Best Pickup Trucks For Sale in Chicago, IL

2023 Ford F-150

XLT SuperCrew 4WD

17,811 miles

$38,222

Great 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:: 17,811
Stock number:: V3259
VIN:: 1FTFW1ED7PFD07859

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2023 Ford F-150

XLT SuperCrew 4WD

23,745 miles

$43,826

Fair Deal

Certified Pre-Owned

Burns Harbor, IN

33 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:: Black Metallic
Combined gas mileage:: 23 MPG
Fuel type:: Hybrid
Interior color:: Black
Transmission:: Automatic
Mileage:: 23,745
Stock number:: 33-1273JH
VIN:: 1FTFW1EDXPFD21187

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2022 RAM 1500

Limited Crew Cab 4WD

48,643 miles

$41,500

Good Deal

Lombard, IL

21 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:: Patriot Blue Pearlcoat
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 48,643
Stock number:: P3021
VIN:: 1C6SRFHT3NN453496

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2021 Chevrolet Silverado 1500

Custom Crew Cab 4WD

39,768 miles

$31,977

Good Deal

Libertyville, IL

32 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:: Summit White
Fuel type:: Gasoline
Mileage:: 39,768
Stock number:: AP9816A
VIN:: 1GCUYBEF3MZ415091

2022 RAM 1500

Big Horn Crew Cab 4WD

36,094 miles

$33,496

Good Deal

St Charles, IL

33 mi away

Year:: 2022
Make:: RAM
Model:: 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Exterior color:: Gray (Granite Crystal Metallic Clearcoat)
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 36,094
Stock number:: P0146A
VIN:: 1C6RRFMG1NN390602

2021 Jeep Gladiator

Sport Crew Cab 4WD

96,688 miles

$22,000

Good Deal

North Aurora, IL

39 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:: 96,688
Stock number:: 15916B
VIN:: 1C6HJTAGXML595710

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2023 RAM 1500

Big Horn Crew Cab 4WD

80,610 miles

$27,900

Great Deal

Elgin, IL

33 mi away

Year:: 2023
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:: 80,610
Stock number:: PCT1216
VIN:: 1C6SRFFT9PN535884

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2022 RAM 1500

Big Horn Crew Cab 4WD

23,239 miles

$33,970

Good 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:: Gray (Granite Crystal Metallic Clearcoat)
Combined gas mileage:: 21 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 23,239
Stock number:: D13935
VIN:: 1C6RRFFG0NN448521

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2023 Chevrolet Silverado 1500

LT Crew Cab 4WD

36,483 miles

$32,111

Good Deal

Palos Hills, IL

16 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
Interior color:: Jet Black
Transmission:: Automatic
Mileage:: 36,483
Stock number:: PH1594
VIN:: 3GCPDKEK1PG270319

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2021 Toyota Tacoma

SR I4 Access Cab 4WD

77,157 miles

$24,587

Good Deal

Highland Park, IL

24 mi away

Year:: 2021
Make:: Toyota
Model:: Tacoma
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 159 hp 2.7L I4
Exterior color:: Black
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Transmission:: Automatic
Mileage:: 77,157
Stock number:: AP14100
VIN:: 3TYSX5EN1MT007522

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2021 GMC Sierra 1500

SLT Crew Cab 4WD

44,788 miles

$38,544

Fair Deal

Certified Pre-Owned

North Riverside, IL

10 mi away

Year:: 2021
Make:: GMC
Model:: Sierra 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 355 hp 5.3L V8
Exterior color:: Onyx Black
Combined gas mileage:: 17 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: 8-Speed Automatic
Mileage:: 44,788
Stock number:: B25423A
VIN:: 3GTU9DED6MG431826

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2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

98,286 miles

$26,859

Good Deal

Elmhurst, IL

17 mi away

Year:: 2022
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Exterior color:: Gray (Satin Steel Metallic)
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 98,286
Stock number:: 3632A
VIN:: 3GCPYCEK2NG153209

