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Used Jeep Gladiator for Sale near Pleasant Prairie, WI

549 results
Pleasant Prairie, WI
2021 Jeep Gladiator Rubicon Crew Cab 4WD Conway Imports

2021 Jeep Gladiator

Rubicon Crew Cab 4WD

120,838 miles

$25,495

Fair Deal
Streamwood, IL
39 mi away
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:
8-Speed Automatic
Mileage:
120,838
Stock number:
12074
VIN:
1C6JJTBG1ML567231

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2023 Jeep Gladiator Rubicon Crew Cab 4WD

2023 Jeep Gladiator

Rubicon Crew Cab 4WD

77,671 miles

$28,654

Good Deal
Bristol, WI
4 mi away
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:
Sting-Gray Clearcoat
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
77,671
Stock number:
CP534951
VIN:
1C6JJTBG7PL534951

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2020 Jeep Gladiator Rubicon Crew Cab 4WD

2020 Jeep Gladiator

Rubicon Crew Cab 4WD

30,747 miles

$33,195

Fair Deal
Arlington Heights, IL
28 mi away
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:
30,747
Stock number:
PM7873
VIN:
1C6JJTBG9LL198424

Sponsored

2021 Jeep Gladiator Rubicon Crew Cab 4WD

2021 Jeep Gladiator

Rubicon Crew Cab 4WD

73,021 miles

$27,990

Good Deal
Mt Pleasant, WI
14 mi away
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:
8-Speed Automatic
Mileage:
73,021
Stock number:
ML615530
VIN:
1C6JJTBG0ML615530

2022 Jeep Gladiator Mojave Crew Cab 4WD

2022 Jeep Gladiator

Mojave Crew Cab 4WD

47,004 miles

$33,790

Good Deal
Burlington, WI
22 mi away
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:
47,004
Stock number:
260280B
VIN:
1C6JJTEG2NL137642

2020 Jeep Gladiator Overland Crew Cab 4WD

2020 Jeep Gladiator

Overland Crew Cab 4WD

72,186 miles

$28,000

Fair Deal
Kenosha, WI
5 mi away
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:
Brown (Tan)
Transmission:
8-Speed Automatic
Mileage:
72,186
Stock number:
9344
VIN:
1C6HJTFG3LL100349

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2021 Jeep Gladiator

Overland Crew Cab 4WD

53,752 miles

$28,006

Good Deal
Brookfield, WI
41 mi away
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:
53,752
Stock number:
PSW1085
VIN:
1C6HJTFG7ML621270

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2021 Jeep Gladiator

Mojave Crew Cab 4WD

64,723 miles

$28,199

Great Deal
Forest Park, IL
46 mi away
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:
64,723
Stock number:
X6001
VIN:
1C6JJTEG6ML583632

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2021 Jeep Gladiator

Overland Crew Cab 4WD

53,909 miles

$26,995

Good Deal
Gurnee, IL
11 mi away
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:
53,909
Stock number:
GH3425A
VIN:
1C6HJTFG7ML501484

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2023 Jeep Gladiator

Sport S Crew Cab 4WD

67,217 miles

$23,770

Good Deal
Kenosha, WI
4 mi away
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:
67,217
Stock number:
KN2445P
VIN:
1C6HJTAG1PL522701

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2022 Jeep Gladiator

Rubicon Crew Cab 4WD

14,036 miles

$33,950

Great Deal
Westmont, IL
50 mi away
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:
14,036
Stock number:
PJ12615
VIN:
1C6JJTBG5NL183244

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2021 Jeep Gladiator

Mojave Crew Cab 4WD

56,767 miles

$33,999

Fair Deal
Crystal Lake, IL
30 mi away
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:
Blue
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
56,767
Stock number:
P9216
VIN:
1C6JJTEG6ML524791

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2020 Jeep Gladiator

Sport Crew Cab 4WD

81,203 miles

$21,099

Great Deal
Lincolnwood, IL
36 mi away
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:
81,203
Stock number:
P4637B
VIN:
1C6HJTAG5LL131433

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2022 Jeep Gladiator

Rubicon Crew Cab 4WD

44,015 miles

$31,307

Good Deal
Libertyville, IL
18 mi away
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:
44,015
Stock number:
SB2464
VIN:
1C6JJTBG9NL118185

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2023 Jeep Gladiator

Sport Crew Cab 4WD

28,501 miles

$30,997

Fair Deal
Store transfer to Kenosha, WI
794 mi away • Price includes $999 shipping Price includes $999 shipping
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
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
28,501
Stock number:
28316073
VIN:
1C6HJTAG8PL558580

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2021 Jeep Gladiator

Sport Crew Cab 4WD

69,327 miles

$23,999

Great Deal
Glendale Heights, IL
43 mi away
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:
Gray (Granite Crystal Metallic Clearcoat)
Combined gas mileage:
25 MPG
Fuel type:
Diesel
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
69,327
Stock number:
D60408A
VIN:
1C6JJTAM0ML600145

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2020 Jeep Gladiator

Rubicon Crew Cab 4WD

108,979 miles

$26,294

Fair Deal
Mount Pleasant, WI
13 mi away
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 number:
P12897B
VIN:
1C6JJTBG5LL184035

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2023 Jeep Gladiator

Sport S Crew Cab 4WD

14,900 miles

$36,997

Good Deal
Store transfer to Kenosha, WI
1,704 mi away • Price includes $1,999 shipping Price includes $1,999 shipping
Year:
2023
Make:
Jeep
Model:
Gladiator
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
260 hp 3L V6 Diesel
Exterior color:
White
Combined gas mileage:
25 MPG
Fuel type:
Diesel
Interior color:
Brown (TAN)
Transmission:
Automatic
Mileage:
14,900
Stock number:
28345894
VIN:
1C6JJTAM9PL593619

Preparing for a close up...

