Pickup Trucks for Sale inChicago, IL

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Year:
2024
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
355 hp 5.3L V8
Exterior color:
Summit White
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
45,157
Stock #:
P21067
VIN:
2GCUDEED8R1184247
Summit White 2024 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic
Advantage Chevrolet Hodgkins

Sponsored by Advantage Chevrolet Hodgkins

2024 Chevrolet Silverado 1500

RST Crew Cab 4WD

45,157 mi

Hodgkins, IL
14 mi away
Good Deal
Manufacturer certified

$39,118

Year:
2015
Make:
Ford
Model:
F-350 Super Duty Chassis
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
4X2
Engine:
385 hp 6.2L V8 Flex Fuel Vehicle
Exterior color:
White
Fuel type:
Flex Fuel Vehicle
Interior color:
Gray
Transmission:
6-Speed Automatic
Mileage:
19,474
Stock #:
4815
VIN:
1FDRF3G67FED30792
White 2015 Ford F-350 Super Duty Chassis Pickup Truck 4X2 6-Speed Automatic

Sponsored Listing

2015 Ford F-350 Super Duty Chassis

XL DRW RWD

19,474 mi

Chicago, IL
7 mi away
Good Deal

$25,408

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:
Reign
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
10
Stock #:
J1137
VIN:
1C6RJTEG0TL156979
Reign 2026 Jeep Gladiator Pickup Truck Four-Wheel Drive 8-Speed Automatic
Price drop

-$10,731

 

2026 Jeep Gladiator

Mojave X Crew Cab 4WD

Crystal Lake, IL
43 mi away

New car

MSRP $66,955

$58,172

$47,441

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:
Joose
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
5,626
Stock #:
J1094
VIN:
1C6PJTAG8SL536261
Joose 2025 Jeep Gladiator Pickup Truck Four-Wheel Drive 8-Speed Automatic
Price drop

-$5,965

 

2025 Jeep Gladiator

Sport S Crew Cab 4WD

Crystal Lake, IL
43 mi away

New car

MSRP $56,400

$47,353

$41,388

Year:
2026
Make:
GMC
Model:
Sierra 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
355 hp 5.3L V8
Exterior color:
Summit White
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
2,235
Stock #:
LB26398
VIN:
3GTUUCEDXTG226016
Summit White 2026 GMC Sierra 1500 Pickup Truck Four-Wheel Drive Automatic

 

2026 GMC Sierra 1500

Elevation Crew Cab 4WD

North Riverside, IL
10 mi away

New car

MSRP $61,580

$51,858

Year:
2025
Make:
RAM
Model:
1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
3L I6
Exterior color:
Billet Silver Metallic
Combined gas mileage:
20 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
4,269
Stock #:
D1025
VIN:
1C6SRFGP8SN754166
Billet Silver Metallic 2025 RAM 1500 Pickup Truck Four-Wheel Drive 8-Speed Automatic
Price drop

-$5,167

 

2025 RAM 1500

Tradesman Crew Cab 4WD

Crystal Lake, IL
43 mi away

New car

MSRP $58,235

$45,148

$39,981

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:
Joose
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
3,000
Stock #:
J1059
VIN:
1C6RJTBG5SL537746
Joose 2025 Jeep Gladiator Pickup Truck Four-Wheel Drive 8-Speed Automatic
Price drop

-$6,738

 

2025 Jeep Gladiator

Rubicon Crew Cab 4WD

Crystal Lake, IL
43 mi away

New car

MSRP $66,070

$54,073

$47,335

Year:
2026
Make:
RAM
Model:
3500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
6.7L I6 Diesel
Exterior color:
Bright White Clearcoat
Fuel type:
Diesel
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
37
Stock #:
262654
VIN:
3C63RRJL1TG289249
Bright White Clearcoat 2026 RAM 3500 Pickup Truck Four-Wheel Drive 8-Speed Automatic

 

2026 RAM 3500

Laramie Crew Cab LB DRW 4WD

Peotone, IL
39 mi away

New car

MSRP $95,075

$77,650

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:
Joose
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
1,981
Stock #:
J1058
VIN:
1C6RJTBG7SL537747
Joose 2025 Jeep Gladiator Pickup Truck Four-Wheel Drive 8-Speed Automatic
Price drop

