CarGurus Logo Homepage Link
  • Buy
    • Used cars
    • New cars
    • Certified pre-owned
    • Start your purchase online
  • Sell
    • Sell my car
    • Car values
  • Research
    • Test drive reviews
    • Price trends
    • Compare cars
  • Saved cars & searches
  • Sign in / Register
    • My account
    • Saved searches
    • Saved cars
    • Recommended cars
    • Browsing history
      • United States (EN)
      • Estados Unidos (ES)
      • Canada (EN)
      • Canada (FR)
      • United Kingdom

Used Jeep Gladiator for Sale Under $40,000 Near Windsor, ON

19 results
Windsor, ON
2020 Jeep Gladiator Sport S Crew Cab 4WD Countryside Chrysler

2020 Jeep Gladiator

Sport S Crew Cab 4WD

60,000 kilometres

$34,999

Fair Deal
Essex, ON
23 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:
60,000
Stock number:
62564
VIN:
1C6HJTAG9LL127188

Sponsored

2021 Jeep Gladiator Sport S Crew Cab 4WD

2021 Jeep Gladiator

Sport S Crew Cab 4WD

72,121 kilometres

$36,599

Good Deal
Essex, ON
23 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:
72,121
Stock number:
62548
VIN:
1C6HJTAG2ML532519

Sponsored

2020 Jeep Gladiator Rubicon Crew Cab 4WD

2020 Jeep Gladiator

Rubicon Crew Cab 4WD

68,817 kilometres

$37,495

Great Deal
Windsor, ON
7 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
Combined gas mileage:
13 L/100km
Fuel type:
Gasoline
Transmission:
Manual
Mileage:
68,817
Stock number:
P0128
VIN:
1C6JJTBG0LL162508

Sponsored

2022 Jeep Gladiator Sport S Crew Cab 4WD

2022 Jeep Gladiator

Sport S Crew Cab 4WD

79,889 kilometres

$34,995

Great 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:
79,889
Stock number:
25227A
VIN:
1C6JJTAG8NL124139

2020 Jeep Gladiator Rubicon Crew Cab 4WD

2020 Jeep Gladiator

Rubicon Crew Cab 4WD

68,817 kilometres

$37,495

Great Deal
Windsor, ON
7 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
Combined gas mileage:
13 L/100km
Fuel type:
Gasoline
Transmission:
Manual
Mileage:
68,817
Stock number:
P0128
VIN:
1C6JJTBG0LL162508

2023 Jeep Gladiator Sport S Crew Cab 4WD

2023 Jeep Gladiator

Sport S Crew Cab 4WD

53,414 kilometres

$36,435

Great Deal
Chatham, ON
69 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:
White
Combined gas mileage:
12 L/100km
Fuel type:
Gasoline
Interior colour:
Black
Transmission:
Automatic
Mileage:
53,414
Stock number:
CC00152T
VIN:
1C6HJTAG6PL517302

Preparing for a close up...

Photos coming soon

2021 Jeep Gladiator

Sport S Crew Cab 4WD

48,285 kilometres

$38,487

Good Deal
Windsor, ON
10 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
Fuel type:
Gasoline
Mileage:
48,285
Stock number:
WR25616A
VIN:
1C6HJTAG4ML616583

Preparing for a close up...

Photos coming soon

2021 Jeep Gladiator

Sport S Crew Cab 4WD

72,121 kilometres

$36,599

Good Deal
Essex, ON
23 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:
72,121
Stock number:
62548
VIN:
1C6HJTAG2ML532519

Preparing for a close up...

Photos coming soon

2021 Jeep Gladiator

Willys Crew Cab 4WD

139,561 kilometres

$33,999

Fair Deal
Certified Pre-Owned
Tillsonburg, ON
200 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:
Blue
Combined gas mileage:
12 L/100km
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
139,561
Stock number:
25-137A
VIN:
1C6HJTAG5ML591905

Preparing for a close up...

Photos coming soon

2021 Jeep Gladiator

Overland Crew Cab 4WD

107,520 kilometres

$34,598

Fair Deal
London, ON
160 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:
Gray
Combined gas mileage:
12 L/100km
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
107,520
Stock number:
L0245A
VIN:
1C6HJTFG8ML613159

Preparing for a close up...

Photos coming soon

2020 Jeep Gladiator

Sport S Crew Cab 4WD

60,000 kilometres

$34,999

Fair Deal
Essex, ON
23 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:
60,000
Stock number:
62564
VIN:
1C6HJTAG9LL127188

Preparing for a close up...

