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Used Jeep Gladiator for Sale near Windsor, ON

50 results
Windsor, ON
2021 Jeep Gladiator Willys Crew Cab 4WD FreshAuto

2021 Jeep Gladiator

Willys Crew Cab 4WD

71,291 kilometres

$34,999

Fair Deal
Certified Pre-Owned
Ingersoll, ON
193 km 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 colour:
Green
Combined gas mileage:
12 L/100km
Fuel type:
Gasoline
Interior colour:
Brown (Tan)
Transmission:
Automatic
Mileage:
71,291
Stock number:
7638
VIN:
1C6HJTAG2ML597029

Sponsored

2026 Jeep Gladiator Sport S Crew Cab 4WD

2026 Jeep Gladiator

Sport S Crew Cab 4WD

7,950 kilometres

$58,980

Fair Deal
London, ON
158 km away
Year:
2026
Make:
Jeep
Model:
Gladiator
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
285 hp 3.6L V6
Exterior colour:
Blue
Combined gas mileage:
12 L/100km
Fuel type:
Gasoline
Interior colour:
Black
Transmission:
8-Speed Automatic
Mileage:
7,950
Stock number:
26122D
VIN:
1C6PJTAG6TL170205

Sponsored

2022 Jeep Gladiator Sport S Crew Cab 4WD

2022 Jeep Gladiator

Sport S Crew Cab 4WD

79,928 kilometres

$33,990

Good Deal
Listowel, ON
233 km 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 colour:
Gray
Combined gas mileage:
13 L/100km
Fuel type:
Gasoline
Interior colour:
Black
Transmission:
Manual
Mileage:
79,928
Stock number:
25227A
VIN:
1C6JJTAG8NL124139

Sponsored

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2023 Jeep Gladiator

Mojave Crew Cab 4WD

35,277 kilometres

$47,988

Good Deal
Paris, ON
238 km 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 colour:
Silver
Fuel type:
Gasoline
Mileage:
35,277
Stock number:
UP-2575
VIN:
1C6JJTEG0PL569682

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2023 Jeep Gladiator

Rubicon Crew Cab 4WD

56,547 kilometres

$46,509

Good Deal
Sarnia, ON
90 km 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 colour:
Yellow
Combined gas mileage:
12 L/100km
Fuel type:
Gasoline
Interior colour:
Black
Transmission:
Automatic
Mileage:
56,547
Stock number:
26-306A
VIN:
1C6JJTBG7PL516160

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2026 Jeep Gladiator

Sport S Crew Cab 4WD

5,452 kilometres

$54,551

Good Deal
Windsor, ON
3 km away
Year:
2026
Make:
Jeep
Model:
Gladiator
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
285 hp 3.6L V6
Exterior colour:
Black
Combined gas mileage:
12 L/100km
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
5,452
Stock number:
260123
VIN:
1C6PJTAGXTL152192

Preparing for a close up...

Photos coming soon

2022 Jeep Gladiator

Sport S Crew Cab 4WD

79,928 kilometres

$33,990

Good Deal
Listowel, ON
233 km 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 colour:
Gray
Combined gas mileage:
13 L/100km
Fuel type:
Gasoline
Interior colour:
Black
Transmission:
Manual
Mileage:
79,928
Stock number:
25227A
VIN:
1C6JJTAG8NL124139

Preparing for a close up...

Photos coming soon

2026 Jeep Gladiator

Sport S Crew Cab 4WD

7,950 kilometres

$58,980

Fair Deal
London, ON
158 km away
Year:
2026
Make:
Jeep
Model:
Gladiator
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
285 hp 3.6L V6
Exterior colour:
Blue
Combined gas mileage:
12 L/100km
Fuel type:
Gasoline
Interior colour:
Black
Transmission:
8-Speed Automatic
Mileage:
7,950
Stock number:
26122D
VIN:
1C6PJTAG6TL170205

Preparing for a close up...

Photos coming soon

2021 Jeep Gladiator

Rubicon Crew Cab 4WD

133,119 kilometres

$36,508

Fair Deal
London, ON
158 km 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 colour:
Black
Combined gas mileage:
12 L/100km
Fuel type:
Gasoline
Interior colour:
Black
Transmission:
8-Speed Automatic
Mileage:
133,119
Stock number:
26212A
VIN:
1C6JJTBG9ML613176

Preparing for a close up...

