New & Used 2026 Jeep Gladiator for Sale nearChicago, IL

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Year:
2025
Make:
Jeep
Model:
Gladiator
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
285 hp 3.6L V6
Exterior color:
41
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
13,809
Stock #:
PD2218
VIN:
1C6PJTAG6SL537621
41 2025 Jeep Gladiator Pickup Truck Four-Wheel Drive 8-Speed Automatic
Dial Chrysler Dodge Jeep Ram

Sponsored by Dial Chrysler Dodge Jeep Ram

2025 Jeep Gladiator

Willys Crew Cab 4WD

13,809 mi

Chicago, IL
9 mi away
Great Deal

$34,913

Year:
2026
Make:
Jeep
Model:
Gladiator
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
285 hp 3.6L V6
Exterior color:
41
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
13,880
Stock #:
P1599
VIN:
1C6RJTEG0TL150809
41 2026 Jeep Gladiator Pickup Truck Four-Wheel Drive 8-Speed Automatic

Sponsored Listing

2026 Jeep Gladiator

Mojave Crew Cab 4WD

13,880 mi

Crystal Lake, IL
43 mi away
Good Deal

$39,108

Year:
2026
Make:
Jeep
Model:
Gladiator
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
285 hp 3.6L V6
Exterior color:
Black Clearcoat
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
14,491
Stock #:
Z5672
VIN:
1C6RJTBG8TL164994
Black Clearcoat 2026 Jeep Gladiator Pickup Truck Four-Wheel Drive 8-Speed Automatic

 

2026 Jeep Gladiator

Rubicon Crew Cab 4WD

14,491 mi

Riverside, IL
9 mi away
Good Deal
Third-party certified

$38,494

Year:
2026
Make:
Jeep
Model:
Gladiator
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
285 hp 3.6L V6
Exterior color:
41
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
2,457
Stock #:
G65287
VIN:
1C6PJTAG6TL180586
41 2026 Jeep Gladiator Pickup Truck Four-Wheel Drive 8-Speed Automatic

 

2026 Jeep Gladiator

Willys '41 4dr Crew Cab 4WD

Gurnee, IL
39 mi away

New car

MSRP $55,695

$44,349

Year:
2026
Make:
Jeep
Model:
Gladiator
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
285 hp 3.6L V6
Exterior color:
Anvil Clearcoat
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
20
Stock #:
J6046
VIN:
1C6PJTAG4TL194051
Anvil Clearcoat 2026 Jeep Gladiator Pickup Truck Four-Wheel Drive 8-Speed Automatic

 

2026 Jeep Gladiator

Sahara Crew Cab 4WD

Naperville, IL
30 mi away

New car

MSRP $52,490

$42,238

Year:
2026
Make:
Jeep
Model:
Gladiator
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
285 hp 3.6L V6
Exterior color:
Black Clearcoat
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
13
Stock #:
E5554
VIN:
1C6PJTAG2TL168533
Black Clearcoat 2026 Jeep Gladiator Pickup Truck Four-Wheel Drive 8-Speed Automatic

 

2026 Jeep Gladiator

Sahara Crew Cab 4WD

Chesterton, IN
36 mi away

New car

MSRP $51,435

$41,126

CarGurus Analysis:

2026 Jeep Gladiator

  • With 32 currently listed for sale and an average price of $40,946, 46.9% of 2026 Jeep Gladiator listings on CarGurus are rated as good or great deals.

  • Favorably reviewed: CarGurus experts gave it a 5.8 / 10.

  • 87.5% of 2026 Jeep Gladiator listings on CarGurus are accident free.

Research summarized using AI

Year:
2026
Make:
Jeep
Model:
Gladiator
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
285 hp 3.6L V6
Exterior color:
Hydro Blue Pearlcoat
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
20
Stock #:
J12093
VIN:
1C6PJTAG9TL180646
Hydro Blue Pearlcoat 2026 Jeep Gladiator Pickup Truck Four-Wheel Drive 8-Speed Automatic

 

2026 Jeep Gladiator

Sahara Crew Cab 4WD

Arlington Heights, IL
26 mi away

New car

MSRP $51,040

$43,987

Year:
2026
Make:
Jeep
Model:
Gladiator
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
285 hp 3.6L V6
Exterior color:
41
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
17
Stock #:
J12164
VIN:
1C6PJTAG2TL190578
41 2026 Jeep Gladiator Pickup Truck Four-Wheel Drive 8-Speed Automatic

