Skip to Main Content
Filters

Used Pickup Trucks in Chicago, IL for Sale

312 Matches

2014 GMC Sierra 1500 SLT

$33,998•81K mi

Free Shipping from CarMax Naperville, IL

Key Features
Flex Fuel Vehicle, 4WD/AWD, Leather Seats, BOSE Sound System, Satellite Radio Ready, Parking Sensors
Location: CarMax Naperville in Naperville, Illinois 60563
Description: Used 2014 GMC Sierra 1500 SLT for sale - $33,998, 80,423 miles with Flex Fuel Vehicle, 4WD/AWD, Leather Seats, BOSE Sound System, Satellite Radio Ready, Parking Sensors
Transmission: Automatic Color:White Interior Color: Black Average Vehicle Review: (4.7272727272727275 reviews)

2013 Ford F150 XLT

$28,998•92K mi

Available at your store CarMax Hillside (Eisenhower Expy), IL

Key Features
Flex Fuel Vehicle, Bed Cover, 4WD/AWD, Satellite Radio Ready, Parking Sensors, Rear View Camera
Location: CarMax Hillside (Eisenhower Expy) in Chicago, Illinois 60162
Description: Used 2013 Ford F150 XLT for sale - $28,998, 91,658 miles with Flex Fuel Vehicle, Bed Cover, 4WD/AWD, Satellite Radio Ready, Parking Sensors, Rear View Camera
Transmission: Automatic Color:Red Interior Color: Gray Average Vehicle Review: (4.58 reviews)

2021 GMC Sierra 1500 AT4

$61,998•19K mi

Free Shipping from CarMax Naperville, IL

Key Features
Technology Package, Bed Cover, 4WD/AWD, Leather Seats, BOSE Sound System, Satellite Radio Ready
Location: CarMax Naperville in Naperville, Illinois 60563
Description: Used 2021 GMC Sierra 1500 AT4 for sale - $61,998, 18,892 miles with Technology Package, Bed Cover, 4WD/AWD, Leather Seats, BOSE Sound System, Satellite Radio Ready
Transmission: Automatic Color:White Interior Color: Black Average Vehicle Review: (0 reviews)

2016 GMC Sierra 2500 Denali

$55,998•60K mi

Free Shipping from CarMax Naperville, IL

Key Features
Bed Cover, 4WD/AWD, Leather Seats, BOSE Sound System, Satellite Radio Ready, Parking Sensors
Location: CarMax Naperville in Naperville, Illinois 60563
Description: Used 2016 GMC Sierra 2500 Denali for sale - $55,998, 59,843 miles with Bed Cover, 4WD/AWD, Leather Seats, BOSE Sound System, Satellite Radio Ready, Parking Sensors
Transmission: Automatic Color:Black Interior Color: Black Average Vehicle Review: (5 reviews)

2016 GMC Sierra 1500 Denali

$43,998•72K mi

Free Shipping from CarMax Schaumburg, IL

Key Features
4WD/AWD, Leather Seats, BOSE Sound System, Satellite Radio Ready, Parking Sensors, Rear View Camera
Location: CarMax Schaumburg in Chicago, Illinois 60173
Description: Used 2016 GMC Sierra 1500 Denali for sale - $43,998, 71,682 miles with 4WD/AWD, Leather Seats, BOSE Sound System, Satellite Radio Ready, Parking Sensors, Rear View Camera
Transmission: Automatic Color:Black Interior Color: Black Average Vehicle Review: (5 reviews)

2021 Toyota Tacoma Limited

$49,998•3K mi

Free Shipping from CarMax Schaumburg, IL

Key Features
Bed Cover, 4WD/AWD, Leather Seats, JBL Sound System, Parking Sensors, Rear View Camera
Location: CarMax Schaumburg in Chicago, Illinois 60173
Description: Used 2021 Toyota Tacoma Limited for sale - $49,998, 2,142 miles with Bed Cover, 4WD/AWD, Leather Seats, JBL Sound System, Parking Sensors, Rear View Camera
Transmission: Automatic Color:Gray Interior Color: Black Average Vehicle Review: (0 reviews)
New Arrival

