Best Pickup Trucks For Sale inChicago, IL
1,796 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- 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:
- Black Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 96,043
- Stock #:
- Z2939A
- VIN:
- 1C6HJTFG3ML586971
Sponsored by Old Orchard Nissan
2021 Jeep Gladiator
Overland Crew Cab 4WD
96,043 mi
Skokie, IL
14 mi away
Great Deal
$23,742
- Year:
- 2023
- Make:
- Chevrolet
- Model:
- Colorado
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 237 hp 2.7L I4
- Exterior color:
- Sterling Gray Metallic
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 30,031
- Stock #:
- 62261A
- VIN:
- 1GCGTCEC8P1236751
Sponsored Listing
2023 Chevrolet Colorado
LT Crew Cab 4WD
30,031 mi
Frankfort, IL
28 mi away
Fair Deal
$33,144
- Year:
- 2021
- Make:
- Ford
- Model:
- F-150
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 400 hp 3.5L V6
- Exterior color:
- Agate Black Metallic
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 102,576
- Stock #:
- NP10905A
- VIN:
- 1FTFW1E8XMFC22187
Sponsored Listing
2021 Ford F-150
Lariat SuperCrew 4WD
102,576 mi
Orland Park, IL
22 mi away
Fair Deal
$32,781
- 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
Price drop
-$1,000
2023 GMC Canyon
AT4 Crew Cab 4WD
25,726 mi
Melrose Park, IL
12 mi away
Good Deal
$39,413
$38,413
- 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:
- Bright White Clearcoat
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 69,583
- Stock #:
- P6156
- VIN:
- 1C6SRFHT8PN612600
2023 RAM 1500
Limited Crew Cab 4WD
69,583 mi
Elmhurst, IL
17 mi away
Good Deal
$39,388
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Colorado
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- 4X2
- Engine:
- 200 hp 2.5L I4
- Exterior color:
- Summit White
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 22,937
- Stock #:
- C31137
- VIN:
- 1GCHSCEA6N1243023
New arrival
2022 Chevrolet Colorado
LT Extended Cab RWD
22,937 mi
Glen Ellyn, IL
23 mi away
Good Deal
$22,627
- Year:
- 2021
- Make:
- Ford
- Model:
- F-150
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 400 hp 3.5L V6
- Exterior color:
- Black Metallic
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 98,602
- Stock #:
- B26309A
- VIN:
- 1FTFW1E82MFA67232
2021 Ford F-150
Lariat SuperCrew 4WD
98,602 mi
North Riverside, IL
10 mi away
Good Deal
$32,402
- Year:
- 2022
- Make:
- RAM
- Model:
- 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 395 hp 5.7L V8
- Exterior color:
- Billet Silver Metallic Clearcoat
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Blue (Indigo/Sea Salt)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 54,985
- Stock #:
- 262986A
- VIN:
- 1C6SRFHT7NN369777
New arrival
2022 RAM 1500
Limited Crew Cab 4WD
54,985 mi
Peotone, IL
39 mi away
Fair Deal
$44,319
- 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:
- Gray
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 86,035
- Stock #:
- P4686
- VIN:
- 2GCUDDED5P1123056
2023 Chevrolet Silverado 1500
LT Crew Cab 4WD
86,035 mi
Kenosha, WI
50 mi away
Great Deal
$31,194
- 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:
- White
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 41,395
- Stock #:
- P1776
- VIN:
- 1GTP6BEK2P1267146
2023 GMC Canyon
Elevation Crew Cab 4WD
41,395 mi
Schaumburg, IL
25 mi away
Great Deal
$32,813
- 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
2023 GMC Sierra 1500
Elevation Standard Double Cab 4WD
30,481 mi
North Riverside, IL
10 mi away
Good Deal
$36,411
- Year:
- 2022
- 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
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 71,869
- Stock #:
- P14656
- VIN:
- 1C6SRFHT2NN270333
2022 RAM 1500
Limited Crew Cab 4WD
71,869 mi
Fox Lake, IL
46 mi away
Fair Deal
$40,199
- 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:
- Ice
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black/Gun Metal