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2022 Jeep Gladiator

High Altitude Crew Cab 4WD

10,911 miles

$35,992

Fair Deal
Crystal Lake, IL
28 mi away
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:
10,911
Stock number:
P1294
VIN:
1C6HJTFG6NL128679

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  1. Home
  2. / Used Cars
  3. / Jeep Gladiator
  4. / Wisconsin
  5. / Pleasant Prairie
Overview
Reviews
FAQs

CarGurus recommends the 2021 Jeep Gladiator

Picture of Jeep Gladiator ## Summary - With 4,767 currently listed for sale and an **average price of $30,961.00**, 32.3% of 2021 Jeep Gladiators for sale on CarGurus are rated as good or great deals. - **Favorably reviewed:** Owners rated the 2021 Jeep Gladiator 4.8 / 5 stars. - **83.5% of 2021 Jeep Gladiator models on CarGurus are accident free**. - The 2021 Jeep Gladiator impresses with its rugged design, off-road capabilities, and has introduced a turbo-diesel engine option that significantly enhances performance and fuel efficiency. ## Why it stands out The 2021 Jeep Gladiator stands out in the midsize pickup truck segment due to its unique blend of rugged off-road capability and practicality. Enhanced by the addition of a turbo-diesel engine option, it offers impressive torque and better fuel economy compared to traditional gasoline engines. The Gladiator’s distinctive design, inspired by the iconic Wrangler, is complemented by features like a removable top and doors, making it perfect for outdoor enthusiasts. With a focus on adventure, it caters to buyers looking for a bold, versatile vehicle that can handle both work and play, while still providing comfort and technology such as an advanced infotainment system. ## Other model years to consider - **[2020 Jeep Gladiator](https://www.cargurus.com/Cars/l-Used-2020-Jeep-Gladiator-c28934)** - Average price: $28,451.00 - Good/great deal percentage: 32.9% - User rating: 4.72 / 5 - Total listings: 3,300 - **[2023 Jeep Gladiator](https://www.cargurus.com/Cars/l-Used-2023-Jeep-Gladiator-c32473)** - Average price: $33,775.00 - Good/great deal percentage: 31.3% - User rating: 4.84 / 5 - Total listings: 3,475 - **[2024 Jeep Gladiator](https://www.cargurus.com/Cars/l-Used-2024-Jeep-Gladiator-c33172)** - Average price: $39,041.00 - Good/great deal percentage: 31.6% - User rating: N/A - Total listings: 2,503 These recommendations are based on CarGurus' proprietary market data from March 16, 2026, CarGurus experts' opinions, and generative AI.

4.8 Overall rating

(168 reviews)

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.

What people say

cargo space interior off-road capability performance ride quality
Anonymous
5.0
Reviewed a 2020 Jeep Gladiator on Apr 13, 2024

Great truck, very roomy inside and it’s fun to drive it, I just love it!

Thomas S
5.0
Reviewed a 2023 Jeep Gladiator on Mar 20, 2024

Wonderful vehicle. This is my second one. Discounts off of MSRP were too good to pass up. Very capable off-road with the ability to be upfitted with over-landing gear.

Anonymous
5.0
Reviewed a 2023 Jeep Mojave Crew Cab 4WD on Sep 20, 2024

This is the third day of ownership. So far so good. This is my second Jeep. The first one was a Jeep Wrangler Rubicon which I had for nine years. I was looking for a truck but test drove a Mojave. I was pleasantly surprised at how much they have improved and how much I fun it was to drive. The suspension is so smooth and it’s much quieter than my old Jeep. I like the mix of truck and Jeep.

Barry j
5.0
Reviewed a 2023 Jeep Gladiator on May 23, 2024

Really love the smooth ride and the way it drives much better than my previous Jeep

John G
5.0
Reviewed a 2021 Jeep Mojave Crew Cab 4WD on Dec 02, 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!

Jeep Gladiator FAQs

How much does the Jeep Gladiator cost in Pleasant Prairie, WI?

The average Jeep Gladiator costs about $32,726.86. The average price has decreased by -5.5% since last year. The 549 for sale near Pleasant Prairie, WI on CarGurus, range from $19,555 to $210,177 in price.

Is the Jeep Gladiator a good car?

CarGurus experts gave the 2025 Jeep Gladiator an overall rating of 5.3/10 and Jeep Gladiator owners have rated the vehicle a 4.7/5 stars on average. If a vehicle has both strong expert and owner reviews, you can feel confident in its quality. If either expert reviews, owner reviews, or both are spotty, you might want to do some research to figure out where the car falls short.

How many Jeep Gladiator vehicles in Pleasant Prairie, WI have no reported accidents or damage?

549 out of 549 for sale near Pleasant Prairie, WI have no reported accidents or damage.

Is the Jeep Gladiator safe?

CarGurus experts gave the 2025 Jeep Gladiator a safety rating of 3/10.

What fuel types are available?

Diesel, Gasoline engines are available.

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