-$6,738

 

2025 Jeep Gladiator

Rubicon Crew Cab 4WD

Crystal Lake, IL
43 mi away

New car

MSRP $66,070

$54,073

$47,335

Year:
2026
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
310 hp 2.7L I4
Exterior color:
Gray
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
200
Stock #:
GM6693
VIN:
1GCPKKEK5TZ403440
Gray 2026 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

 

2026 Chevrolet Silverado 1500

LT Crew Cab 4WD

Niles, IL
16 mi away

New car

MSRP $54,595

$44,213

Year:
2026
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
310 hp 2.7L I4
Exterior color:
Red
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
10
Stock #:
GM6701
VIN:
1GCPKKEK0TZ405466
Red 2026 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

 

2026 Chevrolet Silverado 1500

LT Crew Cab 4WD

Niles, IL
16 mi away

New car

MSRP $54,595

$44,213

Year:
2026
Make:
GMC
Model:
Sierra 3500HD
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
470 hp 6.6L V8 Biodiesel
Exterior color:
Coastal Dune
Fuel type:
Biodiesel
Interior color:
Black
Transmission:
Automatic
Mileage:
5
Stock #:
G1006
VIN:
1GT4USEY5TF314020
Coastal Dune 2026 GMC Sierra 3500HD Pickup Truck Four-Wheel Drive Automatic
Price drop

-$2,000

 

2026 GMC Sierra 3500HD

Pro Crew Cab 4WD

Valparaiso, IN
40 mi away

New car

MSRP $75,064

$62,818

$60,818

Year:
2016
Make:
Ford
Model:
F-150
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
325 hp 2.7L V6
Exterior color:
Shadow Black
Combined gas mileage:
20 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
6-Speed Automatic
Mileage:
135,988
Stock #:
K7713
VIN:
1FTEW1EPXGFB76299
Shadow Black 2016 Ford F-150 Pickup Truck Four-Wheel Drive 6-Speed Automatic
New arrival

Sponsored Listing

2016 Ford F-150

Lariat SuperCrew 4WD

135,988 mi

Naperville, IL
30 mi away
Fair Deal

$19,013

Year:
2024
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
355 hp 5.3L V8
Exterior color:
Summit White
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
45,157
Stock #:
P21067
VIN:
2GCUDEED8R1184247
Summit White 2024 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic
Advantage Chevrolet Hodgkins

Sponsored by Advantage Chevrolet Hodgkins

2024 Chevrolet Silverado 1500

RST Crew Cab 4WD

45,157 mi

Hodgkins, IL
14 mi away
Good Deal
Manufacturer certified

$39,118

Year:
2015
Make:
Ford
Model:
F-350 Super Duty Chassis
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
4X2
Engine:
385 hp 6.2L V8 Flex Fuel Vehicle
Exterior color:
White
Fuel type:
Flex Fuel Vehicle
Interior color:
Gray
Transmission:
6-Speed Automatic
Mileage:
19,474
Stock #:
4815
VIN:
1FDRF3G67FED30792
White 2015 Ford F-350 Super Duty Chassis Pickup Truck 4X2 6-Speed Automatic

Sponsored Listing

2015 Ford F-350 Super Duty Chassis

XL DRW RWD

19,474 mi

Chicago, IL
7 mi away
Good Deal

$25,408

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:
Reign
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
10
Stock #:
J1137
VIN:
1C6RJTEG0TL156979
Reign 2026 Jeep Gladiator Pickup Truck Four-Wheel Drive 8-Speed Automatic
Price drop

-$10,731

 

2026 Jeep Gladiator

Mojave X Crew Cab 4WD

Crystal Lake, IL
43 mi away

New car

MSRP $66,955

$58,172

$47,441

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:
Joose
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
5,626
Stock #:
J1094
VIN:
1C6PJTAG8SL536261
Joose 2025 Jeep Gladiator Pickup Truck Four-Wheel Drive 8-Speed Automatic
Price drop

-$5,965

 

2025 Jeep Gladiator

Sport S Crew Cab 4WD

Crystal Lake, IL
43 mi away

New car

MSRP $56,400

$47,353

$41,388

Year:
2026
Make:
GMC
Model:
Sierra 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
355 hp 5.3L V8
Exterior color:
Summit White
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
2,235
Stock #:
LB26398
VIN:
3GTUUCEDXTG226016
Summit White 2026 GMC Sierra 1500 Pickup Truck Four-Wheel Drive Automatic