2021 Chevrolet Silverado 1500 Custom

$45,998•9K mi

Available at your store CarMax Hillside (Eisenhower Expy), IL

Key Features
4WD/AWD, Rear View Camera, Bed Liner, Alloy Wheels, Auxiliary Audio Input, Overhead Airbags
Location: CarMax Hillside (Eisenhower Expy) in Chicago, Illinois 60162
Description: Used 2021 Chevrolet Silverado 1500 Custom for sale - $45,998, 8,235 miles with 4WD/AWD, Rear View Camera, Bed Liner, Alloy Wheels, Auxiliary Audio Input, Overhead Airbags
Transmission: Automatic Color:Blue Interior Color: Black Average Vehicle Review: (0 reviews)
New Arrival

2021 Chevrolet Silverado 1500 Custom

$41,998•5K mi

Free Shipping from CarMax Schaumburg, IL

Key Features
4WD/AWD, Satellite Radio Ready, Rear View Camera, Alloy Wheels, Auxiliary Audio Input, Overhead Airbags
Location: CarMax Schaumburg in Chicago, Illinois 60173
Description: Used 2021 Chevrolet Silverado 1500 Custom for sale - $41,998, 4,620 miles with 4WD/AWD, Satellite Radio Ready, Rear View Camera, Alloy Wheels, Auxiliary Audio Input, Overhead Airbags
Transmission: Automatic Color:White Interior Color: Black Average Vehicle Review: (0 reviews)

2021 GMC Sierra 3500 SLE

$52,998•3K mi

Free Shipping from CarMax Naperville, IL

Key Features
Long Bed, 4WD/AWD, Satellite Radio Ready, Rear View Camera, Running Boards, Alloy Wheels
Location: CarMax Naperville in Naperville, Illinois 60563
Description: Used 2021 GMC Sierra 3500 SLE for sale - $52,998, 2,504 miles with Long Bed, 4WD/AWD, Satellite Radio Ready, Rear View Camera, Running Boards, Alloy Wheels
Transmission: Automatic Color:Black Interior Color: Black Average Vehicle Review: (0 reviews)

2021 Chevrolet Silverado 2500 LT

$55,998•22K mi

Free Shipping from CarMax Schaumburg, IL

Key Features
Z71 Package, Bed Cover, 4WD/AWD, Satellite Radio Ready, Parking Sensors, Rear View Camera
Location: CarMax Schaumburg in Chicago, Illinois 60173
Description: Used 2021 Chevrolet Silverado 2500 LT for sale - $55,998, 21,444 miles with Z71 Package, Bed Cover, 4WD/AWD, Satellite Radio Ready, Parking Sensors, Rear View Camera
Transmission: Automatic Color:White Interior Color: Black Average Vehicle Review: (0 reviews)
New Arrival

2021 Chevrolet Silverado 1500 Custom Trail Boss

$46,998•7K mi

Free Shipping from CarMax Naperville, IL

Key Features
4WD/AWD, Satellite Radio Ready, Rear View Camera, Running Boards, Alloy Wheels, Auxiliary Audio Input
Location: CarMax Naperville in Naperville, Illinois 60563
Description: Used 2021 Chevrolet Silverado 1500 Custom Trail Boss for sale - $46,998, 6,327 miles with 4WD/AWD, Satellite Radio Ready, Rear View Camera, Running Boards, Alloy Wheels, Auxiliary Audio Input
Transmission: Automatic Color:Red Interior Color: Black Average Vehicle Review: (0 reviews)
New Arrival

2017 Nissan Frontier SL

$26,998•94K mi

Free Shipping from CarMax Naperville, IL

Key Features
Flex Fuel Vehicle, Bed Cover, 4WD/AWD, Leather Seats, Rockford Fosgate Sound, Satellite Radio Ready
Location: CarMax Naperville in Naperville, Illinois 60563
Description: Used 2017 Nissan Frontier SL for sale - $26,998, 93,045 miles with Flex Fuel Vehicle, Bed Cover, 4WD/AWD, Leather Seats, Rockford Fosgate Sound, Satellite Radio Ready
Transmission: Automatic Color:Black Interior Color: Gray Average Vehicle Review: (4 reviews)

