Best Pickup Trucks For Sale in Chicago, IL

2022 RAM 1500

Big Horn Crew Cab 4WD

57,012 miles

$32,500

Fair Deal

Oak Lawn, IL

13 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:: Diamond Black Crystal Pearlcoat
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 57,012
Stock number:: PSW4632
VIN:: 1C6SRFFT9NN458074

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2023 Ford F-150

XLT SuperCrew 4WD

60,005 miles

$34,888

Fair Deal

Huntley, IL

45 mi away

Year:: 2023
Make:: Ford
Model:: F-150
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 420 hp 3.5L V6 Hybrid
Exterior color:: Oxford White
Combined gas mileage:: 23 MPG
Fuel type:: Hybrid
Interior color:: Black
Transmission:: Automatic
Mileage:: 60,005
Stock number:: V3201
VIN:: 1FTFW1EDXPFB39649

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2022 Jeep Gladiator

Rubicon Crew Cab 4WD

42,115 miles

$32,977

Good Deal

Oak Lawn, IL

12 mi away

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:: Silver Zynith Clearcoat
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 42,115
Stock number:: P4980
VIN:: 1C6JJTBG1NL163783

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2022 Chevrolet Silverado 1500

Custom Crew Cab 4WD

34,755 miles

$28,989

Great Deal

Joliet, IL

36 mi away

Year:: 2022
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:: 18 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: 8-Speed Automatic
Mileage:: 34,755
Stock number:: GX5207
VIN:: 1GCPDBEK4NZ544321

2022 Ford Maverick

XLT SuperCrew AWD

76,527 miles

$20,300

Great Deal

Certified Pre-Owned

Joliet, IL

36 mi away

Year:: 2022
Make:: Ford
Model:: Maverick
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: All-Wheel Drive
Engine:: 250 hp 2L I4
Exterior color:: Area 51
Combined gas mileage:: 25 MPG
Fuel type:: Gasoline
Interior color:: Blue (Navy Pier/Medium Slate)
Transmission:: 8-Speed Automatic
Mileage:: 76,527
Stock number:: 250346A
VIN:: 3FTTW8F96NRA26979

2021 Ford F-150

XL SuperCrew 4WD

102,657 miles

$20,995

Great Deal

Palos Hills, IL

16 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:: Agate Black Metallic
Combined gas mileage:: 21 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 102,657
Stock number:: s32597
VIN:: 1FTEW1EP5MFD02130

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2023 Toyota Tacoma

TRD Sport Double Cab 4WD

23,777 miles

$36,799

Good Deal

Valparaiso, IN

40 mi away

Year:: 2023
Make:: Toyota
Model:: Tacoma
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 278 hp 3.5L V6
Exterior color:: Magnetic Gray Metallic
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Cement
Transmission:: 6-Speed Automatic
Mileage:: 23,777
Stock number:: F0962
VIN:: 3TYCZ5AN8PT174162

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2022 Chevrolet Colorado

Work Truck Crew Cab 4WD

25,728 miles

$25,799

Great Deal

Certified Pre-Owned

Lansing, IL

22 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:: Black
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Jet Black/Dark Ash
Transmission:: 8-Speed Automatic
Mileage:: 25,728
Stock number:: E8793
VIN:: 1GCGTBEN1N1239872

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2021 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

83,257 miles

$30,588

Great Deal

Tinley Park, IL

22 mi away

Year:: 2021
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 355 hp 5.3L V8
Exterior color:: Black
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Jet Black Cloth Seat Trim
Transmission:: Automatic
Mileage:: 83,257
Stock number:: 14784
VIN:: 1GCPYFED0MZ352325

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2021 RAM 1500

Big Horn Quad Cab RWD

65,708 miles

$21,995

Good Deal

Certified Pre-Owned

Frankfort, IL

28 mi away

Year:: 2021
Make:: RAM
Model:: 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: 4X2
Engine:: 305 hp 3.6L V6
Exterior color:: Gray (Maximum Steel Metallic Clearcoat)
Combined gas mileage:: 22 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 65,708
Stock number:: 48533
VIN:: 1C6RREBG6MN584733

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2021 RAM 1500

Laramie Crew Cab 4WD

66,829 miles

$33,500

Fair Deal

Matteson, IL

27 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:: Flame Red Clearcoat
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 66,829
Stock number:: G250152A
VIN:: 1C6SRFJT0MN598018

