Best Pickup Trucks For Sale in Chicago, IL

2022 Jeep Gladiator

Rubicon Crew Cab 4WD

42,339 miles

$34,994

Fair Deal

Certified Pre-Owned

Forest Park, IL

10 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:: Bright White Clearcoat
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 42,339
Stock number:: X5966
VIN:: 1C6JJTBG6NL176576

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2023 GMC Sierra 1500

Denali Ultimate Crew Cab 4WD

41,039 miles

$59,288

Fair Deal

Hodgkins, IL

14 mi away

Year:: 2023
Make:: GMC
Model:: Sierra 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 420 hp 6.2L V8
Exterior color:: Titanium Rush Metallic
Combined gas mileage:: 17 MPG
Fuel type:: Gasoline
Interior color:: Alpine Umber
Transmission:: Automatic
Mileage:: 41,039
Stock number:: 260151A
VIN:: 1GTUUHEL4PZ179298

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2021 RAM 1500

Laramie Crew Cab 4WD

34,957 miles

$37,850

Good Deal

East Dundee, 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:: Delmonico Red Pearlcoat
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 34,957
Stock number:: K8495
VIN:: 1C6SRFJT5MN778479

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2022 Nissan Frontier

SV Crew Cab RWD

25,884 miles

$24,400

Great Deal

Bensenville, IL

17 mi away

Year:: 2022
Make:: Nissan
Model:: Frontier
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: 4X2
Engine:: 310 hp 3.8L V6
Exterior color:: Glacier White
Combined gas mileage:: 21 MPG
Fuel type:: Gasoline
Interior color:: Black (Charcoal)
Transmission:: 9-Speed Automatic
Mileage:: 25,884
Stock number:: C25466A
VIN:: 1N6ED1EJ6NN655773

2022 Chevrolet Silverado 1500

LT Crew Cab 4WD

35,570 miles

$32,998

Good Deal

Plainfield, IL

37 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:: Silver
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 35,570
Stock number:: 28044651
VIN:: 1GCPDKEK1NZ525807

2023 Chevrolet Colorado

Z71 Crew Cab 4WD

12,660 miles

$34,997

Great Deal

Naperville, IL

30 mi away

Year:: 2023
Make:: Chevrolet
Model:: Colorado
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 310 hp 2.7L I4
Exterior color:: Summit White
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Jet Black/Adrenaline Red
Transmission:: 8-Speed Automatic
Mileage:: 12,660
Stock number:: T8769
VIN:: 1GCPTDEKXP1199022

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2021 Jeep Gladiator

Rubicon Crew Cab 4WD

66,711 miles

$34,765

Good Deal

Barrington, IL

32 mi away

Year:: 2021
Make:: Jeep
Model:: Gladiator
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 260 hp 3L V6 Diesel
Exterior color:: Sting-Gray Clearcoat
Combined gas mileage:: 24 MPG
Fuel type:: Diesel
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 66,711
Stock number:: PIO3133
VIN:: 1C6JJTBM8ML548987

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2021 Ford F-150

Lariat SuperCrew 4WD

71,185 miles

$35,995

Great Deal

Crete, IL

29 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:: Oxford White
Combined gas mileage:: 19 MPG
Fuel type:: Flex Fuel Vehicle
Interior color:: Black
Transmission:: Automatic
Mileage:: 71,185
Stock number:: JKD62976
VIN:: 1FTEW1EPXMKD62976

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2022 Chevrolet Silverado 1500

Custom Crew Cab 4WD

59,502 miles

$29,435

Good Deal

Chicago, IL

13 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:: Black
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: 8-Speed Automatic
Mileage:: 59,502
Stock number:: T20673A
VIN:: 1GCPDBEKXNZ637814

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2023 Ford F-150

XLT SuperCrew 4WD

15,962 miles

$41,500

Fair Deal

North Aurora, IL

39 mi away

Year:: 2023
Make:: Ford
Model:: F-150
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 400 hp 3.5L V6
Exterior color:: Iconic Silver Metallic
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Medium Dark Slate
Transmission:: Automatic
Mileage:: 15,962
Stock number:: T6521
VIN:: 1FTFW1E86PFC16049

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2023 Chevrolet Silverado 1500

High Country Crew Cab 4WD

13,353 miles

$50,000

Great Deal

Certified Pre-Owned

Oak Lawn, IL

12 mi away

Year:: 2023
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 420 hp 6.2L V8
Exterior color:: Dark Ash Metallic
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: Automatic
Mileage:: 13,353
Stock number:: 26219A
VIN:: 1GCUDJEL2PZ149580