Photos coming soon

2020 Jeep Gladiator

Sport Crew Cab 4WD

34,168 kilometres

$39,999

Fair Deal
London, ON
172 km 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 colour:
Black
Combined gas mileage:
12 L/100km
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
34,168
Stock number:
E5214
VIN:
1C6HJTAG5LL183029

Preparing for a close up...

Photos coming soon

2023 Jeep Gladiator

Rubicon Crew Cab 4WD

66,031 kilometres

$45,674

Fair Deal
Kitchener, ON
247 km 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 colour:
/gray
Combined gas mileage:
12 L/100km
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
66,031
Stock number:
UK2591
VIN:
1C6JJTBG2PL551463

Preparing for a close up...

Photos coming soon

2021 Jeep Gladiator

Rubicon Crew Cab 4WD

133,119 kilometres

$36,508

Fair Deal
London, ON
158 km 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 colour:
Black
Combined gas mileage:
12 L/100km
Fuel type:
Gasoline
Interior colour:
Black
Transmission:
8-Speed Automatic
Mileage:
133,119
Stock number:
26212A
VIN:
1C6JJTBG9ML613176

Sponsored

  1. Home
  2. / Used Cars
  3. / Jeep Gladiator
  4. / Ontario
  5. / Windsor
Overview
Reviews
FAQs

CarGurus recommends the 2021 Jeep Gladiator

Picture of Jeep Gladiator ## Summary - With 216 currently listed for sale and an **average price of $39,197.00 CAD**, 29.6% of 2021 Jeep Gladiators for sale on CarGurus are rated as good or great deals. - **Favourably reviewed:** Owners rated the 2021 Jeep Gladiator 5 / 5 stars. - **100.0% of 2021 Gladiator models on CarGurus are accident free**. - The 2021 Jeep Gladiator introduces a turbo-diesel engine option that provides exceptional torque and improved fuel efficiency, enhancing both performance and utility for adventurous drivers. ## Why it stands out The 2021 Jeep Gladiator is celebrated for its unique blend of ruggedness, off-road capability, and innovative design. Built upon the beloved Wrangler platform, it stands out in the midsize pickup segment by offering features such as a removable top and enhanced customization options. The available turbo-diesel engine not only delivers impressive low-end torque but also boasts fuel efficiency that many competitors struggle to match. With a design that merges practicality with fun, the Gladiator appeals to those who seek adventure without sacrificing everyday usability. ## Other model years to consider - **[2020 Jeep Gladiator](https://www.cargurus.ca/Cars/l-Used-2020-Jeep-Gladiator-c28934)** - Average price: $35,532.00 CAD - Good/great deal percentage: 31.2% - User rating: 4.83 / 5 - Total listings: 154 - **[2022 Jeep Gladiator](https://www.cargurus.ca/Cars/l-Used-2022-Jeep-Gladiator-c32007)** - Average price: $43,247.00 CAD - Good/great deal percentage: 31.1% - User rating: 4.2 / 5 - Total listings: 264 - **[2023 Jeep Gladiator](https://www.cargurus.ca/Cars/l-Used-2023-Jeep-Gladiator-c32473)** - Average price: $47,838.00 CAD - Good/great deal percentage: 32.8% - User rating: 4.82 / 5 - Total listings: 195 These recommendations are based on CarGurus' proprietary market data from May 11, 2026, CarGurus experts' opinions, and generative AI.

4.8 Overall rating

(90 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
Mindy P
5.0
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
5.0
Reviewed a 2021 Jeep Gladiator on Jul. 07, 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
5.0
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.

John B
5.0
Reviewed a 2025 Jeep Mojave X Crew Cab 4WD on Sep. 26, 2025

Hello, the truck is an awesome vehicle. Everything I could ask for except a few items, sill protector's, and a few other minor details. Other than that, I love it.

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.

Jeep Gladiator FAQs

How much does the Jeep Gladiator cost in Windsor, ON?

The average Jeep Gladiator costs about $44,111.05. The average price has decreased by -5.3% since last year. The 39 for sale near Windsor, ON on CarGurus, range from $29,526 to $251,233 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 4.8/5 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 Windsor, ON have no reported accidents or damage?

39 out of 39 for sale near Windsor, ON 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?

Gasoline engines are available.

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