New & Used 2026 Jeep Gladiator for Sale near Cheltenham, ON
170 vehicles found
- 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:
- Green
- Combined gas mileage:
- 12 L/100km
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 8,439
- Stock #:
- 26-393A
- VIN:
- 1C6RJTEG8TL150282
Sponsored by Wellington Chrysler Dodge Jeep
2026 Jeep Gladiator
Mojave Crew Cab 4WD
8,439 km
Guelph, ON
46 km away
Fair Deal
$56,998
- Year:
- 2025
- 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:
- Black
- Transmission:
- Automatic
- Mileage:
- 15,391
- Stock #:
- U7678
- VIN:
- 1C6PJTAG2SL543156
Price drop
-$1,050
Sponsored Listing
2025 Jeep Gladiator
Willys Crew Cab 4WD
15,391 km
Bolton, ON
15 km away
Fair Deal
$50,998
$49,948
- Year:
- 2025
- 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
- Transmission:
- 8-Speed Automatic
- Mileage:
- 4,001
- Stock #:
- DS1197
- VIN:
- 1C6PJTAG2SL531055
Sponsored Listing
2025 Jeep Gladiator
Sport S Crew Cab 4WD
4,001 km
Mississauga, ON
33 km away
Good Deal
$50,999
- 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
- Combined gas mileage:
- 12 L/100km
- Fuel type:
- Gasoline
- Interior colour:
- Black
- Transmission:
- Automatic
- Mileage:
- 22
- Stock #:
- 49049
- VIN:
- 1C6PJTAG3TL152230
Price drop
-$2,650
2026 Jeep Gladiator
Sport S Crew Cab 4WD
Innisfil, ON
58 km away
New car
$58,504
$55,854
- 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:
- Gray
- Fuel type:
- Gasoline
- Interior colour:
- Black
- Transmission:
- Automatic
- Mileage:
- 25
- Stock #:
- 62398570
- VIN:
- 1C6PJTAGXTL152838
Price drop
-$2,650
2026 Jeep Gladiator
Willys '41 4dr Crew Cab 4WD
Barrie, ON
66 km away
New car
$56,716
$54,066
- 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:
- Green
- Fuel type:
- Gasoline
- Interior colour:
- Black
- Transmission:
- Automatic
- Mileage:
- 13
- Stock #:
- 62373853
- VIN:
- 1C6PJTAG4TL154892
Price drop
-$2,650
2026 Jeep Gladiator
Willys '41 4dr Crew Cab 4WD
Barrie, ON
66 km away
New car
$56,616
$53,966
- 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:
- Gray
- Fuel type:
- Gasoline
- Interior colour:
- Black
- Transmission:
- Automatic
- Mileage:
- 25
- Stock #:
- TL2501
- VIN:
- 1C6PJTAG8TL152630
2026 Jeep Gladiator
Willys '41 4dr Crew Cab 4WD
Burlington, ON
50 km away
New car
$57,480
- 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:
- Green
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Stock #:
- A9473
- VIN:
- 1C6PJTAG8TL152353
2026 Jeep Gladiator
Willys '41 4dr Crew Cab 4WD
Cambridge, ON
57 km away
New car
$61,890
- 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
- Fuel type:
- Gasoline
- Interior colour:
- Black
- Transmission:
- Automatic
- Mileage:
- 10
- Stock #:
- T8405
- VIN:
- 1C6PJTAG5TL155596
2026 Jeep Gladiator
Willys '41 4dr Crew Cab 4WD
Toronto, ON
44 km away
New car
$54,929
- 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:
- Purple
- Combined gas mileage:
- 12 L/100km
- Fuel type:
- Gasoline
- Interior colour:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 24
- Stock #:
- 26039
- VIN:
- 1C6PJTAG3TL161638
2026 Jeep Gladiator
Sport S Crew Cab 4WD
Keswick, ON
57 km away
New car
$63,465
- 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
- Fuel type:
- Gasoline
- Transmission:
- 8-Speed Automatic
- Stock #:
- T1069
- VIN:
- 1C6PJTAG8TL158993
Price drop
-$4,155
2026 Jeep Gladiator
Willys '41 4dr Crew Cab 4WD
Mississauga, ON
33 km away
New car
$60,695
$56,540
- 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:
- Gray
- Fuel type:
- Gasoline
- Interior colour:
- Black
- Transmission:
- Automatic
- Mileage:
- 23
- Stock #:
- Z23030
- VIN:
- 1C6PJTAG4TL154830
2026 Jeep Gladiator
Willys '41 4dr Crew Cab 4WD
Newmarket, ON
43 km away
New car
$62,708
- 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:
- Gray
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 25
- Stock #:
- 26051
- VIN:
- 1C6PJTAG7TL154854
2026 Jeep Gladiator
Willys '41 4dr Crew Cab 4WD
Stouffville, ON
51 km away
New car
$59,185
- 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:
- Granite crystal metallic
- Fuel type:
- Gasoline
- Interior colour:
- Cloth low-back bucket seats - Black
