Best Pickup Trucks For Sale in Chicago, IL

2021 RAM 1500

Laramie Crew Cab 4WD

80,400 miles

$30,777

Good Deal

Antioch, IL

48 mi away

Year:: 2021
Make:: RAM
Model:: 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 395 hp 5.7L V8
Exterior color:: Patriot Blue Pearlcoat
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 80,400
Stock number:: 21066U
VIN:: 1C6SRFJT8MN780100

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2021 RAM 1500

Big Horn Crew Cab 4WD

73,109 miles

$30,466

Fair Deal

Certified Pre-Owned

Lansing, IL

22 mi away

Year:: 2021
Make:: RAM
Model:: 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 395 hp 5.7L V8
Exterior color:: Billet Silver Metallic Clearcoat
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 73,109
Stock number:: E8968
VIN:: 1C6SRFFT3MN520681

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2023 Chevrolet Silverado 1500

LT Crew Cab 4WD

86,035 miles

$32,180

Fair Deal

Kenosha, WI

50 mi away

Year:: 2023
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 355 hp 5.3L V8
Exterior color:: Gray
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 86,035
Stock number:: P4686
VIN:: 2GCUDDED5P1123056

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2021 Ford F-150

XL RWD

119,890 miles

$15,995

Great Deal

Palos Hills, IL

16 mi away

Year:: 2021
Make:: Ford
Model:: F-150
Body type:: Pickup Truck
Doors:: 2 doors
Drivetrain:: 4X2
Engine:: 3.3L V6 Flex Fuel Vehicle
Exterior color:: Oxford White
Combined gas mileage:: 22 MPG
Fuel type:: Flex Fuel Vehicle
Interior color:: Black Medium Dark Slate
Transmission:: Automatic
Mileage:: 119,890
Stock number:: S32697
VIN:: 1FTMF1CB3MKE83996

2021 GMC Sierra 1500

SLT Crew Cab 4WD

107,161 miles

$28,675

Great Deal

Willowbrook, IL

19 mi away

Year:: 2021
Make:: GMC
Model:: Sierra 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 277 hp 3L I6 Diesel
Exterior color:: Gray (Satin Steel Metallic)
Combined gas mileage:: 24 MPG
Fuel type:: Diesel
Interior color:: Jet Black
Transmission:: Automatic
Mileage:: 107,161
Stock number:: ST70256A
VIN:: 3GTU9DET3MG146296

2022 Chevrolet Colorado

LT Crew Cab 4WD

46,894 miles

$26,988

Good Deal

Wilmington, IL

48 mi away

Year:: 2022
Make:: Chevrolet
Model:: Colorado
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 308 hp 3.6L V6
Exterior color:: Gray
Fuel type:: Gasoline
Mileage:: 46,894
Stock number:: D26016A
VIN:: 1GCGTCEN1N1115591

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2023 RAM 1500

Classic SLT Crew Cab 4WD

57,980 miles

$25,008

Great Deal

Skokie, IL

11 mi away

Year:: 2023
Make:: RAM
Model:: 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 305 hp 3.6L V6
Exterior color:: Bright White Clearcoat
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Diesel Gray/Black
Transmission:: 8-Speed Automatic
Mileage:: 57,980
Stock number:: C3874
VIN:: 1C6RR7LG2PS516901

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2022 RAM 1500

Rebel Crew Cab 4WD

54,764 miles

$36,995

Good Deal

North Aurora, IL

39 mi away

Year:: 2022
Make:: RAM
Model:: 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 395 hp 5.7L V8
Exterior color:: Billet Silver Metallic Clearcoat
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Red/Black
Transmission:: 8-Speed Automatic
Mileage:: 54,764
Stock number:: T6458
VIN:: 1C6SRFLT5NN309780

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2023 Ford F-150

XL SuperCrew 4WD

13,572 miles

$33,999

Great Deal

Naperville, IL

30 mi away

Year:: 2023
Make:: Ford
Model:: F-150
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 325 hp 2.7L V6
Exterior color:: Oxford White
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 13,572
Stock number:: FRAV592
VIN:: 1FTEW1EP9PFD20053

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2021 Ford F-150

XL SuperCab 4WD

62,326 miles

$25,995

Fair Deal

Certified Pre-Owned

Frankfort, IL

28 mi away

Year:: 2021
Make:: Ford
Model:: F-150
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 325 hp 2.7L V6
Exterior color:: Silver
Combined gas mileage:: 21 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 62,326
Stock number:: 48658
VIN:: 1FTEX1EP6MFA67394

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2021 Ford F-150

XL SuperCrew 4WD

64,352 miles

$28,595

Good Deal

Melrose Park, IL

12 mi away

Year:: 2021
Make:: Ford
Model:: F-150
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 400 hp 3.5L V6
Exterior color:: Silver
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 64,352
Stock number:: P24049
VIN:: 1FTFW1E88MFC01483

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2021 Jeep Gladiator

Mojave Crew Cab 4WD

64,723 miles

$29,741

Great Deal

Forest Park, IL

10 mi away

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:: Sting-Gray Clearcoat
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 64,723
Stock number:: X6001
VIN:: 1C6JJTEG6ML583632

