Used Pickup Trucks for Sale with Tow Package in Chicago, IL

7,298 results

2025 RAM 1500

Limited Crew Cab 4WD

25,580 km

$75,980

CarGurus partner

Year:: 2025
Make:: RAM
Model:: 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 3L I6
Exterior colour:: White
Combined gas mileage:: 12 L/100km
Fuel type:: Gasoline
Interior colour:: Black
Transmission:: 8-Speed Automatic
Mileage:: 25,580
Stock #:: U21401
VIN:: 1C6SRFHP9SN500500

2015 RAM 1500

Laramie Limited Crew Cab 4WD

145,397 km

$19,900

CarGurus partner

Year:: 2015
Make:: RAM
Model:: 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 240 hp 3L V6 Biodiesel
Exterior colour:: Black
Combined gas mileage:: 11 L/100km
Fuel type:: Biodiesel
Interior colour:: Black
Transmission:: Automatic
Mileage:: 145,397
Stock #:: STKFS577777
VIN:: 1C6RR7WM5FS577777

2024 Ford F-150

Tremor SuperCrew 4WD

28,212 km

$63,998

CarGurus partner

Year:: 2024
Make:: Ford
Model:: F-150
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 450 hp 3.5L V6
Exterior colour:: Black
Combined gas mileage:: 13 L/100km
Fuel type:: Gasoline
Interior colour:: Black
Transmission:: Automatic
Mileage:: 28,212
Stock #:: LP2700
VIN:: 1FTFW4L88RFB94708

2020 RAM 1500

Tradesman Quad Cab 4WD

139,566 km

$24,989

CarGurus partner

Year:: 2020
Make:: RAM
Model:: 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 305 hp 3.6L V6
Combined gas mileage:: 11 L/100km
Fuel type:: Gasoline
Transmission:: 8-Speed Automatic
Mileage:: 139,566
Stock #:: YE9095
VIN:: 1C6RRFCG6LN119095

2023 Ford Maverick

XLT SuperCrew AWD

98,215 km

$29,500

CarGurus partner

Year:: 2023
Make:: Ford
Model:: Maverick
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: All-Wheel Drive
Engine:: 250 hp 2L I4
Exterior colour:: Shadow Black
Combined gas mileage:: 10 L/100km
Fuel type:: Gasoline
Transmission:: Automatic
Mileage:: 98,215
Stock #:: C041B
VIN:: 3FTTW8F92PRA61618

2025 RAM 1500

Rebel Crew Cab 4WD

24,162 km

$63,888

CarGurus partner

Year:: 2025
Make:: RAM
Model:: 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 3L I6
Combined gas mileage:: 12 L/100km
Fuel type:: Gasoline
Transmission:: 8-Speed Automatic
Mileage:: 24,162
Stock #:: YE1730
VIN:: 1C6SRFLP2SN701730

2020 GMC Sierra 2500HD

AT4 Crew Cab 4WD

115,832 km

$59,995

CarGurus partner

Year:: 2020
Make:: GMC
Model:: Sierra 2500HD
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Exterior colour:: Black
Interior colour:: Black
Transmission:: Automatic
Mileage:: 115,832
Stock #:: A065031
VIN:: 1GT19PEY8LF325031

2025 Ford Maverick

XLT SuperCrew AWD

4,341 km

$38,888

CarGurus partner

Year:: 2025
Make:: Ford
Model:: Maverick
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: All-Wheel Drive
Exterior colour:: Gray
Transmission:: Automatic
Mileage:: 4,341
Stock #:: J1665B
VIN:: 3FTTW8JA7SRA22033

2023 Ford F-150

Tremor SuperCrew 4WD

96,328 km

$56,995

CarGurus partner

Year:: 2023
Make:: Ford
Model:: F-150
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 450 hp 3.5L V6
Exterior colour:: Gray
Combined gas mileage:: 13 L/100km
Fuel type:: Gasoline
Transmission:: 10-Speed Automatic
Mileage:: 96,328
Stock #:: 26F10702A
VIN:: 1FTEW1E81PFC79572

