Best Pickup Trucks For Sale in Chicago, IL
1,815 results
- Year:
- 2023
- 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:
- Avalanche
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Hybrid
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 30,581
- Stock #:
- 2878P
- VIN:
- 1FTFW1EDXPFA87097
Price drop
-$2,300
Sponsored by Ford of Homewood
2023 Ford F-150
Lariat SuperCrew 4WD
30,581 mi
Homewood, IL
23 mi away
Good Deal
$50,168
$47,868
- 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:
- 32,100
- Stock #:
- OP5079
- VIN:
- 1C6SRFFT0PN703542
Sponsored Listing
2023 RAM 1500
Big Horn Crew Cab 4WD
32,100 mi
Oak Lawn, IL
12 mi away
Good Deal
$37,890
- 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:
- Silver
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 27,998
- Stock #:
- P1374
- VIN:
- 1C6HJTAG6NL141567
Sponsored Listing
2022 Jeep Gladiator
Sport Crew Cab 4WD
27,998 mi
Crystal Lake, IL
43 mi away
Fair Deal
$31,409
- 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:
- Black
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 27,721
- Stock #:
- G8289
- VIN:
- 1C6SRFJT8NN402635
Price drop
-$2,018
2022 RAM 1500
Laramie Crew Cab 4WD
27,721 mi
Lyons, IL
10 mi away
Good Deal
$43,352
$41,334
- Year:
- 2023
- Make:
- Chevrolet
- Model:
- Colorado
- 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:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 13,521
- Stock #:
- GP1050
- VIN:
- 1GCPTEEK6P1266723
2023 Chevrolet Colorado
Trail Boss Crew Cab 4WD
13,521 mi
Grayslake, IL
38 mi away
Good Deal
$36,653
- 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:
- Summit White
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 39,913
- Stock #:
- 260731A
- VIN:
- 2GCUDEED5P1152272
2023 Chevrolet Silverado 1500
RST Crew Cab 4WD
39,913 mi
Oak Lawn, IL
12 mi away
Good Deal
$41,741
- 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:
- Sterling Gray Metallic
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 15,328
- Stock #:
- T23974
- VIN:
- 1GCRDKEK5PZ283471
Price drop
-$1,001
2023 Chevrolet Silverado 1500
LT Double Cab 4WD
15,328 mi
Frankfort, IL
28 mi away
Great Deal
$36,178
$35,177
- 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:
- Bright White Clearcoat
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 40,519
- Stock #:
- 21239P
- VIN:
- 1C6SRFJT7NN286778
2022 RAM 1500
Laramie Crew Cab 4WD
40,519 mi
Antioch, IL
48 mi away
Fair Deal
$40,991
- 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
2022 RAM 1500
Big Horn Crew Cab 4WD
54,098 mi
Libertyville, IL
32 mi away
Fair Deal
$33,376
- 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:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 38,309
- Stock #:
- SC1623
- VIN:
- 1C6SRFFT8NN481782
2022 RAM 1500
Big Horn Crew Cab 4WD
38,309 mi
Portage, IN
32 mi away
Good Deal
$34,061
- Year:
- 2022
- 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:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 45,172
- Stock #:
- T260573B
- VIN:
- 1GCPDDEK7NZ581374
2022 Chevrolet Silverado 1500
LT Crew Cab 4WD
45,172 mi
Wilmington, IL
47 mi away
Fair Deal
$34,213
- 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
Fair Deal
$27,796
- 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 Crystal Pearlcoat
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 21,191
- Stock #:
- D5685A
- VIN:
- 1C6SRFFT6NN411603
2022 RAM 1500
Big Horn Crew Cab 4WD
21,191 mi
Chesterton, IN
36 mi away
Good Deal
$37,161
- 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:
- Snazzberry Pearlcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 81,477
- Stock #:
- D39458A
- VIN:
- 1C6HJTAGXML536348
Price drop
-$1,500
2021 Jeep Gladiator
Sport Crew Cab 4WD
81,477 mi
Glenview, IL
19 mi away
Great Deal
$24,869
$23,369
- 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:
- 19,117
- Stock #:
- P16036
- VIN:
- 3GCPDFEK7PG266640
Price drop
-$2,636
2023 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
19,117 mi
Bolingbrook, IL
27 mi away
Good Deal
$44,852
$42,216
- 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
$35,296
- 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:
- Gray (Granite Crystal Metallic Clearcoat)
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 41,851
- Stock #:
- R5662A
- VIN:
- 1C6SRFFT1NN361306
2022 RAM 1500
Big Horn Crew Cab 4WD
41,851 mi
Chesterton, IN
36 mi away
Fair Deal
$35,261
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 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:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 54,197
- Stock #:
- 264951B
- VIN:
- 1GCPDBEK3NZ645298
2022 Chevrolet Silverado 1500
Custom Crew Cab 4WD
54,197 mi
Plainfield, IL
35 mi away
Good Deal
$29,994
- 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:
- Sting-Gray Clear Coat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 49,926
- Stock #:
- 9534-TR-TR
- VIN:
- 1C6HJTAG8ML542780
Price drop
-$2,000
2021 Jeep Gladiator
Willys Crew Cab 4WD
49,926 mi
Joliet, IL
34 mi away
Great Deal
$28,353
$26,353
- 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:
- 64,229
- Stock #:
- JK976A
- VIN:
- 1C6SRFMT7PN639311
2023 RAM 1500
Big Horn Crew Cab 4WD
64,229 mi
Naperville, IL
30 mi away
Good Deal
$33,990
- Year:
- 2021
- Make:
- RAM
- Model:
- 1500
- Body type:
- Pickup Truck
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 395 hp 5.7L V8
- Exterior color:
- Diamond Black Crystal Pearlcoat
- Fuel type:
- Gasoline
- Transmission:
- 8-Speed Automatic
- Mileage:
- 81,654
- Stock #:
- NU3092A
- VIN:
- 1C6SRFVT0MN717678
2021 RAM 1500
Sport Crew Cab 4WD
81,654 mi
Naperville, IL
30 mi away
Good Deal
$29,011
- Year:
- 2023
- Make:
- GMC
- Model:
- Sierra 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 420 hp 6.2L V8
- Exterior color:
- Summit White
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black With Kalahari Accents
- Transmission:
- Automatic
- Mileage:
- 26,833
- Stock #:
- J5761A
- VIN:
- 1GTUUEEL6PZ197820
New arrival
2023 GMC Sierra 1500
AT4 Crew Cab 4WD
26,833 mi
Naperville, IL
30 mi away
Fair Deal
$55,390
- Year:
- 2021
- 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:
- 8-Speed Automatic
- Mileage:
- 64,802
- Stock #:
- P6009
- VIN:
- 1GCUYEED2MZ376994
2021 Chevrolet Silverado 1500
RST Crew Cab 4WD
64,802 mi
Elmhurst, IL
17 mi away
Good Deal
$34,393
- 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:
- Red Hot
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 36,753
- Stock #:
- T24078
- VIN:
- 1GCPDKEK0PZ271204
New arrival
Sponsored Listing
2023 Chevrolet Silverado 1500
LT Crew Cab 4WD
36,753 mi
Frankfort, IL
28 mi away
Fair Deal
$36,377
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