Used Pickup Trucks for Sale nearChicago, IL
Shop with transparent pricing.
Only show listings that include dealer fees- 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:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 33,225
- Stock #:
- RT196
- VIN:
- 1GCUDEED2PZ229462


Sponsored by Napleton Chevrolet St. Charles
2023 Chevrolet Silverado 1500
RST Crew Cab 4WD
33,225 mi
$44,413
- Year:
- 2025
- Make:
- Toyota
- Model:
- Tundra
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 389 hp 3.4L V6
- Exterior color:
- Celestial Silver Metallic
- Fuel type:
- Gasoline
- Interior color:
- Brown (Tan)
- Transmission:
- Automatic
- Mileage:
- 22,348
- Stock #:
- 17245A
- VIN:
- 5TFMA5DB8SX251754

Sponsored Listing
2025 Toyota Tundra
1794 Edition CrewMax Cab 4WD
22,348 mi
$59,412
- Year:
- 2021
- Make:
- Toyota
- Model:
- Tacoma
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 278 hp 3.5L V6
- Exterior color:
- Magnetic Gray Metallic
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Transmission:
- 6-Speed Automatic
- Mileage:
- 48,461
- Stock #:
- 13018P
- VIN:
- 3TMCZ5AN4MM439022

-$2,200
Sponsored Listing
2021 Toyota Tacoma
TRD Off Road Double Cab 4WD
48,461 mi
$37,266
$35,066
- Year:
- 2015
- 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:
- Automatic
- Mileage:
- 110,142
- Stock #:
- FS586137
- VIN:
- 1C6RR7NTXFS586137

2015 RAM 1500
Laramie Crew Cab 4WD
110,142 mi
$18,372
- 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:
- Onyx Black
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black/Timber
- Transmission:
- 8-Speed Automatic
- Mileage:
- 25,726
- Stock #:
- N15001
- VIN:
- 1GTP6DEK0P1222041

-$1,000
2023 GMC Canyon
AT4 Crew Cab 4WD
25,726 mi
$39,413
$38,413
- Year:
- 2024
- Make:
- Ford
- Model:
- F-150
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 325 hp 2.7L V6
- Exterior color:
- Blue Metallic
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 10,909
- Stock #:
- T14004
- VIN:
- 1FTEX2LP2RKF75482

2024 Ford F-150
STX SuperCab LB 4WD
10,909 mi
$38,913
- 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:
- Summit White
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 30,481
- Stock #:
- BC2293
- VIN:
- 1GTRUJEKXPZ292144

-$1,844
2023 GMC Sierra 1500
Elevation Standard Double Cab 4WD
30,481 mi
$37,992
$36,148
- Year:
- 2022
- Make:
- RAM
- Model:
- 2500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 370 hp 6.7L I6 Diesel
- Exterior color:
- Bright White Clearcoat
- Fuel type:
- Diesel
- Interior color:
- Diesel Gray/Black
- Transmission:
- Automatic
- Mileage:
- 86,058
- Stock #:
- NG143140
- VIN:
- 3C6UR5DL1NG143140

2022 RAM 2500
Lone Star Crew Cab 4WD
86,058 mi
$37,372
- Year:
- 2026
- Make:
- RAM
- Model:
- 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6
- Exterior color:
- Gray (Granite Crystal Metallic Clearcoat)
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 362
- Stock #:
- CK565B
- VIN:
- 3C6SRFGP2T4153928

2026 RAM 1500
Warlock Crew Cab 4WD
362 mi
$45,061
- Year:
- 2020
- Make:
- RAM
- Model:
- 1500
- Body type:
- Pickup Truck
- Engine:
- 305 hp 3.6L V6
- Exterior color:
- Diamond Black
- Fuel type:
- Gasoline
- Interior color:
- Gray (Diesel Grey/Black)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 40,429
- Stock #:
- 26109A
- VIN:
- 1C6RREFG4LN275738

2020 RAM 1500
40,429 mi
$27,913
- Year:
- 2025
- Make:
- Chevrolet
- Model:
- Silverado 2500HD
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 401 hp 6.6L V8
- Exterior color:
- Cypress Gray
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 15,694
- Stock #:
- B26640A
- VIN:
- 1GC4KNE70SF268061

2025 Chevrolet Silverado 2500HD
LT Crew Cab 4WD
15,694 mi
$58,690
- Year:
- 2024
- 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:
- 8-Speed Automatic
- Mileage:
- 28,011
- Stock #:
- P1395
- VIN:
- 1GCPDBEK5RZ191819

2024 Chevrolet Silverado 1500
Custom Crew Cab 4WD
28,011 mi
$35,408
- Year:
- 2019
- Make:
- Honda
- Model:
- Ridgeline
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 280 hp 3.5L V6
- Exterior color:
- Crystal Black Pearl
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 51,762
- Stock #:
- 261461A
- VIN:
- 5FPYK3F60KB025812

2019 Honda Ridgeline
RTL-T AWD
51,762 mi
$25,912
Popular Pickup Truck reviews
- Year:
- 2024
- Make:
- Ford
- Model:
- Maverick
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 2.5L I4 Hybrid
- Exterior color:
- Blue (Azure Gray Metallic)
- Combined gas mileage:
- 38 MPG
- Fuel type:
- Hybrid
- Interior color:
- Desert Brown
- Transmission:
- Continuously Variable Transmission
- Mileage:
- 60,010
- Stock #:
- PI0012
- VIN:
- 3FTTW8M35RRA73781

