Used Black Jeep Gladiator for Sale inChicago, IL

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278 vehicles found

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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:
Black Clearcoat
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
10,392
Stock #:
B26493A
VIN:
1C6PJTAG0SL522984
Black Clearcoat 2025 Jeep Gladiator Pickup Truck Four-Wheel Drive 8-Speed Automatic
Arlington Heights Buick GMC

Sponsored by Arlington Heights Buick GMC

2025 Jeep Gladiator

Sport S Crew Cab 4WD

10,392 mi

Arlington Heights, IL
26 mi away
Fair Deal

$36,388

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

Sponsored Listing

2026 Jeep Gladiator

Rubicon Crew Cab 4WD

14,491 mi

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

$38,994

Year:
2021
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:
69,870
Stock #:
P2457
VIN:
1C6HJTFG6ML602371
Black Clearcoat 2021 Jeep Gladiator Pickup Truck Four-Wheel Drive 8-Speed Automatic

Sponsored Listing

2021 Jeep Gladiator

Overland Crew Cab 4WD

69,870 mi

Cedar Lake, IN
35 mi away
Fair Deal

$28,247

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
Stock #:
J12206
VIN:
1C6PJTAG4TL155704
Black Clearcoat 2026 Jeep Gladiator Pickup Truck Four-Wheel Drive 8-Speed Automatic
Price drop

-$1,500

 

2026 Jeep Gladiator

Sport S Crew Cab 4WD

St Charles, IL
34 mi away

New car

MSRP $51,965

$37,111

$35,611

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 Clear-Coat Exterior Paint
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Mileage:
12
Stock #:
J25254
VIN:
1C6RJTEG7TL163153
Black Clear-Coat Exterior Paint 2026 Jeep Gladiator Pickup Truck Four-Wheel Drive

 

2026 Jeep Gladiator

Mojave Crew Cab 4WD

Shorewood, IL
40 mi away

New car

MSRP $56,980

$57,806

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:
Black Clearcoat
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
5
Stock #:
4J535817
VIN:
1C6PJTAG2SL535817
Black Clearcoat 2025 Jeep Gladiator Pickup Truck Four-Wheel Drive 8-Speed Automatic

 

2025 Jeep Gladiator

Sport S Crew Cab 4WD

Home delivery from Pompano Beach, FL
Free home delivery

New car

MSRP $52,935

$40,952

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 #:
D260537
VIN:
1C6RJTBG3TL178608
Black Clearcoat 2026 Jeep Gladiator Pickup Truck Four-Wheel Drive 8-Speed Automatic
Price drop

-$1,740

 

2026 Jeep Gladiator

Shadow Ops Crew Cab 4WD

Forest Park, IL
10 mi away

New car

MSRP $65,880

$49,759

$48,019

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
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
643
Stock #:
J26-382
VIN:
1C6PJTAG4TL190601
Black 2026 Jeep Gladiator Pickup Truck Four-Wheel Drive Automatic
Price drop

-$1,375

 

2026 Jeep Gladiator

Willys '41 4dr Crew Cab 4WD

Home delivery from Cincinnati, OH
Price includes $488 shipping

New car

MSRP $57,020

$45,567

$44,192

Year:
2021
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:
50,250
Stock #:
K49271A
VIN:
1C6JJTBG9ML502840
Black Clearcoat 2021 Jeep Gladiator Pickup Truck Four-Wheel Drive 8-Speed Automatic
Price drop

-$913

 

2021 Jeep Gladiator

Rubicon Crew Cab 4WD

50,250 mi

Antioch, IL
47 mi away
Great Deal

$30,189

$29,276

Year:
2023
Make:
Jeep
Model:
Gladiator
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
260 hp 3L V6 Diesel
Exterior color:
Black Clearcoat
Combined gas mileage:
25 MPG
Fuel type:
Diesel
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
13,595
Stock #:
E8489A
VIN:
1C6JJTAMXPL593712
Black Clearcoat 2023 Jeep Gladiator Pickup Truck Four-Wheel Drive 8-Speed Automatic
Price drop

-$1,413

 

