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Used 2023 Jeep Gladiator for Sale near Chicago, IL

288 results

Year:
2023
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:
6-Speed Manual
Mileage:
25,838
Stock #:
6711
VIN:
1C6JJTBG5PL521714
Black Clearcoat 2023 Jeep Gladiator Pickup Truck Four-Wheel Drive 6-Speed Manual
Palmen Kia of Kenosha

Sponsored by Palmen Kia of Kenosha

2023 Jeep Gladiator

Rubicon Crew Cab 4WD

25,838 mi

Kenosha, WI
49 mi away
Good Deal

$38,283

Year:
2023
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
Interior color:
Black
Transmission:
Automatic
Mileage:
40,353
Stock #:
68170A
VIN:
1C6JJTEG8PL504627
White 2023 Jeep Gladiator Pickup Truck Four-Wheel Drive Automatic

Sponsored Listing

2023 Jeep Gladiator

Mojave Crew Cab 4WD

40,353 mi

Streamwood, IL
32 mi away
Good Deal

$35,358

Year:
2023
Make:
Jeep
Model:
Gladiator
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
285 hp 3.6L V6
Exterior color:
Bright White Clearcoat
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
35,680
Stock #:
V12059A
VIN:
1C6HJTAG3PL547793
Bright White Clearcoat 2023 Jeep Gladiator Pickup Truck Four-Wheel Drive 8-Speed Automatic
Price drop

-$1,000

 

2023 Jeep Gladiator

Sport S Crew Cab 4WD

35,680 mi

St Charles, IL
33 mi away
Good Deal

$32,391

$31,391

Year:
2023
Make:
Jeep
Model:
Gladiator
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
285 hp 3.6L V6
Exterior color:
Sarge Green Clearcoat
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
6-Speed Manual
Mileage:
28,146
Stock #:
16379P
VIN:
1C6HJTAG1PL520947
Sarge Green Clearcoat 2023 Jeep Gladiator Pickup Truck Four-Wheel Drive 6-Speed Manual
Price drop

-$806

 

2023 Jeep Gladiator

Willys Crew Cab 4WD

28,146 mi

Home delivery from Brighton, CO
Price includes $905 shipping
Good Deal

$33,494

$32,688

CarGurus Analysis:

2023 Jeep Gladiator

4.8

  • With 298 currently listed for sale near Chicago, IL and an average price of $34,801.00, 28.5% of 2023 Jeep Gladiators for sale on CarGurus are rated as good or great deals.

  • Favorably reviewed: Owners rated the 2023 Jeep Gladiator 4.82 / 5 stars.

  • 100.0% of 2023 Gladiator models on CarGurus are accident free.

  • The 2023 Jeep Gladiator enhances its appeal with a combination of rugged off-road capabilities, a removable top, and a maximum payload capacity of 1,710 pounds.

Research summarized using AI

 

Year:
2024
Make:
Jeep
Model:
Gladiator
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
285 hp 3.6L V6
Exterior color:
Tuscadero Pearlcoat
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
10,360
Stock #:
P1359
VIN:
1C6JJTBG5RL130727
Tuscadero Pearlcoat 2024 Jeep Gladiator Pickup Truck Four-Wheel Drive 8-Speed Automatic

 

2024 Jeep Gladiator

Rubicon X Crew Cab 4WD

10,360 mi

Home delivery from Monticello, IN
Free home delivery
Good Deal

$44,999

Year:
2022
Make:
Jeep
Model:
Gladiator
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
285 hp 3.6L V6
Exterior color:
Red
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Transmission:
6-Speed Manual
Mileage:
64,563
Stock #:
10913
VIN:
1C6HJTAG1NL110341
Red 2022 Jeep Gladiator Pickup Truck Four-Wheel Drive 6-Speed Manual

 

2022 Jeep Gladiator

Sport Crew Cab 4WD

64,563 mi

Berwyn, IL
9 mi away
Good Deal

$26,100

Year:
2024
Make:
Jeep
Model:
Gladiator
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
285 hp 3.6L V6
Exterior color:
Gray
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
14,761
Stock #:
6533
VIN:
1C6HJTAG2RL124321
Gray 2024 Jeep Gladiator Pickup Truck Four-Wheel Drive 8-Speed Automatic

 

2024 Jeep Gladiator

Willys Crew Cab 4WD

14,761 mi

Home delivery from Lees Summit, MO
Price includes $616 shipping
Fair Deal

$37,606

Year:
2023
Make:
Jeep
Model:
Gladiator
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
285 hp 3.6L V6
Exterior color:
Gray
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
31,724
Stock #:
3717
VIN:
1C6HJTFG7PL560944
Gray 2023 Jeep Gladiator Pickup Truck Four-Wheel Drive 8-Speed Automatic
New arrival

Sponsored Listing

2023 Jeep Gladiator

Overland Crew Cab 4WD

31,724 mi

Chicago, IL
7 mi away
Good Deal

$30,995

Page 1 of 14

CarGurus Analysis: 2023 Jeep Gladiator

6.5
of 10
overall
Look and feel7/10
Technology8/10
Performance8/10
Safety4/10
Form & function8/10
Cost effectiveness4/10
Image Not Available

Summary

  • With 298 currently listed for sale near Chicago, IL and an average price of $34,801.00, 28.5% of 2023 Jeep Gladiators for sale on CarGurus are rated as good or great deals.

  • Favorably reviewed: Owners rated the 2023 Jeep Gladiator 4.82 / 5 stars.

  • 100.0% of 2023 Gladiator models on CarGurus are accident free.

  • The 2023 Jeep Gladiator enhances its appeal with a combination of rugged off-road capabilities, a removable top, and a maximum payload capacity of 1,710 pounds.

Why it stands out

The 2023 Jeep Gladiator distinguishes itself as a unique blend of a traditional pickup truck and iconic Jeep features, boasting attributes such as removable doors and a convertible top. It provides an unrivaled experience for off-road enthusiasts, offering an impressive maximum towing capacity of up to 7,700 pounds depending on the configuration. Key improvements this year include the introduction of a Gladiator Freedom Edition, which honors military service and comes equipped with special features. The Gladiator's interior mirrors the Wrangler's utilitarian yet comfortable design, featuring robust materials that are well-suited for outdoor adventures. While its high price point and noise levels might deter some buyers, its exceptional performance and versatility are compelling reasons to consider this model for those seeking adventure both on and off the road.

Other model years to consider

  • 2021 Jeep Gladiator

    • Average price: $30,978.00
    • Good/great deal percentage: 24.8%
    • User rating: 5 / 5
    • Total listings: 435
  • 2020 Jeep Gladiator

    • Average price: $28,314.00
    • Good/great deal percentage: 22.5%
    • User rating: 4.83 / 5
    • Total listings: 315
  • 2022 Jeep Gladiator

    • Average price: $33,518.00
    • Good/great deal percentage: 26.4%
    • User rating: 4.2 / 5
    • Total listings: 406

This analysis is based on CarGurus' proprietary market data from June 16, 2026, CarGurus experts' opinions, and generative AI.

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