Pickup Trucks for Sale in Chicago, IL

14,345 results

2019 RAM 1500

Limited Crew Cab 4WD

137,206 miles

$26,999

Year:: 2019
Make:: RAM
Model:: 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 395 hp 5.7L V8
Exterior color:: Black
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 137,206
Stock #:: WYC-589101
VIN:: 1C6SRFHT4KN589101

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2019 RAM 1500

Rebel Crew Cab 4WD

94,023 miles

$29,692

Year:: 2019
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:: 94,023
Stock #:: P1322A
VIN:: 1C6SRFLTXKN537978

2023 Ford F-150

XLT SuperCrew 4WD

22,551 miles

$44,328

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:: Yellow
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 22,551
Stock #:: P7907
VIN:: 1FTEW1EP6PKD08630

2014 Ford F-250 Super Duty

XLT Crew Cab 4WD

90,906 miles

$19,788

Year:: 2014
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
Fuel type:: Flex Fuel Vehicle
Interior color:: Black
Transmission:: Automatic
Mileage:: 90,906
Stock #:: 8201AVW
VIN:: 1FT7W2B64EEA81346

2020 Ford F-150

XLT SuperCab 4WD

63,789 miles

$28,238

Year:: 2020
Make:: Ford
Model:: F-150
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 375 hp 3.5L V6
Exterior color:: Stone Gray Metallic
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Medium Earth Gray
Transmission:: Automatic
Mileage:: 63,789
Stock #:: 73610
VIN:: 1FTFX1E40LKE73610

2019 RAM 1500

Big Horn Crew Cab 4WD

95,759 miles

$23,137

Year:: 2019
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:: 95,759
Stock #:: N250157AA
VIN:: 1C6RRFFG0KN916288

2017 Ford F-150

XLT SuperCrew 4WD

159,731 miles

$13,694

Year:: 2017
Make:: Ford
Model:: F-150
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 375 hp 3.5L V6
Exterior color:: Blue Lighting Metallic
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Gray
Transmission:: Automatic
Mileage:: 159,731
Stock #:: 2803
VIN:: 1FTEW1EG7HFC31356

2013 RAM 1500

Tradesman LB 4WD

80,682 miles

$11,499

Year:: 2013
Make:: RAM
Model:: 1500
Body type:: Pickup Truck
Doors:: 2 doors
Drivetrain:: Four-Wheel Drive
Engine:: 305 hp 3.6L V6 Flex Fuel Vehicle
Exterior color:: Deep Cherry Red Crystal Pearl Coat
Combined gas mileage:: 19 MPG
Fuel type:: Flex Fuel Vehicle
Interior color:: Black/Diesel Gray
Transmission:: 8-Speed Automatic
Mileage:: 80,682
Stock #:: 1010
VIN:: 3C6JR7DG3DG585322

2010 Chevrolet Avalanche

LT 4WD

105,341 miles

$13,997

Year:: 2010
Make:: Chevrolet
Model:: Avalanche
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 320 hp 5.3L V8 Flex Fuel Vehicle
Exterior color:: Victory Red
Fuel type:: Flex Fuel Vehicle
Interior color:: Black (Ebony)
Transmission:: 6-Speed Automatic
Mileage:: 105,341
Stock #:: H260440A
VIN:: 3GNVKFE07AG170596

2020 Chevrolet Colorado

Work Truck Crew Cab RWD

77,770 miles

$17,295

Year:: 2020
Make:: Chevrolet
Model:: Colorado
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: 4X2
Engine:: 200 hp 2.5L I4
Exterior color:: Gray
Combined gas mileage:: 23 MPG
Fuel type:: Gasoline
Interior color:: Other
Transmission:: 6-Speed Automatic
Mileage:: 77,770
Stock #:: 1670042891
VIN:: 1GCGSBEA2L1108866

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2015 RAM 1500

Big Horn Quad Cab 4WD

118,645 miles

$14,995

Year:: 2015
Make:: RAM
Model:: 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 240 hp 3L V6 Biodiesel
Exterior color:: Gray
Combined gas mileage:: 23 MPG
Fuel type:: Biodiesel
Interior color:: Gray
Transmission:: 8-Speed Automatic
Mileage:: 118,645
Stock #:: 7980
VIN:: 1C6RR7GM5FS547980

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2018 RAM 1500

Laramie Longhorn Crew Cab 4WD

144,224 miles

$20,747

Year:: 2018
Make:: RAM
Model:: 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 395 hp 5.7L V8
Exterior color:: Brilliant Black Crystal Pearlcoat
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Blue (Indigo/Frost)
Transmission:: 8-Speed Automatic
Mileage:: 144,224
Stock #:: 66823A1A
VIN:: 1C6RR7PT4JS170607

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2019 Ford F-150

XLT SuperCrew LB 4WD

88,338 miles

$26,497

Year:: 2019
Make:: Ford
Model:: F-150
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 395 hp 5L V8 Flex Fuel Vehicle
Exterior color:: Oxford White
Combined gas mileage:: 19 MPG
Fuel type:: Flex Fuel Vehicle
Interior color:: Dark Earth Gray
Transmission:: Automatic
Mileage:: 88,338
Stock #:: KFC33945
VIN:: 1FTFW1E50KFC33945

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2022 RAM 1500

Laramie Crew Cab 4WD

36,620 miles

$40,495

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:: Gray (Granite Crystal Metallic Clearcoat)
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 36,620
Stock #:: F4901A
VIN:: 1C6SRFJT4NN466445

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2023 GMC Canyon

Denali Crew Cab 4WD

26,444 miles

$40,895

Good Deal

$779/mo est.