2023 Jeep Gladiator

Sport S Crew Cab 4WD

13,595 mi

Skokie, IL
11 mi away
Good Deal

$34,000

$33,000

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:
9
Stock #:
J4225
VIN:
1C6PJTAG3TL195739
Black Clearcoat 2026 Jeep Gladiator Pickup Truck Four-Wheel Drive 8-Speed Automatic

 

2026 Jeep Gladiator

Sahara Crew Cab 4WD

Oak Lawn, IL
12 mi away

New car

MSRP $53,025

$46,212

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:
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

$38,994

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:
6
Stock #:
262911
VIN:
1C6RJTBG3TL192797
Black Clearcoat 2026 Jeep Gladiator Pickup Truck Four-Wheel Drive 8-Speed Automatic
Price drop

-$2,413

 

2026 Jeep Gladiator

Rubicon X Crew Cab 4WD

Skokie, IL
11 mi away

New car

MSRP $64,170

$53,972

$51,972

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
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
14
Stock #:
J3000
VIN:
1C6PJTAG9TL162695
Black 2026 Jeep Gladiator Pickup Truck Four-Wheel Drive Automatic

 

2026 Jeep Gladiator

Sport S Crew Cab 4WD

Home delivery from Dublin, GA
Price includes $1,047 shipping

New car

MSRP $51,025

$40,367

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:
5
Stock #:
J187727
VIN:
1C6RJTEG7TL187727
Black Clearcoat 2026 Jeep Gladiator Pickup Truck Four-Wheel Drive 8-Speed Automatic
Price drop

-$963

 

2026 Jeep Gladiator

Mojave Crew Cab 4WD

Home delivery from Plantation, FL
Free home delivery

New car

MSRP $57,925

$48,107

$47,144

Year:
2021
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:
50,250
Stock #:
K49271A
VIN:
1C6JJTBG9ML502840
Black Clearcoat 2021 Jeep Gladiator Pickup Truck Four-Wheel Drive 8-Speed Automatic
Price drop

-$913

Sponsored Listing

2021 Jeep Gladiator

Rubicon Crew Cab 4WD

50,250 mi

Antioch, IL
47 mi away
Great Deal

$30,189

$29,276

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:
Black Clearcoat
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
10,392
Stock #:
B26493A
VIN:
1C6PJTAG0SL522984
Black Clearcoat 2025 Jeep Gladiator Pickup Truck Four-Wheel Drive 8-Speed Automatic
Arlington Heights Buick GMC

Sponsored by Arlington Heights Buick GMC

2025 Jeep Gladiator

Sport S Crew Cab 4WD

10,392 mi

Arlington Heights, IL
26 mi away
Fair Deal

$36,388

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

Sponsored Listing

2026 Jeep Gladiator

Rubicon Crew Cab 4WD

14,491 mi

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

$38,994

Year:
2021
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:
69,870
Stock #:
P2457
VIN:
1C6HJTFG6ML602371
Black Clearcoat 2021 Jeep Gladiator Pickup Truck Four-Wheel Drive 8-Speed Automatic

Sponsored Listing

2021 Jeep Gladiator

Overland Crew Cab 4WD

69,870 mi

Cedar Lake, IN
35 mi away
Fair Deal

$28,247

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
Stock #:
J12206
VIN:
1C6PJTAG4TL155704
Black Clearcoat 2026 Jeep Gladiator Pickup Truck Four-Wheel Drive 8-Speed Automatic
Price drop

-$1,500

 

2026 Jeep Gladiator

Sport S Crew Cab 4WD

St Charles, IL
34 mi away

New car

MSRP $51,965

$37,111

$35,611

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 Clear-Coat Exterior Paint
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Mileage:
12
Stock #:
J25254
VIN:
1C6RJTEG7TL163153
Black Clear-Coat Exterior Paint 2026 Jeep Gladiator Pickup Truck Four-Wheel Drive

 

2026 Jeep Gladiator

Mojave Crew Cab 4WD

Shorewood, IL
40 mi away

New car

MSRP $56,980

$57,806

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:
Black Clearcoat
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
5
Stock #:
4J535817
VIN:
1C6PJTAG2SL535817
Black Clearcoat 2025 Jeep Gladiator Pickup Truck Four-Wheel Drive 8-Speed Automatic