- Transmission:
- Automatic
- Mileage:
- 45
- Stock #:
- OD094
- VIN:
- 1C6PJTAG6TL165733
2026 Jeep Gladiator
Willys '41 4dr Crew Cab 4WD
Orillia, ON
95 km away
New car
$59,802
- 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:
- Automatic
- Mileage:
- 25
- Stock #:
- 26-73
- VIN:
- 1C6PJTAGXTL155352
2026 Jeep Gladiator
Sport S Crew Cab 4WD
Guelph, ON
46 km away
New car
$52,403
- 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
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Stock #:
- F8018
- VIN:
- 1C6PJTAG8TL161876
2026 Jeep Gladiator
Willys '41 4dr Crew Cab 4WD
Waterloo, ON
62 km away
New car
$61,890
- 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:
- Bright white
- Fuel type:
- Gasoline
- Interior colour:
- Cloth low-back bucket seats - Black
- Transmission:
- Automatic
- Mileage:
- 39
- Stock #:
- TL152294
- VIN:
- 1C6PJTAG7TL152294
2026 Jeep Gladiator
Willys '41 4dr Crew Cab 4WD
Mississauga, ON
31 km away
New car
$57,995
- 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:
- Black
- Combined gas mileage:
- 12 L/100km
- Fuel type:
- Gasoline
- Interior colour:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 35
- Stock #:
- 26042
- VIN:
- 1C6PJTAG7TL162601
2026 Jeep Gladiator
Sport S Crew Cab 4WD
Keswick, ON
57 km away
New car
$62,140
- 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:
- Gray
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Stock #:
- T8017
- VIN:
- 1C6PJTAG5TL155565
2026 Jeep Gladiator
Willys '41 4dr Crew Cab 4WD
Hamilton, ON
62 km away
New car
$56,137
- 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:
- Gray
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Stock #:
- T0096CH
- VIN:
- 1C6PJTAG3TL166953
Price drop
-$4,898
2026 Jeep Gladiator
Willys '41 4dr Crew Cab 4WD
Oshawa, ON
79 km away
New car
$61,990
$57,092
- 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:
- Gray
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Stock #:
- T1081
- VIN:
- 1C6PJTAGXTL161670
Price drop
-$1,545
2026 Jeep Gladiator
Willys '41 4dr Crew Cab 4WD
Mississauga, ON
33 km away
New car
$56,540
$54,995
- 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
- Combined gas mileage:
- 12 L/100km
- Fuel type:
- Gasoline
- Interior colour:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 15
- Stock #:
- 26-326
- VIN:
- 1C6PJTAG7TL166924
2026 Jeep Gladiator
Sport S Crew Cab 4WD
Uxbridge, ON
68 km away
New car
$59,556
- 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
- Fuel type:
- Gasoline
- Interior colour:
- Premium mckinley leather-faced seats - Black
- Transmission:
- Automatic
- Mileage:
- 26
- Stock #:
- TL170054
- VIN:
- 1C6PJTAG0TL170054
2026 Jeep Gladiator
Sahara Crew Cab 4WD
Mississauga, ON
31 km away
New car
$59,900
- Year:
- 2025
- 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:
- 39,226
- Stock #:
- JT69A
- VIN:
- 1C6PJTAG0SL522032
New arrival
Sponsored Listing
2025 Jeep Gladiator
Sport S Crew Cab 4WD
39,226 km
Oakville, ON
37 km away
Fair Deal
$44,525
2026 Jeep Gladiator Trims
| Trim type | MSRP |
|---|---|
| Rubicon X Crew Cab 4WD | -- |
| Mojave X Crew Cab 4WD | -- |
| Sahara Crew Cab 4WD | -- |
| Mojave Crew Cab 4WD | -- |
| Rubicon Crew Cab 4WD | -- |
| NightHawk Crew Cab 4WD | -- |
| Sport S Crew Cab 4WD | -- |
| Willys '41 4dr Crew Cab 4WD | -- |
2026 Jeep Gladiator Price Trends
CarGurus tracks the prices of millions of used car listings every year. See how the average price of 2026 Jeep Gladiator prices has changed over time.
See more price trendsAVG Price
$55,837
2.2%
2026 Jeep Gladiator
Index Price
$33,127
0.8%
All used vehicles
2026 Jeep Gladiator Pricing Analysis
Pricing by Popular Canadian Cities
Market Area: Nationwide
Key Insights
- Highest-Price Market: The Halifax, NS market leads with an average price of $69,995 CAD, indicating a premium demand in this region.
- Best Value: The Montreal, QC market offers the lowest average price at $52,238 CAD, presenting a significant opportunity for budget-conscious shoppers.
- Inventory Drives Stability: Toronto, ON has the most listings at 9, suggesting a stable supply that may help moderate price fluctuations.