2021 RAM 1500

Sport Crew Cab 4WD

164,357 km

$31,999

CarGurus partner

Year:: 2021
Make:: RAM
Model:: 1500
Body type:: Pickup Truck
Drivetrain:: Four-Wheel Drive
Engine:: 395 hp 5.7L V8
Exterior colour:: Black
Fuel type:: Gasoline
Interior colour:: Black
Transmission:: Automatic
Mileage:: 164,357
Stock #:: AB-GQ-A131122
VIN:: 1C6SRFTT9MN643437

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2026 Ford Maverick

Lariat SuperCrew AWD

2,112 km

$46,800

CarGurus partner

Year:: 2026
Make:: Ford
Model:: Maverick
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: All-Wheel Drive
Exterior colour:: Blue
Transmission:: Automatic
Mileage:: 2,112
Stock #:: 25F15153A
VIN:: 3FTTW8SA8TRA12871

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2025 RAM 1500

Big Horn Crew Cab 4WD

39,653 km

$48,988

CarGurus partner

Year:: 2025
Make:: RAM
Model:: 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 3L I6
Exterior colour:: White
Combined gas mileage:: 12 L/100km
Fuel type:: Gasoline
Interior colour:: Gray
Transmission:: Automatic
Mileage:: 39,653
Stock #:: SN542191
VIN:: 1C6SRFFP8SN542191

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2025 Ford F-150

STX SuperCrew 4WD

8,374 km

$53,998

CarGurus partner

Year:: 2025
Make:: Ford
Model:: F-150
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 325 hp 2.7L V6
Exterior colour:: White
Combined gas mileage:: 12 L/100km
Fuel type:: Gasoline
Transmission:: Automatic
Mileage:: 8,374
Stock #:: 25M1550A
VIN:: 1FTEW2LP6SKD48739

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2022 Chevrolet Silverado 1500

RST Crew Cab 4WD

78,200 km

$43,999

CarGurus partner

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 colour:: Blue
Combined gas mileage:: 14 L/100km
Fuel type:: Gasoline
Transmission:: Automatic
Mileage:: 78,200
Stock #:: 615499
VIN:: 3GCUDEED9NG615499

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2023 Nissan Frontier

PRO-4X Crew Cab 4WD

57,339 km

$41,995

CarGurus partner

Year:: 2023
Make:: Nissan
Model:: Frontier
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 310 hp 3.8L V6
Exterior colour:: Black
Combined gas mileage:: 13 L/100km
Fuel type:: Gasoline
Interior colour:: Black
Transmission:: 9-Speed Automatic
Mileage:: 57,339
VIN:: 1N6ED1EK0PN653383

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2017 Toyota Tundra

163,952 km

$34,888

CarGurus partner

Year:: 2017
Make:: Toyota
Model:: Tundra
Body type:: Pickup Truck
Engine:: 381 hp 5.7L V8
Fuel type:: Gasoline
Transmission:: 6-Speed Automatic
Mileage:: 163,952
Stock #:: YE8857
VIN:: 5TFUY5F17HX628857

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2022 Chevrolet Silverado 2500HD

LT Crew Cab 4WD

182,040 km

$38,499

CarGurus partner

Year:: 2022
Make:: Chevrolet
Model:: Silverado 2500HD
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 401 hp 6.6L V8
Exterior colour:: Silver
Fuel type:: Gasoline
Transmission:: Automatic
Mileage:: 182,040
Stock #:: 204930
VIN:: 2GC4YNE7XN1204930

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2024 GMC Sierra 1500

SLT Crew Cab 4WD

18,019 km

$55,962

CarGurus partner

Year:: 2024
Make:: GMC
Model:: Sierra 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 355 hp 5.3L V8
Exterior colour:: Black
Combined gas mileage:: 14 L/100km
Fuel type:: Gasoline
Interior colour:: Black
Transmission:: Automatic
Mileage:: 18,019
Stock #:: 25052A
VIN:: 3GTUUDED4RG188071

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2022 GMC Sierra 1500 Limited

Elevation Crew Cab 4WD

118,426 km

$36,977

Great Deal

$649/mo est.

