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Used 2020 Jeep Gladiator for Sale near Winnipeg, MB

20 results
Winnipeg, MB
2020 Jeep Gladiator Overland Crew Cab 4WD

2020 Jeep Gladiator

Overland Crew Cab 4WD

158,329 kilometres

$29,900

Fair Deal
Headingley, MB
17 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
Interior colour:
Black
Transmission:
Automatic
Mileage:
158,329
Stock number:
3018
VIN:
1C6HJTFG0LL145197

Sponsored

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Photos coming soon

2021 Jeep Gladiator

Mojave Crew Cab 4WD

90,008 kilometres

$39,995

Good Deal
Winnipeg, MB
6 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 Clearcoat
Combined gas mileage:
12 L/100km
Fuel type:
Gasoline
Interior colour:
Black
Transmission:
8-Speed Automatic
Mileage:
90,008
Stock number:
26T190A
VIN:
1C6JJTEG1ML532930

2021 Jeep Gladiator Mojave Crew Cab 4WD

2021 Jeep Gladiator

Mojave Crew Cab 4WD

55,361 kilometres

$40,988

Good Deal
Winnipeg, MB
3 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
Transmission:
Automatic
Mileage:
55,361
Stock number:
WS137A
VIN:
1C6JJTEG5ML542473

2020 Jeep Gladiator Overland Crew Cab 4WD

2020 Jeep Gladiator

Overland Crew Cab 4WD

158,329 kilometres

$29,900

Fair Deal
Headingley, MB
17 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
Interior colour:
Black
Transmission:
Automatic
Mileage:
158,329
Stock number:
3018
VIN:
1C6HJTFG0LL145197

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Photos coming soon

2021 Jeep Gladiator

Mojave Crew Cab 4WD

198,076 kilometres

$33,899

Fair Deal
Sunnyside, MB
11 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
Combined gas mileage:
12 L/100km
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
198,076
Stock number:
1628
VIN:
1C6JJTEG9ML500825

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Photos coming soon

2020 Jeep Gladiator

Rubicon Crew Cab 4WD

85,598 kilometres

$39,999

Fair Deal
Winnipeg, MB
5 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:
Granite Crystal Metallic
Combined gas mileage:
12 L/100km
Fuel type:
Gasoline
Interior colour:
Black
Transmission:
8-Speed Automatic
Mileage:
85,598
Stock number:
T251217A
VIN:
1C6JJTBG9LL174172

  1. Home
  2. / Used Cars
  3. / Jeep Gladiator
  4. / 2020
  5. / Manitoba
  6. / Winnipeg
Overview
Reviews
FAQs

CarGurus Analysis: 2020 Jeep Gladiator

Picture of 2020 Jeep Gladiator ## Summary - With 161 currently listed for sale and an **average price of $35,417.00 CAD**, 30.4% of 2020 Jeep Gladiators for sale on CarGurus are rated as good or great deals. - **Favourably reviewed:** Owners rated the 2020 Jeep Gladiator 4.82 / 5 stars. - **100.0% of 2020 Gladiator models on CarGurus are accident free**. - The 2020 Jeep Gladiator marks the brand’s return to the pickup truck market, boasting a unique open-air driving experience with removable doors and a foldable windshield, alongside solid off-road capabilities. ## Why it stands out The 2020 Jeep Gladiator combines the rugged off-road heritage of the Jeep brand with the utility of a midsize truck. Sharing its foundation with the Jeep Wrangler, the Gladiator stands out with features like removable doors and a fold-down windshield, allowing for a distinctive open-air driving experience not commonly found in the truck segment. It carries a Trail Rated badge highlighting its off-road performance, reinforced by heavy-duty options such as locking differentials and sway bar disconnects. While it faces critiques for a noisy ride at highway speeds and a somewhat cramped interior, its strong resale value and overall versatility appeal to adventure seekers and lifestyle-oriented buyers alike. The Gladiator offers a unique blend of off-road capability, customization options, and a solid towing capacity of up to 3,460 kilograms, making it an enticing option for those looking to tackle both rugged terrains and everyday tasks. ## Other model years to consider - **[2021 Jeep Gladiator](https://www.cargurus.ca/Cars/l-Used-2021-Jeep-Gladiator-c30873)** - Average price: $39,830.00 CAD - Good/great deal percentage: 30.9% - User rating: 5 / 5 - Total listings: 223 - **[2022 Jeep Gladiator](https://www.cargurus.ca/Cars/l-Used-2022-Jeep-Gladiator-c32007)** - Average price: $42,986.00 CAD - Good/great deal percentage: 31.3% - User rating: 4.2 / 5 - Total listings: 268 - **[2023 Jeep Gladiator](https://www.cargurus.ca/Cars/l-Used-2023-Jeep-Gladiator-c32473)** - Average price: $47,887.00 CAD - Good/great deal percentage: 32.5% - User rating: 4.82 / 5 - Total listings: 194 This analysis is based on CarGurus' proprietary market data from April 27, 2026, CarGurus experts' opinions, and generative AI.

4.9 Overall rating

(34 reviews)
Matthew W
5.0
Reviewed a 2020 Jeep Gladiator on Jan. 28, 2025

Great looking truck. It is a good value. It is missing more photos of the engine bay and bed space.

Anonymous
5.0
Reviewed a 2020 Jeep Gladiator on Jan. 24, 2025

I flippin love this truck. I'm doin' cartwheels in the snow I'm so happy.

Jeremy R
5.0
Reviewed a 2020 Jeep Gladiator on Mar. 15, 2023

I really enjoy my 2020 Gladiator. I love the look and feel of the truck as well as the drive. Barring any major mechanical issues with the jeep, I can see myself enjoying this truck for many years to come.

Anonymous
5.0
Reviewed a 2020 Jeep Gladiator on Feb. 11, 2024

This truck is absolutely beautiful inside and out. It’s a surprisingly quiet ride. I love all the bells and whistles the rubicon has to offer. I wouldn’t change a thing.

Anonymous
5.0
Reviewed a 2020 Jeep Gladiator on Jun. 01, 2022

Love it, where has this vehicle been all my life? This is the smartest design that I have seen for a convertible. Although the top is manual. It opens and closes with ease . In a matter of seconds. The Jeep Gladiator is in a class by itself. No other convertible comes close.

2020 Jeep Gladiator FAQs

How much does the 2020 Jeep Gladiator cost in Winnipeg, MB?

The average 2020 Jeep Gladiator costs about $35,408.73. The average price has decreased by -7.4% since last year. The 20 for sale near Winnipeg, MB on CarGurus, range from $29,900 to $92,700 in price.

How many 2020 Jeep Gladiator vehicles in Winnipeg, MB have no reported accidents or damage?

20 out of 20 for sale near Winnipeg, MB have no reported accidents or damage.

What is the fuel economy of the 2020 Jeep Gladiator?

Depending on the engine and options, the 2020 Jeep Gladiator gets between 12 and 12 L/100km (or EV battery range).

What fuel types are available?

Gasoline engines are available.

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