Used Pickup Trucks for Sale nearChicago, IL
6,273 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- 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:
- White
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 48,769
- Stock #:
- 21243303T
- VIN:
- 1GCUYEEDXLZ243303
Sponsored by Garber Chevrolet Highland
2020 Chevrolet Silverado 1500
RST Crew Cab 4WD
48,769 mi
Highland, IN
25 mi away
Fair Deal
$37,746
- Year:
- 2022
- Make:
- Ford
- Model:
- Maverick
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 250 hp 2L I4
- Exterior color:
- Cactus
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Blue (Navy Pier/Medium Slate)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 36,588
- Stock #:
- VM3055A
- VIN:
- 3FTTW8F98NRA45016
Sponsored Listing
2022 Ford Maverick
XLT SuperCrew AWD
36,588 mi
Berwyn, IL
10 mi away
Fair Deal
$25,868
- Year:
- 2018
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Exterior color:
- White
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 82,214
- Stock #:
- B6129B
- VIN:
- 3GCUKREC9JG199677
New arrival
Sponsored Listing
2018 Chevrolet Silverado 1500
LT Crew Cab 4WD
82,214 mi
Highland, IN
25 mi away
Fair Deal
$25,809
- Year:
- 2022
- Make:
- RAM
- Model:
- 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 260 hp 3L V6 Biodiesel
- Exterior color:
- Diamond Black Crystal Pearlcoat
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Biodiesel
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 54,098
- Stock #:
- 626273A
- VIN:
- 1C6SRFFM1NN381130
Price drop
-$693
2022 RAM 1500
Big Horn Crew Cab 4WD
54,098 mi
Libertyville, IL
32 mi away
Good Deal
$31,928
$31,235
- Year:
- 2021
- Make:
- RAM
- Model:
- 1500
- Body type:
- Pickup Truck
- Exterior color:
- Flame Red Clearcoat
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 78,577
- Stock #:
- C31125
- VIN:
- 1C6SRFWT9MN532379
New arrival
2021 RAM 1500
Sport Extended Cab 4WD
78,577 mi
Glen Ellyn, IL
23 mi away
Good Deal
$30,127
- Year:
- 2024
- Make:
- Ford
- Model:
- E-Series Chassis
- Body type:
- Pickup Truck
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 350 hp 7.3L V8
- Exterior color:
- White
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 54,303
- Stock #:
- R4744
- VIN:
- 1FDXE4FN4RDD25830
2024 Ford E-Series Chassis
E-450 SD Cutaway 158 DRW RWD
54,303 mi
Roselle, IL
24 mi away
Fair Deal
$41,244
- 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:
- Red
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 68,774
- Stock #:
- 10195
- VIN:
- 1C6RR7LT6MS595644
2021 RAM 1500
Classic Warlock Crew Cab 4WD
68,774 mi
Frankfort, IL
28 mi away
Good Deal
$27,796
- 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:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 23,857
- Stock #:
- J1366B
- VIN:
- 1GTP6DEK4R1111575
New arrival
2024 GMC Canyon
AT4 Crew Cab 4WD
23,857 mi
Crystal Lake, IL
43 mi away
Fair Deal
$42,016
- 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:
- Gray (Granite Crystal Metallic Clearcoat)
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 76,258
- Stock #:
- 65295A
- VIN:
- 1C6SRFBT0KN739455
2019 RAM 1500
Big Horn Quad Cab 4WD
76,258 mi
Oswego, IL
35 mi away
Fair Deal
$26,393
- Year:
- 2014
- Make:
- RAM
- Model:
- 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 395 hp 5.7L V8
- Exterior color:
- White
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 103,559
- Stock #:
- 21217049T
- VIN:
- 1C6RR7MTXES217049
New arrival
2014 RAM 1500
Sport Crew Cab 4WD
103,559 mi
Highland, IN
25 mi away
Fair Deal
$21,126
- Year:
- 2013
- Make:
- GMC
- Model:
- Sierra 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- 4X2
- Engine:
- 302 hp 4.8L V8 Flex Fuel Vehicle
- Exterior color:
- Onyx Black
- Fuel type:
- Flex Fuel Vehicle
- Interior color:
- Gray (Dark Titanium)
- Transmission:
- 4-Speed Automatic Overdrive
- Mileage:
- 148,872
- Stock #:
- 262918AA
- VIN:
- 3GTP1UEA7DG141119
Price drop
-$1,000
2013 GMC Sierra 1500
SL Crew Cab
148,872 mi
Peotone, IL
39 mi away
Good Deal
$11,323
$10,323
- Year:
- 2016
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Exterior color:
- Gray (Tungsten Metallic)
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 89,221
- Stock #:
- F4933A
- VIN:
- 1GCVKSEC8GZ100741
2016 Chevrolet Silverado 1500
LTZ Double Cab 4WD
89,221 mi
Saint Charles, IL
35 mi away
Fair Deal
$23,041
- 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:
- White
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 24,074
- Stock #:
- P1386
- VIN:
- 1C6RRFFGXPN607032
2023 RAM 1500
Big Horn Crew Cab 4WD
24,074 mi
Michigan City, IN
40 mi away
Good Deal
$35,259
Popular Pickup Truck reviews
4.5 Overall rating(10200 reviews)
Jun 6, 2026
2012 Chevrolet LT Crew Cab 4WD
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.