Photos coming soon

2020 Jeep Gladiator

Sport Crew Cab 4WD

177,887 kilometres

$24,495

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:
Gray
Combined gas mileage:
12 L/100km
Fuel type:
Gasoline
Interior colour:
Black
Transmission:
Automatic
Mileage:
177,887
Stock number:
1022A
VIN:
1C6JJTAG2LL123520

Preparing for a close up...

Photos coming soon

2021 Jeep Gladiator

Overland Crew Cab 4WD

53,402 kilometres

$37,998

Fair Deal
Certified Pre-Owned
Petrolia, ON
91 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:
Blue
Combined gas mileage:
12 L/100km
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
53,402
Stock number:
5297
VIN:
1C6HJTFGXML618721

Preparing for a close up...

Photos coming soon

2022 Jeep Gladiator

Sport S Crew Cab 4WD

97,570 kilometres

$36,998

Fair Deal
Sarnia, ON
89 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:
White
Combined gas mileage:
12 L/100km
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
97,570
Stock number:
B1865
VIN:
1C6HJTAG7NL119173

Preparing for a close up...

Photos coming soon

2023 Jeep Gladiator

Sport S Crew Cab 4WD

53,414 kilometres

$36,435

Great Deal
Chatham, ON
69 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:
White
Combined gas mileage:
12 L/100km
Fuel type:
Gasoline
Interior colour:
Black
Transmission:
Automatic
Mileage:
53,414
Stock number:
CC00152T
VIN:
1C6HJTAG6PL517302

Sponsored

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

  • Used White Jeep Gladiator for Sale

  • Used Blue Jeep Gladiator for Sale

  • Used Red Jeep Gladiator for Sale

  • Used Black Jeep Gladiator for Sale

  • Used Silver Jeep Gladiator for Sale

  • Used Gray Jeep Gladiator for Sale

  • All Used Cars

  • Cheap Cars

  • Manual Transmission Cars

  • Sports Cars

  • Hybrid Cars

  • Red Interior Cars

  • Electric Cars

  • Small Cars

  • AWD Cars

  • Cheap Automatic Transmission Cars

  • Classic Trucks

  • Conversion Vans

  • Three Quarter Ton Trucks

  • Diesel Trucks

  • Small Trucks

  • Chevrolet Diesel Trucks

  • Manual Diesel Trucks

  • One Ton Trucks

  • Cheap Trucks

  • Ford Trucks

  • Cheap SUVs

  • Mercedes-Benz Convertibles

  • Ford Diesel Trucks

  • Mercedes-Benz SUVs

  • BMW Convertibles

  • Chevrolet SUVs

  • Toyota SUVs

  • Nissan SUVs

  • Used Cars Under $10,000

  • Used Cars Under $5,000

  • Used Sedans for Sale with Low Mileage

  • Used SUVs / Crossovers for Sale with Low Mileage

  • Used Hatchbacks for Sale with Low Mileage

  • Used Convertibles for Sale with Low Mileage

  • Used Vans for Sale with Low Mileage

  • Used Minivans for Sale with Low Mileage

  • Used Pickup Trucks for Sale with Low Mileage

  • Used Coupes for Sale with Low Mileage

  • Used Wagons for Sale with Low Mileage

  • Windsor Chrysler

  • Chatham Chrysler Jeep Dodge Inc

  • Provincial Chrysler Dodge Jeep Ram FIAT

  • Tilbury Chrysler

  • Leamington Chrysler Limited

  • Countryside Chrysler

  • Used Jeep Gladiator for Sale Under $40,000 Near Sarnia

  • Used Jeep Gladiator for Sale Under $40,000 Near London

  • Used Jeep Gladiator for Sale Under $40,000 Near Woodstock

  • Used Jeep Gladiator for Sale Under $40,000 Near Listowel

  • Used Jeep Gladiator for Sale Under $40,000 Near Kitchener

  • Used Jeep Gladiator for Sale Under $40,000 Near Brantford

  • Used Jeep Gladiator for Sale Under $40,000 Near Cambridge

  • Used Jeep Gladiator for Sale Under $40,000 Near Selkirk

  • Used Jeep Gladiator for Sale Under $40,000 Near Guelph

Connect with us
Download our app
Download on the App Store Get it on Google Play
  • Company
  • About CarGurus
  • Our team
  • Press
  • Investor relations
  • Price trends
  • Advertise with CarGurus
  • For dealers
  • Dealer signup
  • Dealer resources
  • Terms
  • Terms of use
  • Privacy policy
  • Interest-based ads
  • Security
  • Help
  • Help center
  • Contact us
    • United States (EN)
    • Estados Unidos (ES)
    • Canada (EN)
    • Canada (FR)
    • United Kingdom

© 2026 CarGurus, Inc., All Rights Reserved.