Best Pickup Trucks For Sale in Chicago, IL

2023 RAM 1500

Classic SLT Crew Cab 4WD

44,235 miles

$26,795

Fair Deal

Des Plaines, 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:: Diamond Black Crystal Pearlcoat
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Diesel Gray/Black
Transmission:: 8-Speed Automatic
Mileage:: 44,235
Stock number:: JU17474
VIN:: 1C6RR7LGXPS517763

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2023 Ford F-150

XLT SuperCrew 4WD

51,651 miles

$33,998

Good Deal

Wilmington, IL

48 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:: Red
Fuel type:: Gasoline
Mileage:: 51,651
Stock number:: L46090
VIN:: 1FTFW1E83PKE46090

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2021 RAM 1500

Classic Tradesman Crew Cab 4WD

73,285 miles

$22,476

Good Deal

Gurnee, IL

39 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:: 73,285
Stock number:: G40465A
VIN:: 3C6RR7KT7MG615831

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2023 Chevrolet Colorado

Z71 Crew Cab 4WD

12,660 miles

$37,611

Fair 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:: T11053
VIN:: 1GCPTDEKXP1199022

2022 Nissan Frontier

SV Crew Cab RWD

25,884 miles

$24,000

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 Colorado

Work Truck Crew Cab 4WD

5,523 miles

$28,000

Great Deal

Bensenville, IL

17 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:: Summit White
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Jet Black/Dark Ash
Transmission:: 8-Speed Automatic
Mileage:: 5,523
Stock number:: T1683
VIN:: 1GCGTBEN0N1120226

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2022 RAM 1500

Laramie Crew Cab 4WD

34,297 miles

$37,933

Great Deal

Tinley Park, IL

22 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
Transmission:: 8-Speed Automatic
Mileage:: 34,297
Stock number:: 14699
VIN:: 1C6SRFJT8NN380166

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2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

25,352 miles

$37,791

Good Deal

Countryside, IL

14 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:: Dark Ash Metallic
Combined gas mileage:: 17 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 25,352
Stock number:: P4290
VIN:: 3GCPDCED3NG579925

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2021 Chevrolet Colorado

LT Extended Cab 4WD

110,423 miles

$14,995

Good Deal

Cicero, IL

7 mi away

Year:: 2021
Make:: Chevrolet
Model:: Colorado
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 200 hp 2.5L I4
Exterior color:: White
Combined gas mileage:: 21 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 6-Speed Automatic
Mileage:: 110,423
Stock number:: 13244
VIN:: 1GCHTCEA3M1253696

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2022 Chevrolet Silverado 1500

LT Crew Cab 4WD

28,840 miles

$32,560

Great 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:: Cherry Red Tintcoat
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: 8-Speed Automatic
Mileage:: 28,840
Stock number:: T23472
VIN:: 1GCPDDEK5NZ551953

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2022 RAM 1500

Big Horn Crew Cab 4WD

15,899 miles

$32,903

Good Deal

Burns Harbor, IN

33 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:: Patriot Blue Pearlcoat
Combined gas mileage:: 21 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 15,899
Stock number:: 91E10900
VIN:: 1C6RRFFG0NN391849

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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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2021 Ford F-150

XLT SuperCab 4WD

92,168 miles

$21,999

Great Deal

Carol Stream, IL

26 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 Metallic
Combined gas mileage:: 21 MPG
Fuel type:: Gasoline
Interior color:: Black/Medium Dark Slate
Transmission:: Automatic
Mileage:: 92,168
Stock number:: F25076A
VIN:: 1FTEX1EPXMFB80622

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2022 RAM 1500

Big Horn Crew Cab 4WD

24,192 miles

$30,514

Great Deal

Burns Harbor, IN

33 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:: 21 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 24,192
Stock number:: 91E08813
VIN:: 1C6RRFFG8NN411054

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2022 RAM 1500

Classic Warlock Quad Cab 4WD

29,950 miles

$29,565

Good 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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2023 Ford F-150

XLT SuperCrew 4WD

29,808 miles

$35,916

Good Deal

Elgin, IL

37 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 Gray
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 29,808
Stock number:: P2915
VIN:: 1FTEW1EP9PKF03847

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2022 RAM 1500

Classic Warlock Crew Cab 4WD

46,453 miles

$30,995

Good Deal

Carol Stream, IL

25 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:: Granite Crystal Metallic
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 46,453
Stock number:: AS19671
VIN:: 1C6RR7LT1NS186937

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2022 Ford F-150

XLT SuperCrew 4WD

48,306 miles

$32,595

Great Deal

Blue Island, IL

15 mi away

Year:: 2022
Make:: Ford
Model:: F-150
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 325 hp 2.7L V6
Exterior color:: Antimatter Blue Metallic
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Black w/Medium Dark Slate
Transmission:: Automatic
Mileage:: 48,306
Stock number:: P7566
VIN:: 1FTEW1EP8NKE84933

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2022 RAM 1500

Big Horn Crew Cab 4WD

4,783 miles

$37,770

Good Deal

Certified Pre-Owned

Lansing, IL

22 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:: 4,783
Stock number:: E8727
VIN:: 1C6SRFFT3NN449399

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2022 Chevrolet Silverado 1500

Custom Crew Cab 4WD

29,171 miles

$30,299

Great 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:: 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:: 29,171
Stock number:: E8680
VIN:: 1GCPDBEK5NZ586335

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2023 GMC Sierra 1500

Elevation Standard Crew Cab 4WD

27,934 miles

$38,299

Good Deal

St Charles, IL

34 mi away

Year:: 2023
Make:: GMC
Model:: Sierra 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 310 hp 2.7L I4
Exterior color:: Onyx Black
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: 8-Speed Automatic
Mileage:: 27,934
Stock number:: RT111
VIN:: 3GTPUJEK5PG226169

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2021 Ford F-150

XLT SuperCrew 4WD

46,834 miles

$31,795

Good Deal

Certified Pre-Owned

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:: 325 hp 2.7L V6
Exterior color:: Oxford White
Combined gas mileage:: 21 MPG
Fuel type:: Gasoline
Interior color:: Medium Dark Slate
Transmission:: Automatic
Mileage:: 46,834
Stock number:: 60549A
VIN:: 1FTEW1EP9MKE35240

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2022 Ford Maverick

XLT SuperCrew AWD

76,527 miles

$21,345

Good 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

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2021 Ford F-250 Super Duty

Lariat Crew Cab 4WD

38,009 miles

$60,444

Fair Deal

Huntley, IL

45 mi away

Year:: 2021
Make:: Ford
Model:: F-250 Super Duty
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 6.7L V8 Biodiesel
Exterior color:: Black
Fuel type:: Biodiesel
Interior color:: Black / Dark Marsala
Transmission:: Automatic
Mileage:: 38,009
Stock number:: V2318
VIN:: 1FT8W2BT9MED76998

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