Pickup Trucks for Sale inChicago, IL
15,162 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- 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:
- Red
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 137,029
- Stock #:
- 3857
- VIN:
- 1GCGTEEN5J1177968
Sponsored by JZ Auto Sales
2018 Chevrolet Colorado
ZR2 Crew Cab 4WD
137,029 mi
Summit, IL
11 mi away
Good Deal
$18,367
- Year:
- 2020
- Make:
- Toyota
- Model:
- Tacoma
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 278 hp 3.5L V6
- Exterior color:
- Super White
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Interior color:
- Cement
- Transmission:
- 6-Speed Automatic
- Mileage:
- 69,504
- Stock #:
- M25129B
- VIN:
- 3TMCZ5AN8LM355137
Sponsored Listing
2020 Toyota Tacoma
TRD Sport Double Cab 4WD
69,504 mi
Bensenville, IL
17 mi away
Fair Deal
$33,203
- 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:
- Diamond Black Crystal Pearlcoat
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 105,338
- Stock #:
- TT18434A
- VIN:
- 1C6SRFHTXMN505169
Sponsored Listing
2021 RAM 1500
Limited Crew Cab 4WD
105,338 mi
Willowbrook, IL
19 mi away
Good Deal
$31,878
- Year:
- 2024
- Make:
- Chevrolet
- Model:
- Colorado
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Exterior color:
- Gray
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 25,922
- Stock #:
- 31-2327AP
- VIN:
- 1GCPTCEK0R1107770
2024 Chevrolet Colorado
LT Crew Cab 4WD
25,922 mi
Chesterton, IN
33 mi away
Fair Deal
$36,530
- Year:
- 2017
- Make:
- Ford
- Model:
- F-150
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 375 hp 3.5L V6
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 153,611
- Stock #:
- 03
- VIN:
- 1FTEW1EG5HKC58935
Price drop
-$451
2017 Ford F-150
Lariat SuperCrew 4WD
153,611 mi
Chicago, IL
7 mi away
Good Deal
$18,970
$18,519
- Year:
- 2021
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- White
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 65,500
- Stock #:
- 31-26315AA
- VIN:
- 1C6JJTBG1ML595630
2021 Jeep Gladiator
Rubicon Crew Cab 4WD
65,500 mi
Chesterton, IN
33 mi away
Good Deal
$30,200
- Year:
- 2016
- Make:
- RAM
- Model:
- 2500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 350 hp 6.7L I6 Diesel
- Exterior color:
- Pearl White
- Fuel type:
- Diesel
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 124,651
- Stock #:
- 26165-1
- VIN:
- 3C6UR5FLXGG307565
New arrival
2016 RAM 2500
Laramie Crew Cab 4WD
124,651 mi
North Aurora, IL
39 mi away
Good Deal
$31,328
- Year:
- 2022
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Sting-Gray Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 44,035
- Stock #:
- F5013
- VIN:
- 1C6HJTAG9NL159058
2022 Jeep Gladiator
Willys Crew Cab 4WD
44,035 mi
Saint Charles, IL
35 mi away
Fair Deal
$30,347
- Year:
- 2025
- 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:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 4,267
- Stock #:
- F5012
- VIN:
- 3GCPKBEK2SG347455
2025 Chevrolet Silverado 1500
Custom Crew Cab 4WD
4,267 mi
Saint Charles, IL
35 mi away
Good Deal
$38,347
- Year:
- 2018
- Make:
- Chevrolet
- Model:
- Colorado
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 181 hp 2.8L I4 Diesel
- Exterior color:
- Black
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 69,672
- Stock #:
- S33034
- VIN:
- 1GCPTDE1XJ1162194
Price drop
-$929
2018 Chevrolet Colorado
Z71 Crew Cab 4WD
69,672 mi
Palos Hills, IL
16 mi away
Great Deal
$23,373
$22,444
- Year:
- 2008
- Make:
- Ford
- Model:
- F-250 Super Duty
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 300 hp 5.4L V8
- Exterior color:
- Black
- Fuel type:
- Gasoline
- Interior color:
- Camel
- Transmission:
- Automatic
- Mileage:
- 126,875
- Stock #:
- 33240SS
- VIN:
- 1FTSW21518ED46456
New arrival
2008 Ford F-250 Super Duty
XL Crew Cab 4WD
126,875 mi
Palos Hills, IL
16 mi away
Fair Deal
$12,373
- Year:
- 2024
- Make:
- Ford
- Model:
- F-150
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 430 hp 3.5L V6 Hybrid
- Exterior color:
- Gray
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Hybrid
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 24,614
- Stock #:
- 29123436
- VIN:
- 1FTFW3LD0RFA72951
New arrival
2024 Ford F-150
XLT SuperCrew 4WD
24,614 mi
Plainfield, IL
37 mi away
Good Deal
$40,998
- Year:
- 2023
- Make:
- Toyota
- Model:
- Tacoma
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 278 hp 3.5L V6
- Exterior color:
- Celestial Silver Metallic
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Interior color:
- Cement
- Transmission:
- 6-Speed Automatic
- Mileage:
- 28,808
- Stock #:
- 50382A
- VIN:
- 3TYCZ5AN8PT128072
Price drop
-$3,342
2023 Toyota Tacoma
SR V6 Double Cab 4WD
28,808 mi
Naperville, IL
30 mi away
Great Deal
$34,655
$31,313
- 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:
- Summit White
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 56,432
- Stock #:
- N260406B
- VIN:
- 1GCRYDEDXLZ364641
Price drop
-$2,352
2020 Chevrolet Silverado 1500
LT Double Cab 4WD
56,432 mi
Oak Lawn, IL
12 mi away
Good Deal
$29,172
$26,820
- Year:
- 2020
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 310 hp 2.7L I4
- Exterior color:
- Silver Ice Metallic
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 52,944
- Stock #:
- E9421
- VIN:
- 1GCPYBEK3LZ374938
New arrival
2020 Chevrolet Silverado 1500
Custom Crew Cab 4WD
52,944 mi
Lansing, IL
22 mi away
Fair Deal
$29,355
- 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
Good Deal
$30,953
- 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:
- Pearl
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 64,410
- Stock #:
- M8201
- VIN:
- 1GCUYGED7NZ129211
2022 Chevrolet Silverado 1500
LTZ Crew Cab 4WD
64,410 mi
Crystal Lake, IL
42 mi away
Fair Deal
$37,908
- Year:
- 2024
- Make:
- Chevrolet
- Model:
- Colorado
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Exterior color:
- Summit White
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 32,097
- Stock #:
- L70129A
- VIN:
- 1GCPTCEKXR1129565
2024 Chevrolet Colorado
LT Crew Cab 4WD
32,097 mi
Lansing, IL
22 mi away
Great Deal
$33,352
- Year:
- 2022
- Make:
- Ford
- Model:
- Maverick
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 250 hp 2L I4
- Exterior color:
- White
- Fuel type:
- Gasoline
- Mileage:
- 112,275
- Stock #:
- 151-26
- VIN:
- 3FTTW8E91NRB02304
New arrival
2022 Ford Maverick
XL SuperCrew FWD
112,275 mi
Highland Park, IL
23 mi away
Great Deal
$14,749
- 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:
- Black Metallic
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 43,359
- Stock #:
- G25956A
- VIN:
- 1FTEW1E48LKD15675
New arrival
2020 Ford F-150
XLT SuperCrew 4WD
43,359 mi
Joliet, IL
36 mi away
Great Deal
$27,075
- Year:
- 2021
- Make:
- GMC
- Model:
- Sierra 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 277 hp 3L I6 Diesel
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Diesel
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 88,719
- Stock #:
- 31-26448AA
- VIN:
- 1GTU9CET0MZ435405
2021 GMC Sierra 1500
Elevation Crew Cab 4WD
88,719 mi
Chesterton, IN
33 mi away
Great Deal
$28,192
- Year:
- 2016
- Make:
- RAM
- Model:
- 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 305 hp 3.6L V6 Flex Fuel Vehicle
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Flex Fuel Vehicle
- Transmission:
- 8-Speed Automatic
- Mileage:
- 150,000
- Stock #:
- 10574
- VIN:
- 1C6RR7FG6GS118554
New arrival
2016 RAM 1500
Express Quad Cab 4WD
150,000 mi
Palatine, IL
28 mi away
Fair Deal
$12,200
- 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:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 118,023
- Stock #:
- UT21207
- VIN:
- 1GCVKREC2HZ142901
2017 Chevrolet Silverado 1500
LT Double Cab 4WD
118,023 mi
Mchenry, IL
45 mi away
Fair Deal
$18,802
- Year:
- 2025
- Make:
- Chevrolet
- Model:
- Silverado 3500HD
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 470 hp 6.6L V8 Biodiesel
- Exterior color:
- Black
- Fuel type:
- Biodiesel
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 3,228
- Stock #:
- UT21365
- VIN:
- 1GC4KVEY1SF134992
Price drop
-$1,573
Sponsored Listing
2025 Chevrolet Silverado 3500HD
High Country Crew Cab 4WD
3,228 mi
Mchenry, IL
45 mi away
Fair Deal
$78,754
$77,181
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