- Transmission:
- 6-Speed Automatic
- Mileage:
- 26,751
- Stock #:
- M8135
- VIN:
- 3TMCZ5AN9PM574873
2023 Toyota Tacoma
TRD Off Road Double Cab 4WD
26,751 mi
Crystal Lake, IL
42 mi away
Fair Deal
$41,908
- 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:
- Gray (Granite Crystal Metallic Clearcoat)
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Global Black/Steel Gray
- Transmission:
- 8-Speed Automatic
- Mileage:
- 33,496
- Stock #:
- PM21443A
- VIN:
- 1C6HJTAG9NL153034
2022 Jeep Gladiator
Sport Crew Cab 4WD
33,496 mi
Evanston, IL
11 mi away
Good Deal
$29,408
- Year:
- 2023
- Make:
- GMC
- Model:
- Sierra 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6 Diesel
- Exterior color:
- Summit White
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black With Kalahari Accents
- Transmission:
- Automatic
- Mileage:
- 40,045
- Stock #:
- LH13264P
- VIN:
- 1GTUUEE80PZ299075
2023 GMC Sierra 1500
AT4 Crew Cab 4WD
40,045 mi
Hinsdale, IL
16 mi away
Great Deal
$46,401
- 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:
- Patriot Blue Pearlcoat
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 50,217
- Stock #:
- R11111A
- VIN:
- 1C6SRFHTXMN708093
New arrival
2021 RAM 1500
Limited Crew Cab 4WD
50,217 mi
Tinley Park, IL
22 mi away
Good Deal
$40,358
- 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
Price drop
-$496
2021 Chevrolet Colorado
LT Crew Cab 4WD
133,872 mi
Melrose Park, IL
12 mi away
Great Deal
$17,908
$17,412
- Year:
- 2023
- 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:
- 60,827
- Stock #:
- 61920A
- VIN:
- 3GCPDCEK8PG187072
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
60,827 mi
Frankfort, IL
28 mi away
Fair Deal
$35,371
- Year:
- 2022
- Make:
- Ford
- Model:
- F-150
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 420 hp 3.5L V6 Hybrid
- Exterior color:
- Star White Metallic Tri-Coat
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Hybrid
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 65,838
- Stock #:
- 34566
- VIN:
- 1FTFW1ED0NFA34566
2022 Ford F-150
Lariat SuperCrew 4WD
65,838 mi
Plano, IL
48 mi away
Fair Deal
$40,408
- Year:
- 2023
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 420 hp 6.2L V8
- Exterior color:
- White
- Combined gas mileage:
- 15 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- Automatic
- Mileage:
- 26,422
- Stock #:
- 70130787P
- VIN:
- 3GCUDHEL5PG130787
2023 Chevrolet Silverado 1500
ZR2 Crew Cab 4WD
26,422 mi
Glendale Heights, IL
23 mi away
Good Deal
$53,064
- 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:
- Gray (Granite Crystal Metallic Clearcoat)
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 31,155
- Stock #:
- 626275A
- VIN:
- 1C6RRFBG7PN622593
New arrival
2023 RAM 1500
Big Horn Quad Cab 4WD
31,155 mi
Libertyville, IL
32 mi away
Good Deal
$32,451
- 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:
- Flame Red Clearcoat
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 83,644
- Stock #:
- 7793A
- VIN:
- 1C6SRFFT9MN558240
2021 RAM 1500
Big Horn Crew Cab 4WD
83,644 mi
Calumet City, IL
19 mi away
Fair Deal
$29,350
- Year:
- 2023
- Make:
- GMC
- Model:
- Sierra 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6 Diesel
- Exterior color:
- Titanium Rush Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 30,155
- Stock #:
- J1331B
- VIN:
- 3GTUUGE87PG346761
New arrival
2023 GMC Sierra 1500
Denali Crew Cab 4WD
30,155 mi
Crystal Lake, IL
43 mi away
Good Deal
$48,908
- Year:
- 2022
- Make:
- Ford
- Model:
- F-250 Super Duty
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- 4X2
- Engine:
- 6.7L V8 Biodiesel
- Exterior color:
- White
- Fuel type:
- Biodiesel
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 217,477
- Stock #:
- C90255
- VIN:
- 1FT7X2ATXNEC90255
Sponsored Listing
2022 Ford F-250 Super Duty
XL SuperCab LB RWD
217,477 mi
Elgin, IL
34 mi away
Good Deal
$21,029
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