2018 GMC Sierra 1500 Denali

$46,998•45K mi

Available at your store CarMax Hillside (Eisenhower Expy), IL

Key Features
Bed Cover, 4WD/AWD, Leather Seats, BOSE Sound System, Satellite Radio Ready, Parking Sensors
Location: CarMax Hillside (Eisenhower Expy) in Chicago, Illinois 60162
Description: Used 2018 GMC Sierra 1500 Denali for sale - $46,998, 44,537 miles with Bed Cover, 4WD/AWD, Leather Seats, BOSE Sound System, Satellite Radio Ready, Parking Sensors
Transmission: Automatic Color:White Interior Color: Brown Average Vehicle Review: (4.5 reviews)
New Arrival

2018 Chevrolet Silverado 1500 LT Z71

$42,998•13K mi

Free Shipping from CarMax Glencoe (Edens Expy), IL

Key Features
Bed Cover, 4WD/AWD, Satellite Radio Ready, Parking Sensors, Rear View Camera, Front Seat Heaters
Location: CarMax Glencoe (Edens Expy) in Glencoe, Illinois 60022
Description: Used 2018 Chevrolet Silverado 1500 LT Z71 for sale - $42,998, 12,256 miles with Bed Cover, 4WD/AWD, Satellite Radio Ready, Parking Sensors, Rear View Camera, Front Seat Heaters
Transmission: Automatic Color:Red Interior Color: Black Average Vehicle Review: (4.5 reviews)
New Arrival

2021 GMC Sierra 1500 Denali

$61,998•6K mi

Free Shipping from CarMax Glencoe (Edens Expy), IL

Key Features
4WD/AWD, Leather Seats, BOSE Sound System, Satellite Radio Ready, Parking Sensors, Rear View Camera
Location: CarMax Glencoe (Edens Expy) in Glencoe, Illinois 60022
Description: Used 2021 GMC Sierra 1500 Denali for sale - $61,998, 5,845 miles with 4WD/AWD, Leather Seats, BOSE Sound System, Satellite Radio Ready, Parking Sensors, Rear View Camera
Transmission: Automatic Color:White Interior Color: Black Average Vehicle Review: (0 reviews)

2018 Chevrolet Silverado 1500 Custom

$35,998•45K mi

Free Shipping from CarMax Naperville, IL

Key Features
4WD/AWD, Satellite Radio Ready, Rear View Camera, Bed Liner, Alloy Wheels, Auxiliary Audio Input
Location: CarMax Naperville in Naperville, Illinois 60563
Description: Used 2018 Chevrolet Silverado 1500 Custom for sale - $35,998, 44,507 miles with 4WD/AWD, Satellite Radio Ready, Rear View Camera, Bed Liner, Alloy Wheels, Auxiliary Audio Input
Transmission: Automatic Color:Black Interior Color: Gray Average Vehicle Review: (4.5 reviews)

2019 Ram 1500 Limited

$51,998•45K mi

Free Shipping from CarMax Naperville, IL

Key Features
Bed Cover, 4WD/AWD, Adjustable Suspension, Leather Seats, Alpine Sound System, Satellite Radio Ready
Location: CarMax Naperville in Naperville, Illinois 60563
Description: Used 2019 Ram 1500 Limited for sale - $51,998, 44,258 miles with Bed Cover, 4WD/AWD, Adjustable Suspension, Leather Seats, Alpine Sound System, Satellite Radio Ready
Transmission: Automatic Color:White Interior Color: Black Average Vehicle Review: (4.8 reviews)

2016 Ford F250 XLT

$43,998•46K mi

Free Shipping from CarMax Schaumburg, IL

Key Features
Bed Cover, 4WD/AWD, Satellite Radio Ready, Bed Liner, Running Boards, Alloy Wheels
Location: CarMax Schaumburg in Chicago, Illinois 60173
Description: Used 2016 Ford F250 XLT for sale - $43,998, 45,174 miles with Bed Cover, 4WD/AWD, Satellite Radio Ready, Bed Liner, Running Boards, Alloy Wheels
Transmission: Automatic Color:Green Interior Color: Gray Average Vehicle Review: (5 reviews)
New Arrival