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2022 Jeep Gladiator

Willys Crew Cab 4WD

52,870 miles

$24,449

Great Deal

Elgin, IL

37 mi away

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:: Silver Zynith Clearcoat
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 52,870
Stock number:: P2827
VIN:: 1C6HJTAG5NL138689

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2022 RAM 1500

Classic SLT Crew Cab 4WD

17,022 miles

$28,930

Good Deal

Certified Pre-Owned

Melrose Park, IL

12 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
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Gray (Diesel Grey/Black)
Transmission:: 8-Speed Automatic
Mileage:: 17,022
Stock number:: P23921
VIN:: 1C6RR7LT5NS241101

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2021 Jeep Gladiator

Willys Crew Cab 4WD

47,521 miles

$26,980

Fair Deal

Certified Pre-Owned

Tinley Park, IL

22 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:: Snazzberry Pearlcoat
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 47,521
Stock number:: T6437A
VIN:: 1C6HJTAG3ML577176

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2022 Chevrolet Silverado 1500

Custom Double Cab 4WD

73,892 miles

$25,440

Good Deal

Certified Pre-Owned

Frankfort, IL

28 mi away

Year:: 2022
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 310 hp 2.7L I4
Exterior color:: Summit White
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: 8-Speed Automatic
Mileage:: 73,892
Stock number:: 60743A
VIN:: 1GCRDBEKXNZ625056

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2021 RAM 1500

Big Horn Crew Cab 4WD

87,369 miles

$25,888

Good Deal

Tinley Park, 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:: Gray
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Gray
Transmission:: 8-Speed Automatic
Mileage:: 87,369
Stock number:: 14560
VIN:: 1C6SRFFT3MN601969

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2021 Ford F-150

XLT SuperCrew 4WD

65,727 miles

$29,993

Good Deal

Hodgkins, IL

15 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:: Agate Black Metallic
Combined gas mileage:: 21 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 65,727
Stock number:: TN25846A
VIN:: 1FTEW1EP4MFA89560

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2021 Ford F-150

XLT SuperCrew 4WD

86,270 miles

$29,723

Good Deal

Naperville, IL

30 mi away

Year:: 2021
Make:: Ford
Model:: F-150
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 400 hp 5L V8 Flex Fuel Vehicle
Exterior color:: Carbonized Gray Metallic
Combined gas mileage:: 19 MPG
Fuel type:: Flex Fuel Vehicle
Transmission:: Automatic
Mileage:: 86,270
Stock number:: A9544P
VIN:: 1FTFW1E51MFA17816

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2022 Chevrolet Colorado

Z71 Crew Cab 4WD

53,075 miles

$28,432

Good Deal

Certified Pre-Owned

Highland, IN

25 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:: Red
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 53,075
Stock number:: 21109752T
VIN:: 1GCGTDEN5N1109752

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2021 GMC Sierra 1500

Elevation Crew Cab 4WD

125,456 miles

$25,550

Great Deal

Hoffman Estates, IL

27 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:: Onyx Black
Combined gas mileage:: 24 MPG
Fuel type:: Diesel
Interior color:: Jet Black
Transmission:: Automatic
Mileage:: 125,456
Stock number:: M26028A
VIN:: 1GTU9CETXMZ174509

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2022 Jeep Gladiator

Willys Crew Cab 4WD

48,870 miles

$27,559

Fair Deal

Northfield, IL

21 mi away

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
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 6-Speed Manual
Mileage:: 48,870
Stock number:: P6649A
VIN:: 1C6HJTAG7NL128603

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2022 RAM 1500

Classic Warlock Quad Cab 4WD

29,950 miles

$27,115

Great Deal

Forest Park, IL

10 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:: Bright White Clearcoat
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 29,950
Stock number:: D250633A
VIN:: 1C6RR7GGXNS175545

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2021 Ford F-150

XLT SuperCrew 4WD

31,512 miles

$34,124

Good Deal

Michigan City, IN

40 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:: Gray
Combined gas mileage:: 21 MPG
Fuel type:: Gasoline
Transmission:: Automatic
Mileage:: 31,512
Stock number:: P1296
VIN:: 1FTEW1EP6MFC42889

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2023 RAM 1500

Classic SLT Crew Cab 4WD

56,403 miles

$25,999

Good Deal

Midlothian, IL

18 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:: 67
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Transmission:: 8-Speed Automatic
Mileage:: 56,403
Stock number:: PS517024
VIN:: 1C6RR7LG5PS517024

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