 

2026 GMC Sierra 1500

Elevation Crew Cab 4WD

North Riverside, IL
10 mi away

New car

MSRP $61,580

$51,858

Year:
2025
Make:
RAM
Model:
1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
3L I6
Exterior color:
Billet Silver Metallic
Combined gas mileage:
20 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
4,269
Stock #:
D1025
VIN:
1C6SRFGP8SN754166
Billet Silver Metallic 2025 RAM 1500 Pickup Truck Four-Wheel Drive 8-Speed Automatic
Price drop

-$5,167

 

2025 RAM 1500

Tradesman Crew Cab 4WD

Crystal Lake, IL
43 mi away

New car

MSRP $58,235

$45,148

$39,981

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:
Joose
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
3,000
Stock #:
J1059
VIN:
1C6RJTBG5SL537746
Joose 2025 Jeep Gladiator Pickup Truck Four-Wheel Drive 8-Speed Automatic
Price drop

-$6,738

 

2025 Jeep Gladiator

Rubicon Crew Cab 4WD

Crystal Lake, IL
43 mi away

New car

MSRP $66,070

$54,073

$47,335

Year:
2026
Make:
RAM
Model:
3500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
6.7L I6 Diesel
Exterior color:
Bright White Clearcoat
Fuel type:
Diesel
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
37
Stock #:
262654
VIN:
3C63RRJL1TG289249
Bright White Clearcoat 2026 RAM 3500 Pickup Truck Four-Wheel Drive 8-Speed Automatic

 

2026 RAM 3500

Laramie Crew Cab LB DRW 4WD

Peotone, IL
39 mi away

New car

MSRP $95,075

$77,650

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:
Joose
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
1,981
Stock #:
J1058
VIN:
1C6RJTBG7SL537747
Joose 2025 Jeep Gladiator Pickup Truck Four-Wheel Drive 8-Speed Automatic
Price drop

-$6,738

 

2025 Jeep Gladiator

Rubicon Crew Cab 4WD

Crystal Lake, IL
43 mi away

New car

MSRP $66,070

$54,073

$47,335

Year:
2026
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
310 hp 2.7L I4
Exterior color:
Gray
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
200
Stock #:
GM6693
VIN:
1GCPKKEK5TZ403440
Gray 2026 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

 

2026 Chevrolet Silverado 1500

LT Crew Cab 4WD

Niles, IL
16 mi away

New car

MSRP $54,595

$44,213

Year:
2026
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
310 hp 2.7L I4
Exterior color:
Red
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
10
Stock #:
GM6701
VIN:
1GCPKKEK0TZ405466
Red 2026 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

 

2026 Chevrolet Silverado 1500

LT Crew Cab 4WD

Niles, IL
16 mi away

New car

MSRP $54,595

$44,213

Year:
2026
Make:
GMC
Model:
Sierra 3500HD
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
470 hp 6.6L V8 Biodiesel
Exterior color:
Coastal Dune
Fuel type:
Biodiesel
Interior color:
Black
Transmission:
Automatic
Mileage:
5
Stock #:
G1006
VIN:
1GT4USEY5TF314020
Coastal Dune 2026 GMC Sierra 3500HD Pickup Truck Four-Wheel Drive Automatic
Price drop

-$2,000

 

2026 GMC Sierra 3500HD

Pro Crew Cab 4WD

Valparaiso, IN
40 mi away

New car

MSRP $75,064

$62,818

$60,818

Year:
2016
Make:
Ford
Model:
F-150
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
325 hp 2.7L V6
Exterior color:
Shadow Black
Combined gas mileage:
20 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
6-Speed Automatic
Mileage:
135,988
Stock #:
K7713
VIN:
1FTEW1EPXGFB76299
Shadow Black 2016 Ford F-150 Pickup Truck Four-Wheel Drive 6-Speed Automatic
New arrival

Sponsored Listing

2016 Ford F-150

Lariat SuperCrew 4WD

135,988 mi

Naperville, IL
30 mi away
Fair Deal

$19,013

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