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2021 Jeep Gladiator

Rubicon Crew Cab 4WD

58,796 miles

$28,900

Great Deal

Certified Pre-Owned

Lockport, IL

28 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:: Firecracker Red Clearcoat
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 58,796
Stock number:: LJ20210B
VIN:: 1C6JJTBG4ML552903

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2021 Chevrolet Colorado

LT Extended Cab RWD

48,820 miles

$19,500

Fair Deal

Schaumburg, IL

25 mi away

Year:: 2021
Make:: Chevrolet
Model:: Colorado
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: 4X2
Engine:: 200 hp 2.5L I4
Exterior color:: Summit White
Combined gas mileage:: 22 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: 6-Speed Automatic
Mileage:: 48,820
Stock number:: P1689
VIN:: 1GCHSCEA2M1252204

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2023 Ford F-150

XLT SuperCrew 4WD

58,249 miles

$30,500

Great Deal

Certified Pre-Owned

Joliet, IL

36 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:: Oxford White
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Black W/Medium Dark Slate
Transmission:: Automatic
Mileage:: 58,249
Stock number:: GX5298
VIN:: 1FTFW1E86PKE39165

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2022 Jeep Gladiator

Rubicon Crew Cab 4WD

44,015 miles

$31,307

Great Deal

Libertyville, IL

32 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:: 44,015
Stock number:: SB2464
VIN:: 1C6JJTBG9NL118185

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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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2023 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

167,051 miles

$24,995

Good Deal

Chicago, IL

11 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:: Black
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 167,051
Stock number:: 10772
VIN:: 3GCUDFED4PG114061

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2021 Chevrolet Silverado 1500

RST Crew Cab 4WD

62,738 miles

$34,998

Fair Deal

Plainfield, IL

37 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:: 17 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 62,738
Stock number:: 27664886
VIN:: 1GCUYEED3MZ325939

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2022 Ford F-250 Super Duty

XLT Crew Cab 4WD

50,882 miles

$41,500

Fair Deal

Joliet, IL

36 mi away

Year:: 2022
Make:: Ford
Model:: F-250 Super Duty
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 385 hp 6.2L V8 Flex Fuel Vehicle
Exterior color:: Agate Black Metallic
Fuel type:: Flex Fuel Vehicle
Interior color:: Medium Earth Gray
Transmission:: 6-Speed Automatic
Mileage:: 50,882
Stock number:: GX5400A
VIN:: 1FT7W2B60NEF99793

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2021 GMC Sierra 1500

AT4 Crew Cab 4WD

63,108 miles

$37,713

Good Deal

Certified Pre-Owned

North Riverside, IL

10 mi away

Year:: 2021
Make:: GMC
Model:: Sierra 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 355 hp 5.3L V8
Exterior color:: Onyx Black
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: Automatic
Mileage:: 63,108
Stock number:: B26125A
VIN:: 3GTP9EED6MG208138

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2022 RAM 1500

Big Horn Crew Cab 4WD

28,678 miles

$37,168

Fair Deal

Orland Park, IL

23 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:: Patriot Blue Pearlcoat
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 28,678
Stock number:: B11159
VIN:: 1C6SRFFT0NN477029

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2023 RAM 1500

Big Horn Crew Cab 4WD

21,398 miles

$39,404

Fair Deal

Frankfort, IL

28 mi away

Year:: 2023
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:: 21,398
Stock number:: T23779
VIN:: 1C6SRFMTXPN549506

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2021 RAM 1500

Limited Crew Cab 4WD

22,271 miles

$41,500

Great Deal

Chicago, IL

9 mi away

Year:: 2021
Make:: RAM
Model:: 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 260 hp 3L V6 Biodiesel
Exterior color:: Diamond Black Crystal Pearlcoat
Combined gas mileage:: 25 MPG
Fuel type:: Biodiesel
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 22,271
Stock number:: P22564
VIN:: 1C6SRFHM2MN793231

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