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2021 GMC Sierra 1500

SLT Crew Cab 4WD

53,427 miles

$35,894

Great Deal

Chicago, IL

8 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:: 53,427
Stock number:: D7764A
VIN:: 3GTU9DETXMG362386

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2023 Ford F-150

XL SuperCrew 4WD

43,961 miles

$32,495

Good Deal

Mchenry, IL

45 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:: Avalanche
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Black Spt 40 Con 40
Transmission:: Automatic
Mileage:: 43,961
Stock number:: PT5715
VIN:: 1FTEW1EP2PKE01113

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2022 RAM 1500

Classic Tradesman Quad Cab 4WD

76,490 miles

$19,375

Great Deal

Arlington Heights, IL

26 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:: Timberline Green Pearlcoat
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 76,490
Stock number:: BP3507
VIN:: 1C6RR7FG8NS173889

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2023 Chevrolet Colorado

Work Truck Crew Cab RWD

30,283 miles

$23,777

Great Deal

Niles, IL

16 mi away

Year:: 2023
Make:: Chevrolet
Model:: Colorado
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: 4X2
Engine:: 237 hp 2.7L I4
Exterior color:: White
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Transmission:: Automatic
Mileage:: 30,283
Stock number:: GM6258A
VIN:: 1GCGSBEC2P1198205

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2022 Ford F-150

Platinum SuperCrew 4WD

48,074 miles

$45,999

Great Deal

Peotone, IL

39 mi away

Year:: 2022
Make:: Ford
Model:: F-150
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 400 hp 3.5L V6
Exterior color:: Rapid Red Metallic Tinted Clearcoat
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 48,074
Stock number:: 34290
VIN:: 1FTFW1E87NFB80059

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2022 GMC Sierra 1500

Elevation Crew Cab 4WD

42,261 miles

$35,950

Good Deal

Certified Pre-Owned

Tinley Park, IL

22 mi away

Year:: 2022
Make:: GMC
Model:: Sierra 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:: Black
Transmission:: 8-Speed Automatic
Mileage:: 42,261
Stock number:: 11525P
VIN:: 3GTPUCEK9NG673516

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2021 Ford F-150

XL SuperCab 4WD

88,340 miles

$23,900

Fair Deal

Wheeling, IL

24 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:: Blue
Combined gas mileage:: 21 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 88,340
Stock number:: WU212687
VIN:: 1FTEX1EP4MFA23779

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2021 RAM 2500

Laramie Crew Cab 4WD

94,823 miles

$40,997

Great Deal

Villa Park, IL

18 mi away

Year:: 2021
Make:: RAM
Model:: 2500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 370 hp 6.7L I6 Diesel
Exterior color:: Gray (Granite Crystal Metallic Clearcoat)
Fuel type:: Diesel
Interior color:: Black
Transmission:: 6-Speed Automatic
Mileage:: 94,823
Stock number:: V24386M
VIN:: 3C6UR5FL9MG630355

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2023 Chevrolet Silverado 1500

LT Crew Cab 4WD

37,638 miles

$33,554

Good Deal

Libertyville, IL

32 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:: Black
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Transmission:: 8-Speed Automatic
Mileage:: 37,638
Stock number:: AP9772
VIN:: 3GCPDKEK5PG249697

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2022 RAM 1500

Big Horn Quad Cab 4WD

35,259 miles

$34,499

Fair Deal

Certified Pre-Owned

Fox Lake, IL

46 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:: Bright White Clearcoat
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 35,259
Stock number:: PC4430
VIN:: 1C6SRFBT3NN234420

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2022 Ford F-150

XLT SuperCrew 4WD

86,634 miles

$33,795

Fair Deal

Saint Charles, IL

35 mi away

Year:: 2022
Make:: Ford
Model:: F-150
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 400 hp 3.5L V6
Exterior color:: Black Metallic
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 86,634
Stock number:: N7657AA
VIN:: 1FTFW1E84NFA07101

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2021 RAM 1500

Limited Crew Cab 4WD

78,183 miles

$36,977

Fair Deal

Chesterton, IN

36 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:: Diamond Black Crystal Pearlcoat
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 78,183
Stock number:: R5389A
VIN:: 1C6SRFHT0MN602655

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2023 Ford F-150

XL SuperCab 4WD

60,209 miles

$31,648

Fair Deal

Downers Grove, IL

19 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:: 60,209
Stock number:: 25T1579A
VIN:: 1FTEX1EP4PKD56060

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