Apr 23, 2026
2020 Ford XLT Crew Cab 4WD
Great condition really nice interior, really good priced drives and runs great
Jan 23, 2026
2022 Hyundai SEL Premium Crew Cab AWD
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
Dec 6, 2025
2019 Ford XLT SuperCrew RWD
Great vehicle! Has everything I need in a strong durable truck! Will definitely buy Ford again.
Oct 17, 2025
2022 GMC Denali Ultimate Crew Cab 4WD
Love this truck! Love the inline 6 diesel! And my fiance loves the massaging seats!
- Year:
- 2019
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Exterior color:
- Blue Metallic
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 72,247
- Stock #:
- K8750
- VIN:
- 3GCUYEED3KG259650
2019 Chevrolet Silverado 1500
RST Crew Cab 4WD
72,247 mi
East Dundee, IL
35 mi away
Fair Deal
$31,213
- Year:
- 2017
- Make:
- GMC
- Model:
- Sierra 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 420 hp 6.2L V8
- Exterior color:
- Onyx Black
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic Overdrive
- Mileage:
- 75,464
- Stock #:
- G260462A
- VIN:
- 3GTU2PEJ0HG452138
New arrival
2017 GMC Sierra 1500
Denali Crew Cab 4WD
75,464 mi
Matteson, IL
27 mi away
Good Deal
$31,578
- 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:
- 104,691
- Stock #:
- P7263A
- VIN:
- 1C6RRFFG3KN699383
Price drop
-$769
2019 RAM 1500
Big Horn Crew Cab 4WD
104,691 mi
Crystal Lake, IL
42 mi away
Good Deal
$23,404
$22,635
- Year:
- 2015
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- 4X2
- Engine:
- 4.3L V6 Flex Fuel Vehicle
- Exterior color:
- Dark Toreador Red
- Fuel type:
- Flex Fuel Vehicle
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 102,460
- Stock #:
- 45481A
- VIN:
- 1GCRCREH5FZ249335
2015 Chevrolet Silverado 1500
LT Double Cab RWD
102,460 mi
Oak Forest, IL
21 mi away
Good Deal
$14,400
- 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:
- 67,904
- Stock #:
- V260345A
- VIN:
- 1C6SRFFT2PN567849
2023 RAM 1500
Big Horn Crew Cab 4WD
67,904 mi
Orland Park, IL
22 mi away
Fair Deal
$33,853
- Year:
- 2015
- Make:
- RAM
- Model:
- 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 305 hp 3.6L V6 Flex Fuel Vehicle
- Exterior color:
- Crystal Metallic
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Flex Fuel Vehicle
- Interior color:
- Diesel Gray/Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 105,309
- Stock #:
- PC4508
- VIN:
- 1C6RR7FG1FS564044
2015 RAM 1500
Express Quad Cab 4WD
105,309 mi
Fox Lake, IL
46 mi away
Good Deal
$14,189
- 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:
- 15,693
- Stock #:
- B26640A
- VIN:
- 1GC4KNE70SF268061
New arrival
2025 Chevrolet Silverado 2500HD
LT Crew Cab 4WD
15,693 mi
North Riverside, IL
10 mi away
Good Deal
$56,021
- Year:
- 2021
- Make:
- RAM
- Model:
- 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 305 hp 3.6L V6
- Exterior color:
- Billet Silver Metallic
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 72,548
- Stock #:
- F11151
- VIN:
- 1C6RR7GG3MS583075
2021 RAM 1500
Classic Warlock Quad Cab 4WD
72,548 mi
Tinley Park, IL
22 mi away
Great Deal
$23,946
- 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:
- Black
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 56,842
- Stock #:
- U10320
- VIN:
- 3GCPYCEL4NG212592
Price drop
-$1,095
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
56,842 mi
Valparaiso, IN
40 mi away
Great Deal
$34,280
$33,184
- Year:
- 2018
- Make:
- Chevrolet
- Model:
- Colorado
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 308 hp 3.6L V6
- Exterior color:
- Gray (Graphite Metallic)
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 30,285
- Stock #:
- GQ32407
- VIN:
- 1GCGTDEN0J1108986
New arrival
Sponsored Listing
2018 Chevrolet Colorado
Z71 Crew Cab 4WD
30,285 mi
Gurnee, IL
39 mi away
Great Deal
$26,166
4.5 Overall rating for Pickup Truck
Filter by make
Filter by rating
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.
Is this review helpful?
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
Is this review helpful?
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
Is this review helpful?
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.
Is this review helpful?
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