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2022 RAM 1500

Classic SLT Crew Cab 4WD

72,985 miles

$21,799

Great Deal

Chicago, IL

9 mi away

Year:: 2022
Make:: RAM
Model:: 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 305 hp 3.6L V6
Exterior color:: Gray (Granite Crystal Metallic Clearcoat)
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Diesel Gray/Black
Transmission:: 8-Speed Automatic
Mileage:: 72,985
Stock number:: HPS12008
VIN:: 1C6RR7LG3NS209976

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2021 RAM 1500

Limited Crew Cab 4WD

111,584 miles

$27,900

Great Deal

Certified Pre-Owned

Skokie, IL

11 mi away

Year:: 2021
Make:: RAM
Model:: 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 395 hp 5.7L V8
Exterior color:: Ivory White Tri-Coat Pearlcoat
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 111,584
Stock number:: 262602A
VIN:: 1C6SRFHT7MN622028

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2021 RAM 1500

Big Horn Crew Cab 4WD

52,477 miles

$29,873

Good Deal

Waukegan, IL

35 mi away

Year:: 2021
Make:: RAM
Model:: 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 395 hp 5.7L V8
Exterior color:: Billet Silver Metallic Clearcoat
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 52,477
Stock number:: T8500
VIN:: 1C6SRFFT5MN783030

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2022 Chevrolet Colorado

LT Extended Cab RWD

27,387 miles

$21,000

Fair Deal

Schaumburg, IL

25 mi away

Year:: 2022
Make:: Chevrolet
Model:: Colorado
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: 4X2
Engine:: 200 hp 2.5L I4
Exterior color:: Black
Combined gas mileage:: 22 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: 6-Speed Automatic
Mileage:: 27,387
Stock number:: P1626
VIN:: 1GCHSCEA0N1213810

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2021 RAM 1500

Big Horn Crew Cab 4WD

97,696 miles

$24,999

Great Deal

Grayslake, IL

38 mi away

Year:: 2021
Make:: RAM
Model:: 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 395 hp 5.7L V8
Exterior color:: Gray (Granite Crystal Metallic Clearcoat)
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 97,696
Stock number:: G2443A
VIN:: 1C6SRFFT2MN523264

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2023 Chevrolet Silverado 1500

Custom Crew Cab 4WD

27,957 miles

$33,270

Good Deal

Schaumburg, IL

25 mi away

Year:: 2023
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 310 hp 2.7L I4
Exterior color:: Glacier Blue Metallic
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: 8-Speed Automatic
Mileage:: 27,957
Stock number:: P1659
VIN:: 1GCPDBEK0PZ163875

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2021 RAM 1500

Big Horn Crew Cab 4WD

90,526 miles

$25,831

Good Deal

Crystal Lake, IL

43 mi away

Year:: 2021
Make:: RAM
Model:: 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 395 hp 5.7L V8
Exterior color:: Bright White Clearcoat
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 90,526
Stock number:: P1239A
VIN:: 1C6SRFMT4MN783359

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2021 RAM 1500

Classic SLT Crew Cab 4WD

109,125 miles

$17,995

Good Deal

Crystal Lake, IL

43 mi away

Year:: 2021
Make:: RAM
Model:: 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 305 hp 3.6L V6
Exterior color:: Flame Red Clearcoat
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Transmission:: 8-Speed Automatic
Mileage:: 109,125
Stock number:: D1055A
VIN:: 1C6RR7LG6MS542896

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2022 Chevrolet Silverado 1500

High Country Crew Cab 4WD

44,896 miles

$40,995

Good Deal

Certified Pre-Owned

Lansing, IL

22 mi away

Year:: 2022
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 355 hp 5.3L V8
Exterior color:: White (Iridescent Pearl Tricoat)
Combined gas mileage:: 17 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: Automatic
Mileage:: 44,896
Stock number:: E8958
VIN:: 3GCUYHED2NG184574

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2022 RAM 1500

Big Horn Crew Cab 4WD

52,923 miles

$31,356

Fair Deal

Downers Grove, IL

22 mi away

Year:: 2022
Make:: RAM
Model:: 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 305 hp 3.6L V6
Exterior color:: Diamond Black Crystal Pearlcoat
Combined gas mileage:: 21 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 52,923
Stock number:: D13952
VIN:: 1C6RRFFG3NN400978

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2021 Ford F-150

XL SuperCab 4WD

79,137 miles

$21,875

Great Deal

Arlington Heights, IL

26 mi away

Year:: 2021
Make:: Ford
Model:: F-150
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 3.3L V6 Flex Fuel Vehicle
Exterior color:: Oxford White
Combined gas mileage:: 20 MPG
Fuel type:: Flex Fuel Vehicle
Interior color:: Black
Transmission:: Automatic
Mileage:: 79,137
Stock number:: BP3577
VIN:: 1FTEX1EB7MFD09503

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2021 Chevrolet Silverado 1500

LT Crew Cab 4WD

47,624 miles

$29,000

Good Deal

Chicago, IL

9 mi away

Year:: 2021
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 310 hp 2.7L I4
Exterior color:: Northsky Blue Metallic
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 47,624
Stock number:: P17326
VIN:: 3GCPYJEK1MG355087

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