HJTAGXLL152990
-$1,000
2020 Jeep Gladiator
Sport Crew Cab 4WD
88,448 mi
$23,389
$22,389
- 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
$28,929
- 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:
- 33,275
- Stock #:
- EP4039
- VIN:
- 1C6JJTEG7ML618856
2021 Jeep Gladiator
Mojave Crew Cab 4WD
33,275 mi
$33,777
- 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
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 37,946
- Stock #:
- 9865
- VIN:
- 1C6JJTAG7ML575058
2021 Jeep Gladiator
Sport S Crew Cab 4WD
37,946 mi
$30,814
- 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:
- Sting-Gray Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 20,572
- Stock #:
- P7796
- VIN:
- 1C6HJTAG7NL142890
2022 Jeep Gladiator
Willys Crew Cab 4WD
20,572 mi
$31,599
- 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:
- 48,998
- Stock #:
- P7061A
- VIN:
- 1C6JJTBG0NL168439
2022 Jeep Gladiator
Rubicon Crew Cab 4WD
48,998 mi
$33,305
- 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:
- 8-Speed Automatic
- Mileage:
- 51,642
- Stock #:
- 26161
- VIN:
- 1C6HJTAG1LL210257
2020 Jeep Gladiator
Sport Crew Cab 4WD
51,642 mi
$27,084
- 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:
- 76,602
- Stock #:
- 26DC0975B
- VIN:
- 1C6JJTAM4NL178916
2022 Jeep Gladiator
Willys Crew Cab 4WD
76,602 mi
$28,347
CarGurus Analysis:
2021 Jeep Gladiator
With 368 currently listed for sale near Milwaukee, WI and an average price of $34,956.00, 30.2% 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 and CarGurus experts gave it a 7.17 / 10.
100.0% 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:
- Gray (Granite Crystal Metallic Clearcoat)
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 46,920
- Stock #:
- P13524
- VIN:
- 1C6JJTBG5LL145347
2020 Jeep Gladiator
Rubicon Crew Cab 4WD
46,920 mi
$32,093
- 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
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown
- Transmission:
- 8-Speed Automatic
- Mileage:
- 68,245
- Stock #:
- I2601255
- VIN:
- 1C6JJTBG8NL118050
-$1,100
2022 Jeep Gladiator
Rubicon Crew Cab 4WD
68,245 mi
$30,765
$29,665
- 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:
- 46,565
- Stock #:
- VC26188
- VIN:
- 1C6HJTAG7LL142093
2020 Jeep Gladiator
Sport Crew Cab 4WD
46,565 mi
$27,144
- 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:
- 8-Speed Automatic
- Mileage:
- 45,241
- Stock #:
- C20311PC
- VIN:
- 1C6JJTBG2NL169379
2022 Jeep Gladiator
Rubicon Crew Cab 4WD
45,241 mi
$33,077
- 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:
- 25,728
- Stock #:
- 24424
- VIN:
- 1C6JJTBG6ML540560
2021 Jeep Gladiator
Rubicon Crew Cab 4WD
25,728 mi
$34,990
- 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:
- 76,519
- Stock #:
- T0226
- VIN:
- 1C6JJTBG5NL177914
2022 Jeep Gladiator
Rubicon Crew Cab 4WD
76,519 mi
$29,902
- 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
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 66,785
- Stock #:
- 138129
- VIN:
- 1C6HJTFG3LL138129
2020 Jeep Gladiator
Overland Crew Cab 4WD
66,785 mi
$29,210
- 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
$31,582
- 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:
- Automatic
- Mileage:
- 68,035
- Stock #:
- E17657A
- VIN:
- 1C6HJTFG8ML564237
2021 Jeep Gladiator
Overland Crew Cab 4WD
68,035 mi
$28,398
- 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:
- 108,979
- Stock #:
- P12897B
- VIN:
- 1C6JJTBG5LL184035
Sponsored Listing
2020 Jeep Gladiator
Rubicon Crew Cab 4WD
108,979 mi
$25,783
CarGurus Analysis: 2021 Jeep Gladiator
overall
Summary
With 368 currently listed for sale near Milwaukee, WI and an average price of $34,956.00, 30.2% 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 and CarGurus experts gave it a 7.17 / 10.
100.0% 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: $27,036.00
- Good/great deal percentage: 27.2%
- User rating: 4.83 / 5
- Total listings: 261
- Average price: $33,918.00
- Good/great deal percentage: 28.9%
- User rating: 4.82 / 5
- Total listings: 284
- Average price: $31,920.00
- Good/great deal percentage: 29.5%
- User rating: 4.2 / 5
- Total listings: 387
This analysis is based on CarGurus' proprietary market data from August 18, 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 Milwaukee, WI?
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What fuel types are available?
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