2019 GMC Sierra 1500 Denali

$55,998•18K mi

Free Shipping from CarMax Schaumburg, IL

Key Features
4WD/AWD, Leather Seats, BOSE Sound System, Satellite Radio Ready, Parking Sensors, Rear View Camera
Location: CarMax Schaumburg in Chicago, Illinois 60173
Description: Used 2019 GMC Sierra 1500 Denali for sale - $55,998, 17,603 miles with 4WD/AWD, Leather Seats, BOSE Sound System, Satellite Radio Ready, Parking Sensors, Rear View Camera
Transmission: Automatic Color:Black Interior Color: Black Average Vehicle Review: (0 reviews)

2018 Chevrolet Silverado 1500 LT

$34,998•64K mi

Free Shipping from CarMax Naperville, IL

Key Features
4WD/AWD, Satellite Radio Ready, Rear View Camera, Bed Liner, Running Boards, Alloy Wheels
Location: CarMax Naperville in Naperville, Illinois 60563
Description: Used 2018 Chevrolet Silverado 1500 LT for sale - $34,998, 63,413 miles with 4WD/AWD, Satellite Radio Ready, Rear View Camera, Bed Liner, Running Boards, Alloy Wheels
Transmission: Automatic Color:Gray Interior Color: Black Average Vehicle Review: (4.5 reviews)

2020 Chevrolet Silverado 1500 RST

$41,998•29K mi

Available at your store CarMax Hillside (Eisenhower Expy), IL

Key Features
4WD/AWD, Turbo Charged Engine, BOSE Sound System, Satellite Radio Ready, Rear View Camera, Front Seat Heaters
Location: CarMax Hillside (Eisenhower Expy) in Chicago, Illinois 60162
Description: Used 2020 Chevrolet Silverado 1500 RST for sale - $41,998, 28,262 miles with 4WD/AWD, Turbo Charged Engine, BOSE Sound System, Satellite Radio Ready, Rear View Camera, Front Seat Heaters
Transmission: Automatic Color:Gray Interior Color: Black Average Vehicle Review: (4 reviews)
New Arrival

2020 Chevrolet Colorado Work Truck

$25,998•37K mi

Free Shipping from CarMax Naperville, IL

Key Features
Bed Cover, Rear View Camera, Bed Liner, Auxiliary Audio Input, Overhead Airbags, Traction Control
Location: CarMax Naperville in Naperville, Illinois 60563
Description: Used 2020 Chevrolet Colorado Work Truck for sale - $25,998, 36,433 miles with Bed Cover, Rear View Camera, Bed Liner, Auxiliary Audio Input, Overhead Airbags, Traction Control
Transmission: Automatic Color:Blue Interior Color: Gray Average Vehicle Review: (0 reviews)
New Arrival

2016 Ford F150 Lariat

$35,998•95K mi

Free Shipping from CarMax Schaumburg, IL

Key Features
Flex Fuel Vehicle, Bed Cover, 4WD/AWD, Turbo Charged Engine, Leather Seats, Satellite Radio Ready
Location: CarMax Schaumburg in Chicago, Illinois 60173
Description: Used 2016 Ford F150 Lariat for sale - $35,998, 94,455 miles with Flex Fuel Vehicle, Bed Cover, 4WD/AWD, Turbo Charged Engine, Leather Seats, Satellite Radio Ready
Transmission: Automatic Color:Red Interior Color: Black Average Vehicle Review: (4.933333333333334 reviews)

2018 GMC Sierra 1500 Denali

$48,998•25K mi

Available at your store CarMax Hillside (Eisenhower Expy), IL

Key Features
4WD/AWD, Leather Seats, BOSE Sound System, Satellite Radio Ready, Parking Sensors, Rear View Camera
Location: CarMax Hillside (Eisenhower Expy) in Chicago, Illinois 60162
Description: Used 2018 GMC Sierra 1500 Denali for sale - $48,998, 24,172 miles with 4WD/AWD, Leather Seats, BOSE Sound System, Satellite Radio Ready, Parking Sensors, Rear View Camera
Transmission: Automatic Color:Black Interior Color: Black Average Vehicle Review: (4.5 reviews)

This price does not include tax, title, and tags. Additional fees may also apply depending on the state of purchase.