 

2025 Jeep Gladiator

Sport S Crew Cab 4WD

Home delivery from Pompano Beach, FL
Free home delivery

New car

MSRP $52,935

$40,952

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 #:
D260537
VIN:
1C6RJTBG3TL178608
Black Clearcoat 2026 Jeep Gladiator Pickup Truck Four-Wheel Drive 8-Speed Automatic
Price drop

-$1,740

 

2026 Jeep Gladiator

Shadow Ops Crew Cab 4WD

Forest Park, IL
10 mi away

New car

MSRP $65,880

$49,759

$48,019

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
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
643
Stock #:
J26-382
VIN:
1C6PJTAG4TL190601
Black 2026 Jeep Gladiator Pickup Truck Four-Wheel Drive Automatic
Price drop

-$1,375

 

2026 Jeep Gladiator

Willys '41 4dr Crew Cab 4WD

Home delivery from Cincinnati, OH
Price includes $488 shipping

New car

MSRP $57,020

$45,567

$44,192

Year:
2021
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:
50,250
Stock #:
K49271A
VIN:
1C6JJTBG9ML502840
Black Clearcoat 2021 Jeep Gladiator Pickup Truck Four-Wheel Drive 8-Speed Automatic
Price drop

-$913

 

2021 Jeep Gladiator

Rubicon Crew Cab 4WD

50,250 mi

Antioch, IL
47 mi away
Great Deal

$30,189

$29,276

Year:
2023
Make:
Jeep
Model:
Gladiator
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
260 hp 3L V6 Diesel
Exterior color:
Black Clearcoat
Combined gas mileage:
25 MPG
Fuel type:
Diesel
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
13,595
Stock #:
E8489A
VIN:
1C6JJTAMXPL593712
Black Clearcoat 2023 Jeep Gladiator Pickup Truck Four-Wheel Drive 8-Speed Automatic
Price drop

-$1,413

 

2023 Jeep Gladiator

Sport S Crew Cab 4WD

13,595 mi

Skokie, IL
11 mi away
Good Deal

$34,000

$33,000

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:
9
Stock #:
J4225
VIN:
1C6PJTAG3TL195739
Black Clearcoat 2026 Jeep Gladiator Pickup Truck Four-Wheel Drive 8-Speed Automatic

 

2026 Jeep Gladiator

Sahara Crew Cab 4WD

Oak Lawn, IL
12 mi away

New car

MSRP $53,025

$46,212

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:
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

$38,994

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:
6
Stock #:
262911
VIN:
1C6RJTBG3TL192797
Black Clearcoat 2026 Jeep Gladiator Pickup Truck Four-Wheel Drive 8-Speed Automatic
Price drop

-$2,413

 

2026 Jeep Gladiator

Rubicon X Crew Cab 4WD

Skokie, IL
11 mi away

New car

MSRP $64,170

$53,972

$51,972

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
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
14
Stock #:
J3000
VIN:
1C6PJTAG9TL162695
Black 2026 Jeep Gladiator Pickup Truck Four-Wheel Drive Automatic

 

2026 Jeep Gladiator

Sport S Crew Cab 4WD

Home delivery from Dublin, GA
Price includes $1,047 shipping

New car

MSRP $51,025

$40,367

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:
5
Stock #:
J187727
VIN:
1C6RJTEG7TL187727
Black Clearcoat 2026 Jeep Gladiator Pickup Truck Four-Wheel Drive 8-Speed Automatic
Price drop

-$963

 

2026 Jeep Gladiator

Mojave Crew Cab 4WD

Home delivery from Plantation, FL
Free home delivery

New car

MSRP $57,925

$48,107

$47,144

Year:
2021
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:
50,250
Stock #:
K49271A
VIN:
1C6JJTBG9ML502840
Black Clearcoat 2021 Jeep Gladiator Pickup Truck Four-Wheel Drive 8-Speed Automatic
Price drop

-$913

Sponsored Listing

2021 Jeep Gladiator

Rubicon Crew Cab 4WD

50,250 mi

Antioch, IL
47 mi away
Great Deal

$30,189

$29,276

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