Used Jeep Gladiator for Sale nearMilton, ON

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84 vehicles found
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:
Gray
Combined gas mileage:
12 L/100km
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
122,293
Stock #:
S4259
VIN:
1C6HJTFG7ML546926
Gray 2021 Jeep Gladiator Pickup Truck Four-Wheel Drive Automatic
Lebada Motors

Sponsored by Lebada Motors

2021 Jeep Gladiator

Overland Crew Cab 4WD

122,293 km

Cambridge, ON
40 km away
Good Deal

$34,995

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:
White
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
7,924
Stock #:
826062-demo
VIN:
1C6PJTAG1TL152338
White 2026 Jeep Gladiator Pickup Truck Four-Wheel Drive Automatic

Sponsored Listing

2026 Jeep Gladiator

Willys '41 4dr Crew Cab 4WD

7,924 km

North York, ON
51 km away
Good Deal

$54,600

Year:
2023
Make:
Jeep
Model:
Gladiator
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
285 hp 3.6L V6
Combined gas mileage:
13 L/100km
Fuel type:
Gasoline
Transmission:
Manual
Mileage:
111,107
Stock #:
CK26613A
VIN:
1C6JJTEG1PL569626
 2023 Jeep Gladiator Pickup Truck Four-Wheel Drive Manual

 

2023 Jeep Gladiator

Mojave Crew Cab 4WD

111,107 km

Home delivery from Windsor, ON
Free home delivery
Great Deal

$37,157

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:
White
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
7,924
Stock #:
826062-demo
VIN:
1C6PJTAG1TL152338
White 2026 Jeep Gladiator Pickup Truck Four-Wheel Drive Automatic

 

2026 Jeep Gladiator

Willys '41 4dr Crew Cab 4WD

7,924 km

North York, ON
51 km away
Good Deal

$54,600

Year:
2024
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
Interior colour:
Black
Transmission:
8-Speed Automatic
Mileage:
53,642
Stock #:
ELC169
VIN:
1C6JJTBG0RL105038
Gray 2024 Jeep Gladiator Pickup Truck Four-Wheel Drive 8-Speed Automatic

 

2024 Jeep Gladiator

Rubicon Crew Cab 4WD

53,642 km

Home delivery from St Thomas, ON
Price includes $201 shipping
Good Deal
Certified Pre-Owned

$48,631

Recommended model year:

2021 Jeep Gladiator

4.8

Shop 2021 Jeep Gladiator »
  • With 186 currently listed for sale and an average price of $39,639 CAD, 29.0% 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 and CarGurus experts gave it a 7.17 / 10.

  • 100.0% of 2021 Gladiator models on CarGurus are accident free.

Research summarized using AI

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:
White
Combined gas mileage:
12 L/100km
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
81,788
Stock #:
238WVUA
VIN:
1C6HJTFG0PL551633
White 2023 Jeep Gladiator Pickup Truck Four-Wheel Drive Automatic
Price drop

-$900

 

2023 Jeep Gladiator

Overland Crew Cab 4WD

81,788 km

Woodstock, ON
79 km away
Good Deal

$38,900

$38,000

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:
White
Fuel type:
Gasoline
Interior colour:
Black
Mileage:
48,748
Stock #:
XE005A
VIN:
1C6JJTEG8NL169480
White 2022 Jeep Gladiator Pickup Truck Four-Wheel Drive

 

2022 Jeep Gladiator

Mojave Crew Cab 4WD

48,748 km

Home delivery from Pointe-aux-trembles, QC
Price includes $1,119 shipping
Good Deal

$45,114

Year:
2023
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:
8-Speed Automatic
Mileage:
26,474
Stock #:
26F670A
VIN:
1C6JJTBG1PL533794
Vehicle photo unavailable
New arrival

 

2023 Jeep Gladiator

Rubicon Crew Cab 4WD

26,474 km

Toronto, ON
33 km away
Good Deal

$45,888

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:
77,183
Stock #:
26-318A
VIN:
1C6HJTFG6LL125830
Black 2020 Jeep Gladiator Pickup Truck Four-Wheel Drive Automatic

Sponsored Listing

2020 Jeep Gladiator

Overland Crew Cab 4WD

77,183 km

Guelph, ON
36 km away
Good Deal

$34,400

How much does the Jeep Gladiator cost in today's market?

Used Jeep Gladiator prices span a wide range depending on model year. Here's what the market looks like right now:

Model YearCurrent Avg. PriceYear-Round Range
2025$56,404 CAD$56,404 CAD – $68,300 CAD
2024$52,416 CAD$52,379 CAD – $62,518 CAD
2023$44,678 CAD$44,678 CAD – $54,276 CAD
2022$41,850 CAD$41,838 CAD – $45,991 CAD
2021$39,568 CAD$38,800 CAD – $44,169 CAD
2020$34,922 CAD$34,611 CAD – $39,190 CAD

The Jeep Gladiator's current nationwide average price is $43,072 CAD, and its nationwide average price reached a low of $43,072 CAD over the past year.

Recently, prices have come down for the 2023, 2024, and 2025 models, making now a good time to shop recent model years.

Is the Jeep Gladiator a good car?

Yes — the Jeep Gladiator is a distinctive used pickup if you want open-air character, rugged off-road ability, and a truck that stands apart from the usual midsize choices. The all-generations owner rating is 4.78/5 across every model year in the data.