City-Level Pricing
| City | Total Listings | Avg Price |
|---|---|---|
| Toronto, ON | 9 | $65,783 CAD |
| Edmonton, AB | 9 | $52,606 CAD |
| Calgary, AB | 8 | $55,497 CAD |
| Vancouver, BC | 5 | $56,329 CAD |
| London, ON | 4 | $64,460 CAD |
| Montreal, QC | 2 | $52,238 CAD |
| Winnipeg, MB | 2 | $64,000 CAD |
| Halifax, NS | 1 | $69,995 CAD |
Pricing by Trim Packages
Key Insights
- Volume Leader: The Rubicon Crew Cab 4WD is the most listed trim with 112 units available, indicating strong consumer preference for this configuration.
- Premium Spread: The Sport Crew Cab 4WD has the fewest listings at 9, suggesting it may be less popular or more niche compared to other trims.
- Drivetrain Effect: All trims feature a 4X4 drivetrain, which is likely a key selling point for buyers seeking off-road capability.
Trim-Level Details
| Trim | Listings | Drivetrain | Engine |
|---|---|---|---|
| Rubicon Crew Cab 4WD | 112 | 4X4 | 3.6L 285 hp V6 |
| Sport S Crew Cab 4WD | 79 | 4X4 | 3.6L 285 hp V6 |
| Mojave Crew Cab 4WD | 52 | 4X4 | 3.6L 285 hp V6 |
| Willys Crew Cab 4WD | 34 | 4X4 | 3.6L 285 hp V6 |
| Sport Crew Cab 4WD | 9 | 4X4 | 3.6L 285 hp V6 |
| Rubicon X Crew Cab 4WD | 5 | 4X4 | 3.6L 285 hp V6 |
| Mojave X Crew Cab 4WD | 3 | 4X4 | 3.6L 285 hp V6 |
Pricing Analysis by Model Year
Key Insights
- Price by Model Year: The average price for the 2026 model year is $56,515 CAD, reflecting a premium for the latest model.
- Best Value Sweet Spot: The 2024 model year offers a competitive average price of $52,173 CAD, making it an attractive option for buyers seeking value.
- Depreciation Trend: Prices decrease consistently with age, as seen with the 2020 model year averaging $33,445 CAD, indicating a typical depreciation pattern.
Model Year Pricing
| Model Year | Avg Price |
|---|---|
| 2026 | $56,515 CAD |
| 2025 | $54,001 CAD |
| 2024 | $52,173 CAD |
| 2023 | $43,763 CAD |
| 2022 | $40,449 CAD |
| 2021 | $38,692 CAD |
| 2020 | $33,445 CAD |
These recommendations are based on CarGurus' proprietary market data from November 10, 2026, CarGurus experts' opinions, and generative AI.
Is the 2026 Jeep Gladiator a good car?
The 2026 Jeep Gladiator is a distinctive choice if you want pickup utility with open-air driving and off-road capability. It stands out from more conventional trucks, and the market signal is fairly balanced rather than overwhelmingly strong or weak, with 35.3% of listings marked as good or great deals.
Is now a good time to buy a used 2026 Jeep Gladiator?
This looks like a moderate, selective buyer’s market, so you can shop carefully and still find worthwhile options.
- Deal availability: 35.3% of listings are priced as good or great deals.
- Inventory: There are 51 listings available.
Should I buy a 2026 Jeep Gladiator or consider a different year?
If you're weighing the 2026 against nearby model years, here's how to think about it:
Choose the 2026 if:
- 35.3% of listings are priced as good or great deals.
Consider the 2025 if:
- It offers the same adventurous, open-air Jeep pickup appeal with strong off-road character.
The bottom line: The 2026 Jeep Gladiator is the better path if you want to shop the current-year used market and take advantage of the available deal share. If you’re more price-sensitive, the 2025 is worth a look because it delivers the same core Gladiator personality and may give you more room to compare asking prices.
How does the 2026 Jeep Gladiator compare to the 2026 Ford Bronco?
| Spec | 2026 Jeep Gladiator | 2026 Ford Bronco |
|---|---|---|
| Engine | 3.6L 285 hp V6 | 2.3L 275 hp I4 |
| Horsepower | 285 hp @ 6400 rpm | 275 hp @ 5500 rpm |
| MPG/MPGe (city) | 17 | 18 |
| MPG/MPGe (highway) | 22 | 21 |
| Listings available | 51 | 120 |
| Good & great deal share | 35.3% | 33.3% |
These recommendations are based on CarGurus' proprietary market data from November 10, 2026, CarGurus experts' opinions, and generative AI.
Relevant articles
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The Best Small Trucks Available in Canada in 2026
For many Canadians, small pickup trucks make a lot of sense. If recent sales figures and automaker investment are any indication, they’re having a major renaissance.
Stephanie Wallcraft
The Cheapest New Pickup Trucks in Canada for 2026
We round up the cheapest new pick-up trucks on sale in Canada today, including the Ford Maverick, Toyota Tacoma and Chevrolet Colorado.
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2026 Jeep Gladiator: Price, Specs and Release Date
Introduced for the 2020 model year, the Jeep Gladiator is built on the same platform as the rugged Wrangler SUV.
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