Strathcona County, AB

1 km away

CarGurus partner

Year:: 2022
Make:: GMC
Model:: Sierra 1500 Limited
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 355 hp 5.3L V8
Fuel type:: Gasoline
Transmission:: 8-Speed Automatic
Mileage:: 118,426
Stock #:: GPW3341
VIN:: 3GTU9CED1NG171492

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2026 Toyota Tundra

Limited CrewMax Cab 4WD

1,857 km

$74,987

CarGurus partner

Year:: 2026
Make:: Toyota
Model:: Tundra
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 389 hp 3.4L V6
Exterior colour:: Silver
Combined gas mileage:: 12 L/100km
Fuel type:: Gasoline
Transmission:: Automatic
Mileage:: 1,857
Stock #:: S77555LP
VIN:: 5TFWA5DB4TX377555

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2022 Ford F-150

Lariat SuperCrew 4WD

86,468 km

$43,688

CarGurus partner

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 colour:: Gray
Combined gas mileage:: 12 L/100km
Fuel type:: Gasoline
Interior colour:: Black
Transmission:: Automatic
Mileage:: 86,468
Stock #:: UYDF0136
VIN:: 1FTFW1E89NFA54253

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2021 Jeep Gladiator

High Altitude Crew Cab 4WD

144,717 km

$29,800

CarGurus partner

Year:: 2021
Make:: Jeep
Model:: Gladiator
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 285 hp 3.6L V6
Exterior colour:: White
Combined gas mileage:: 12 L/100km
Fuel type:: Gasoline
Transmission:: 8-Speed Automatic
Mileage:: 144,717
Stock #:: 25F14322C
VIN:: 1C6HJTFG3ML509047

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2024 Chevrolet Silverado 1500

ZR2 Crew Cab 4WD

23,600 km

$63,788

CarGurus partner

Year:: 2024
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 420 hp 6.2L V8
Exterior colour:: Black
Combined gas mileage:: 15 L/100km
Fuel type:: Gasoline
Interior colour:: Green
Transmission:: Automatic
Mileage:: 23,600
Stock #:: RG146030
VIN:: 3GCUDHEL2RG146030

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2018 RAM 1500

Sport Crew Cab 4WD

190,526 km

$23,499

CarGurus partner

Year:: 2018
Make:: RAM
Model:: 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 395 hp 5.7L V8
Exterior colour:: Silver
Combined gas mileage:: 14 L/100km
Fuel type:: Gasoline
Transmission:: Automatic
Mileage:: 190,526
Stock #:: 115824
VIN:: 1C6RR7MT6JS115824

Used Pickup Trucks for Sale with Tow Package in Chicago, IL

2025 RAM 1500

$75,980

2015 RAM 1500

$19,900

2024 Ford F-150

$63,998

2020 RAM 1500

$24,989

2023 Ford Maverick

$29,500

2025 RAM 1500

$63,888

2020 GMC Sierra 2500HD

$59,995

2025 Ford Maverick

$38,888

2023 Ford F-150

$56,995

2021 RAM 1500

$31,999

2026 Ford Maverick

$46,800

2025 RAM 1500

$48,988

2025 Ford F-150

$53,998

2022 Chevrolet Silverado 1500

$43,999

2023 Nissan Frontier

$41,995

2017 Toyota Tundra

$34,888

2022 Chevrolet Silverado 2500HD

$38,499

2024 GMC Sierra 1500

$55,962

2022 GMC Sierra 1500 Limited

$36,977

2026 Toyota Tundra

$74,987

2022 Ford F-150

$43,688

2021 Jeep Gladiator

$29,800

2024 Chevrolet Silverado 1500

$63,788

2018 RAM 1500

$23,499

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