Third-party certified

Frankfort, IL

28 mi away

Year:: 2023
Make:: GMC
Model:: Canyon
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/Teak
Transmission:: 8-Speed Automatic
Mileage:: 26,444
Stock #:: 48768
VIN:: 1GTP6FEK9P1170680

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2017 Chevrolet Silverado 1500

LT Crew Cab 4WD

57,724 miles

$26,500

Year:: 2017
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:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 6-Speed Automatic Overdrive
Mileage:: 57,724
Stock #:: G02285A
VIN:: 3GCUKREC6HG494603

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2022 RAM 1500

Laramie Crew Cab 4WD

75,712 miles

$35,429

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:: 75,712
Stock #:: D14029
VIN:: 1C6SRFJT2NN407488

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2022 RAM 1500

Laramie Crew Cab 4WD

35,439 miles

$39,588

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:: Gray (Granite Crystal Metallic Clearcoat)
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 35,439
Stock #:: P04604
VIN:: 1C6SRFJT4NN449435

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2020 RAM 1500

Limited Crew Cab 4WD

68,351 miles

$36,977

Year:: 2020
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:: 68,351
Stock #:: 21227N
VIN:: 1C6SRFHT8LN118134

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2022 Chevrolet Colorado

LT Extended Cab RWD

35,640 miles

$20,600

Year:: 2022
Make:: Chevrolet
Model:: Colorado
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: 4X2
Engine:: 200 hp 2.5L I4
Exterior color:: Gray (Satin Steel Metallic)
Combined gas mileage:: 22 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: 6-Speed Automatic
Mileage:: 35,640
Stock #:: P1732
VIN:: 1GCHSCEA8N1169362

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2007 Cadillac Escalade EXT

4WD

103,645 miles

$16,994

Year:: 2007
Make:: Cadillac
Model:: Escalade EXT
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: All-Wheel Drive
Engine:: 403 hp 6.2L V8
Exterior color:: White Diamond
Fuel type:: Gasoline
Interior color:: Black (Ebony)
Transmission:: 6-Speed Automatic
Mileage:: 103,645
Stock #:: 3001
VIN:: 3GYFK62887G261757

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2014 Toyota Tacoma

Double Cab SB V6 4WD

85,300 miles

$23,999

Year:: 2014
Make:: Toyota
Model:: Tacoma
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 236 hp 4L V6
Exterior color:: Black
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Gray
Transmission:: 5-Speed Automatic
Mileage:: 85,300
Stock #:: 2246
VIN:: 3TMLU4EN1EM142164

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2020 Chevrolet Silverado 1500

LT Double Cab 4WD

87,399 miles

$25,893

Year:: 2020
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:: 19 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: 8-Speed Automatic
Mileage:: 87,399
Stock #:: 49661A
VIN:: 1GCRYDED0LZ254424

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2025 RAM 1500

Big Horn Crew Cab 4WD

48,290 miles

$35,377

Year:: 2025
Make:: RAM
Model:: 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 3L I6
Exterior color:: Billet Silver Metallic Clearcoat
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 48,290
Stock #:: 32-2087JB
VIN:: 1C6SRFFP9SN581243

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Pickup Trucks for Sale in Chicago, IL

2019 RAM 1500

$26,999

2019 RAM 1500

$29,692

2023 Ford F-150

$44,328

2014 Ford F-250 Super Duty

$19,788

2020 Ford F-150

$28,238

2019 RAM 1500

$23,137

2017 Ford F-150

$13,694

2013 RAM 1500

$11,499

2010 Chevrolet Avalanche

$13,997

2020 Chevrolet Colorado

$17,295

2015 RAM 1500

$14,995

2018 RAM 1500

$20,747

2019 Ford F-150

$26,497

2022 RAM 1500

$40,495

2023 GMC Canyon

$40,895

2017 Chevrolet Silverado 1500

$26,500

2022 RAM 1500

$35,429

2022 RAM 1500

$39,588

2020 RAM 1500

$36,977

2022 Chevrolet Colorado

$20,600

2007 Cadillac Escalade EXT

$16,994

2014 Toyota Tacoma

$23,999

2020 Chevrolet Silverado 1500

$25,893

2025 RAM 1500

$35,377

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