2024 Ford Maverick
Lariat SuperCrew FWD
60,010 mi
$27,913
- Year:
- 2024
- Make:
- GMC
- Model:
- Canyon
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 310 hp 2.7L I4
- Exterior color:
- Onyx Black
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 68,957
- Stock #:
- G25980A
- VIN:
- 1GTP6BEK5R1108267

2024 GMC Canyon
Elevation Crew Cab 4WD
68,957 mi
$33,875
- Year:
- 2024
- Make:
- Chevrolet
- Model:
- Silverado 2500HD
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 401 hp 6.6L V8
- Exterior color:
- Summit White
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 30,828
- Stock #:
- R1213643
- VIN:
- 2GC4YLE75R1213643

2024 Chevrolet Silverado 2500HD
Work Truck Crew Cab 4WD
30,828 mi
$40,372
- Year:
- 2013
- Make:
- RAM
- Model:
- 1500
- Body type:
- Pickup Truck
- Doors:
- 2 doors
- Drivetrain:
- 4X2
- Engine:
- 305 hp 3.6L V6 Flex Fuel Vehicle
- Exterior color:
- Black
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Flex Fuel Vehicle
- Interior color:
- Black/Diesel Gray Interior
- Transmission:
- 8-Speed Automatic
- Mileage:
- 56,116
- Stock #:
- 24490T
- VIN:
- 3C6JR6AG8DG515166

2013 RAM 1500
Tradesman RWD
56,116 mi
$15,647
- 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:
- 43,417
- Stock #:
- K8766
- VIN:
- 2GCUDEED0P1118904

2023 Chevrolet Silverado 1500
RST Crew Cab 4WD
43,417 mi
$41,293
- Year:
- 2021
- Make:
- Chevrolet
- Model:
- Colorado
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 308 hp 3.6L V6
- Exterior color:
- Gray (Steel Metallic)
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 133,872
- Stock #:
- 61129A
- VIN:
- 1GCGTCEN6M1200294

-$496
2021 Chevrolet Colorado
LT Crew Cab 4WD
133,872 mi
$17,908
$17,412
- 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:
- Crystal Metallic
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 62,977
- Stock #:
- 24417T
- VIN:
- 1C6SRFJT3LN148023

2020 RAM 1500
Laramie Crew Cab 4WD
62,977 mi
$35,647
- 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 color:
- Agate Black Metallic
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 44,346
- Stock #:
- X264111
- VIN:
- 1FTFW1RG2PFB36393
2023 Ford F-150
Raptor SuperCrew 4WD
44,346 mi
$66,183
- 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:
- Patriot Blue Pearlcoat
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 45,124
- Stock #:
- R5521A
- VIN:
- 1C6SRFFT6PN692336

2023 RAM 1500
Big Horn Crew Cab 4WD
45,124 mi
$34,261
- Year:
- 2018
- Make:
- Ford
- Model:
- F-150
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3.5L V6
- Exterior color:
- Oxford White
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 67,612
- Stock #:
- P18233A
- VIN:
- 1FTFW1RG9JFD49817

Sponsored Listing
2018 Ford F-150
Raptor SuperCrew 4WD
67,612 mi
$42,403
4.5 Overall rating for Pickup Truck
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Britt O
Reviewed a 2012 Chevrolet LT Crew Cab 4WD on Jun 6, 2026
Before purchasing a used Silverado 2500HD, I would strongly recommend checking the overall condition of the truck with special attention to rust, the transmission, suspension, and maintenance history. Look closely at the rocker panels, cab corners, wheel wells, frame rails, brake lines, and fuel lines for excessive rust, flaking metal, or holes. During the test drive, make sure the transmission shifts smoothly without slipping, shuddering, hard shifts, or delayed engagement into drive or reverse, and ask whether it is the original transmission or if it has ever been rebuilt or replaced. Check the engine for oil leaks, coolant leaks, unusual noises, excessive exhaust smoke, or warning lights, and ask if major components such as the water pump, radiator, or thermostat have been replaced. Pay close attention to the steering and suspension by listening for clunks, checking for loose steering, and looking for uneven tire wear that could indicate worn ball joints, tie rods, wheel bearings, or other front-end components. Also inspect the brakes for pulsation, soft pedal feel, or rusted lines, and examine the tires for uneven wear, dry rot, or signs that an alignment or suspension issue may be present. Most importantly, ask for maintenance records and receipts for major repairs, as a well-documented truck is generally a much safer purchase than one with an unknown service history. For a high-mileage Silverado 2500HD, rust, transmission condition, front-end wear, four-wheel-drive operation, and cooling system maintenance are the areas most likely to lead to expensive repairs if they have been neglected.
Josiah L
Reviewed a 2020 Ford XLT Crew Cab 4WD on Apr 23, 2026
Great condition really nice interior, really good priced drives and runs great
Jesse S
Reviewed a 2022 Hyundai SEL Premium Crew Cab AWD on Jan 23, 2026
The car comes with incredible features I wasn’t even prepared for. Everything is thoughtfully crafted and they make use of every inch of space with hidden storage compartments. I love it so far
Dale W
Reviewed a 2019 Ford XLT SuperCrew RWD on Dec 6, 2025
Great vehicle! Has everything I need in a strong durable truck! Will definitely buy Ford again.