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Used 2023 Jeep Gladiator for Sale near Chicago, IL

289 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:
Gray (Granite Crystal Metallic Clearcoat)
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
33,592
Stock #:
P15907A
VIN:
1C6HJTAG7PL503926
Gray (Granite Crystal Metallic Clearcoat) 2023 Jeep Gladiator Pickup Truck Four-Wheel Drive 8-Speed Automatic
Advantage Chevrolet Bolingbrook

Sponsored by Advantage Chevrolet Bolingbrook

2023 Jeep Gladiator

Willys Crew Cab 4WD

33,592 mi

Bolingbrook, IL
27 mi away
Fair Deal
Third-party certified

$33,103

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:
White
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
24,816
Stock #:
29120270P
VIN:
1C6HJTAGXNL120270
White 2022 Jeep Gladiator Pickup Truck Four-Wheel Drive 8-Speed Automatic

Sponsored Listing

2022 Jeep Gladiator

Willys Crew Cab 4WD

24,816 mi

Valparaiso, IN
40 mi away
Fair Deal

$34,246

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:
22,821
Stock #:
H26181A
VIN:
1C6HJTAG9PL541075
Bright White Clearcoat 2023 Jeep Gladiator Pickup Truck Four-Wheel Drive 8-Speed Automatic
Price drop

-$1,067

Sponsored Listing

2023 Jeep Gladiator

Sport S Crew Cab 4WD

22,821 mi

Chicago, IL
3 mi away
Good Deal

$33,255

$32,188

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:
8-Speed Automatic
Mileage:
36,250
Stock #:
543662
VIN:
1C6JJTBG1PL543662
Black Clearcoat 2023 Jeep Gladiator Pickup Truck Four-Wheel Drive 8-Speed Automatic

 

2023 Jeep Gladiator

Rubicon Crew Cab 4WD

36,250 mi

Home delivery from Dyersville, IA
Free home delivery
Good Deal

$35,000

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:
35,654
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

35,654 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

 

2023 Jeep Gladiator

Willys Crew Cab 4WD

28,146 mi

Home delivery from Brighton, CO
Price includes $905 shipping
Fair Deal
Certified Pre-Owned

$33,494

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:
2022
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:
8-Speed Automatic
Mileage:
40,295
Stock #:
6705
VIN:
1C6HJTAG0NL146506
Sarge Green Clearcoat 2022 Jeep Gladiator Pickup Truck Four-Wheel Drive 8-Speed Automatic

Sponsored Listing

2022 Jeep Gladiator

Sport Crew Cab 4WD

40,295 mi

Kenosha, WI
49 mi away
Fair Deal
Manufacturer certified

$31,621

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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