Owners repeatedly praise its off-road capability, rugged design, and unique personality, along with the fun driving experience and the way it blends truck utility with Jeep character. The strongest trade-offs across expert-reviewed years are fuel economy, towing and payload capability relative to some rivals, and the premium pricing that comes with its specialised setup.

Expert reviews rate the 2024 and 2021 models among the highest across all years.

29.4% of listings are priced as good or great deals.

Are Jeep Gladiator models reliable?

Owners consistently praise the Gladiator’s ruggedness, off-road capability, and distinctive design, and expert reviews reinforce its strong character and adventure-first appeal. Across the model years in the data, that combination points to a truck that delivers a very specific ownership experience with broad enthusiast appeal.

  • Owners rate the Jeep Gladiator between 4.2 and 5.0 out of 5 stars across all model years in the data.

For used buyers, long-term ownership risk is best managed by checking service history carefully and paying close attention to how the truck has been maintained.

What should I look for when buying a used Jeep Gladiator?

Key things to evaluate:

  • Safety package: Forward collision warning with automatic emergency braking and adaptive cruise control with full-stop capability.
  • Infotainment: Uconnect 5 infotainment system with a 12.3-inch touchscreen display, wireless Apple CarPlay and Android Auto, SiriusXM satellite radio, and eight stereo speakers.
  • Fuel efficiency: According to Natural Resources Canada, every version of the Gladiator should get 12.3 litres per 100 kilometres combined. But during our test drive, the Mojave returned 14.5 L/100 km over nearly 440 kilometres of driving.

Which Jeep Gladiator trim should I buy?

The 2025 Jeep Gladiator offers these trims:

  • Sport S: The entry trim named in the expert review, and the best-value choice if you want the Gladiator’s core open-air character and capability without moving up the price ladder.
  • Willys: Adds a more rugged, off-road-focused personality for buyers who want extra trail-ready appeal.
  • Rubicon: The off-roader in the lineup, aimed at buyers who want the most serious trail hardware.
  • Mojave: The desert runner of the lineup, suited to buyers who want the Gladiator’s off-road focus with a different kind of terrain emphasis.
  • Mojave X: Adds leather seats, plenty of standard equipment, eight-way power-adjustable heated front seats, a heated steering wheel, upgraded interior materials, expanded infotainment features, leather upholstery, and a premium sound system.
  • Rubicon X: Adds leather seats and plenty of standard equipment for buyers who want a more upscale take on the Rubicon formula.

What Jeep Gladiator do most buyers choose?

The Jeep Gladiator years with the most listings are 2022, 2021, and 2023.

Model YearTotal ListingsGood + Great Deals %
202223729.5%
202118828.7%
202317132.2%
202413332.3%
202013226.5%
20255834.5%

These higher-volume years tend to be the easiest places to shop because they give you more inventory to compare and more chances to find the right trim and price combination. They also often attract the broadest mix of buyers, which helps explain why they remain popular used picks.

What is the Jeep Gladiator's resale value?

Model YearCurrent Avg. PriceYear-Over-Year Change
2023$44,678 CAD−17.69%
2025$56,404 CAD−17.59%
2024$52,416 CAD−16.41%
2020$34,922 CAD−10.88%
2021$39,568 CAD−10.46%
2022$41,850 CAD−8.45%

The table shows broad downward movement across every listed model year, which can work in your favour if you are shopping used. The newer years show the steepest drops, while the older years have smaller year-over-year changes. That pattern suggests recent inventory has become more attractive from a pricing standpoint.

The 2022, 2021, and 2020 model years have held their value best, with the smallest year-over-year price changes.

Is the Jeep Gladiator safe?

  • 2025: 3/10
  • 2024: 6/10
  • 2023: 4/10
  • 2021: 7/10

For the safest used buy, the 2021 model posts the highest confirmed score of 7/10.

Should I buy a used Jeep Gladiator now or wait for the next model?

Buy now if:

  • Price trend: The 2025 model is at −17.59% versus a year ago, and the 2024 model is at −16.41%.
  • Deal availability: The 2025 model has 34.5% good and great deals, and the 2024 model has 32.3%.
  • Sweet-spot year: The 2022 model has the most listings at a current average price of $41,850 CAD. The Jeep Gladiator offers a distinctive open-air, adventure-first character that makes it stand out from conventional midsize pickups.

Consider waiting if:

  • Powertrain/efficiency: The 2025 Gladiator uses a Chrysler Pentastar 3.6-litre V6 with 285 horsepower and 260 pound-feet of torque, and Natural Resources Canada says it should get 12.3 litres per 100 kilometres combined.
  • Tech: Every 2025 Gladiator has a Uconnect 5 infotainment system with a 12.3-inch touchscreen display, wireless Apple CarPlay and Android Auto, SiriusXM satellite radio, and eight stereo speakers.
  • Safety: Starting with the Sport S, the Gladiator has forward collision warning with automatic emergency braking and an adaptive cruise control system with full-stop capability.
  • Starting price: Base prices range from $59,995 CAD to $83,490 CAD, not including a $2,195 CAD destination charge.

If you're buying used today, the 2022 model year offers the best mix of value and availability. If you want the latest tech and features, it may be worth waiting for the next model year's inventory to build up.

These recommendations are based on CarGurus' proprietary market data from September 29, 2026, CarGurus experts' opinions, and generative AI.