 

2026 Jeep Gladiator

Sahara Crew Cab 4WD

Arlington Heights, IL
26 mi away

New car

MSRP $52,355

$45,212

Year:
2026
Make:
Jeep
Model:
Gladiator
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
285 hp 3.6L V6
Exterior color:
White
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
10
Stock #:
F14657
VIN:
1C6PJTAG5TL175461
White 2026 Jeep Gladiator Pickup Truck Four-Wheel Drive Automatic

 

2026 Jeep Gladiator

Sport S Crew Cab 4WD

Streamwood, IL
31 mi away

New car

MSRP $49,655

$39,495

CarGurus Analysis: 2026 Jeep Gladiator

5.8
of 10
overall
Look and feel7/10
Technology7/10
Performance7/10
Safety4/10
Form & function5/10
Cost effectiveness5/10
Image Not Available

Summary

  • With 32 currently listed for sale and an average price of $40,946, 46.9% of 2026 Jeep Gladiator listings on CarGurus are rated as good or great deals.

  • Favorably reviewed: CarGurus experts gave it a 5.8 / 10.

  • 87.5% of 2026 Jeep Gladiator listings on CarGurus are accident free.

Why it stands out

The 2026 Jeep Gladiator stands out because it blends pickup-truck utility with Jeep’s open-air personality in a way few vehicles can match. It is built on a modified Jeep Wrangler JL platform, and that foundation gives it a reinforced frame, a longer wheelbase, and a dedicated five-foot bed. It also keeps the removable doors and roof that define the Gladiator’s appeal, along with the ability to fold down the windshield. For buyers who want a truck that feels more adventurous than conventional, that combination is the Gladiator’s biggest differentiator.

It is also aimed squarely at off-road-minded shoppers. The Gladiator carries Jeep’s Trail Rated badge, and the lineup includes hardware such as locking differentials, sway bar disconnects, and rock-crawling-focused models. Standard four-wheel drive is part of the package, and the Gladiator’s towing capacity of up to 7,700lbs with the Max Tow package makes it useful beyond trail duty. At the same time, the truck’s ride is described as stiffer than that of other midsize trucks, and its payload capacity is noted as slightly lower than some rivals, so its strengths are specialized rather than universal.

Inside, the Gladiator’s appeal is helped by modern infotainment and a broad range of trims and equipment. The system uses a 12.3-inch touchscreen running Jeep’s UConnect software, and the range includes features such as an off-road camera system on the top-end Mojave X and Rubicon X models. For 2026, Jeep also added a limited-edition, military-inspired Willys ’41 Buzz model. Overall, the 2026 Jeep Gladiator is distinctive because it offers genuine truck usefulness while preserving the kind of open-air, off-road character that makes it feel unlike most midsize pickups.

Other model years to consider

  • 2021 Jeep Gladiator
    • Average price: $28,887
    • Good/great deal percentage: 30.2%
    • User rating: 5 / 5
    • Total listings: 96
  • 2020 Jeep Gladiator
    • Average price: $28,178
    • Good/great deal percentage: 25%
    • User rating: 4.8 / 5
    • Total listings: 68
  • 2023 Jeep Gladiator
    • Average price: $34,586
    • Good/great deal percentage: 39.3%
    • User rating: 4.8 / 5
    • Total listings: 56

Similar models to consider

  • 2026 Ford Bronco
    • Average price: $51,617
    • Good/great deal percentage: 29.5%
    • Total listings: 78
  • 2026 Toyota Tacoma
    • Average price: $43,446
    • Good/great deal percentage: 33.8%
    • Total listings: 77
  • 2026 Chevrolet Colorado
    • Average price: $38,935
    • Good/great deal percentage: 45.9%
    • User rating: 5 / 5
    • Total listings: 37

This analysis is based on CarGurus' proprietary market data from November 9, 2026, CarGurus experts' opinions, and generative AI.

*CarGurus meticulously monitors the prices of millions of pre-owned vehicle listings, offering users precise and up-to-date market insights. Historical pricing data excludes any additional dealer fees as of May 3, 2026.

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