Best Pickup Trucks For Sale inChicago, IL
1,763 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- Year:
- 2022
- Make:
- RAM
- Model:
- 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 702 hp 6.2L V8
- Exterior color:
- Hydro Blue Pearlcoat
- Combined gas mileage:
- 12 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 10,711
- Stock #:
- 460880A
- VIN:
- 1C6SRFU95NN387494
Price drop
-$4,114
Sponsored by Woodfield Nissan
2022 RAM 1500
TRX Crew Cab 4WD
10,711 mi
Hoffman Estates, IL
27 mi away
Good Deal
$84,412
$80,298
- 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:
- Black
- Transmission:
- Automatic
- Mileage:
- 50,764
- Stock #:
- N260359A
- VIN:
- 1C6HJTAG9NL153941
Sponsored Listing
2022 Jeep Gladiator
Willys Crew Cab 4WD
50,764 mi
Hodgkins, IL
15 mi away
Fair Deal
$29,099
- Year:
- 2023
- Make:
- Ford
- Model:
- Maverick
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 250 hp 2L I4
- Exterior color:
- Oxford White
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Desert Brown
- Transmission:
- 8-Speed Automatic
- Mileage:
- 67,497
- Stock #:
- G260412A
- VIN:
- 3FTTW8F95PRA74671
Sponsored Listing
2023 Ford Maverick
Lariat SuperCrew AWD
67,497 mi
Matteson, IL
27 mi away
Fair Deal
$27,863
- 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:
- Northsky Blue Metallic
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 71,991
- Stock #:
- G26P544A
- VIN:
- 1GCPYFED4MZ325242
New arrival
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
71,991 mi
Matteson, IL
27 mi away
Fair Deal
$35,863
- 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:
- Black
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 67,000
- Stock #:
- Z1803
- VIN:
- 3GCUYEED0NG105319
2022 Chevrolet Silverado 1500
RST Crew Cab 4WD
67,000 mi
Niles, IL
16 mi away
Good Deal
$34,298
- Year:
- 2022
- Make:
- Nissan
- Model:
- Frontier
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 310 hp 3.8L V6
- Exterior color:
- Super Black
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Steel)
- Transmission:
- 9-Speed Automatic
- Mileage:
- 56,588
- Stock #:
- T4034A
- VIN:
- 1N6ED1EK2NN642785
2022 Nissan Frontier
PRO-4X Crew Cab 4WD
56,588 mi
Merrillville, IN
27 mi away
Fair Deal
$31,230
- 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:
- 2022
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Bright White Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 34,601
- Stock #:
- A5000
- VIN:
- 1C6HJTFG3NL114965
2022 Jeep Gladiator
Overland Crew Cab 4WD
34,601 mi
Merrillville, IN
31 mi away
Good Deal
$31,373
- 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:
- Gray
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Hybrid
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 72,768
- Stock #:
- 34393
- VIN:
- 1FTFW1ED6NFA34393
2022 Ford F-150
Lariat SuperCrew 4WD
72,768 mi
Plano, IL
48 mi away
Good Deal
$38,000
- Year:
- 2022
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 260 hp 3L V6 Diesel
- Exterior color:
- Black Clearcoat
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Diesel
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 47,501
- Stock #:
- P1497
- VIN:
- 1C6JJTAM3NL118271
2022 Jeep Gladiator
Sport Crew Cab 4WD
47,501 mi
Crystal Lake, IL
43 mi away
Good Deal
$30,104
- 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:
- Crystal Metallic
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 67,596
- Stock #:
- D1071A
- VIN:
- 1C6SRFFT3NN458023
2022 RAM 1500
Big Horn Crew Cab 4WD
67,596 mi
Crystal Lake, IL
43 mi away
Good Deal
$30,769
- 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:
- Summit White
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 45,658
- Stock #:
- 4384P
- VIN:
- 3GCPDBEK2PG195565
2023 Chevrolet Silverado 1500
Custom Crew Cab 4WD
45,658 mi
Plainfield, IL
35 mi away
Good Deal
$31,002
- Year:
- 2021
- Make:
- Ford
- Model:
- F-150
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 400 hp 5L V8 Flex Fuel Vehicle
- Exterior color:
- Agate Black Metallic
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Flex Fuel Vehicle
- Interior color:
- Black Medium Dark Slate
- Transmission:
- Automatic
- Mileage:
- 55,910
- Stock #:
- H31885A
- VIN:
- 1FTFW1E50MFC59870
2021 Ford F-150
XL SuperCrew 4WD
55,910 mi
Chicago, IL
9 mi away
Great Deal
$29,367
- Year:
- 2021
- 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:
- 20 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 71,303
- Stock #:
- 47957A
- VIN:
- 1GCRYBEK4MZ305072
Price drop
-$758
2021 Chevrolet Silverado 1500
Custom Double Cab 4WD
71,303 mi
Antioch, IL
47 mi away
Good Deal
$26,042
$25,284
- 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:
- Gray
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 47,704
- Stock #:
- KV6560
- VIN:
- 1C6SRFFT7PN616219
2023 RAM 1500
Big Horn Crew Cab 4WD
47,704 mi
Joliet, IL
37 mi away
Great Deal
$31,968
- 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:
- 31,196
- Stock #:
- 626275A
- VIN:
- 1C6RRFBG7PN622593
2023 RAM 1500
Big Horn Quad Cab 4WD
31,196 mi
Libertyville, IL
32 mi away
Fair Deal
$32,173
- Year:
- 2023
- 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:
- 17,129
- Stock #:
- MS260467A
- VIN:
- 1C6HJTAG3PL556896
2023 Jeep Gladiator
Sport S Crew Cab 4WD
17,129 mi
Mchenry, IL
46 mi away
Good Deal
$31,112
- 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:
- Crystal Metallic
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 75,521
- Stock #:
- D1193AA
- VIN:
- 1C6SRFMT1NN224837
2022 RAM 1500
Big Horn Crew Cab 4WD
75,521 mi
Crystal Lake, IL
43 mi away
Good Deal
$30,015
- Year:
- 2023
- Make:
- Ford
- Model:
- F-150
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 400 hp 3.5L V6
- Exterior color:
- Area 51 Blue
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 40,608
- Stock #:
- ENF81582
- VIN:
- 1FTFW1E88PKF81582
2023 Ford F-150
XLT SuperCrew LB 4WD
40,608 mi
Crete, IL
29 mi away
Fair Deal
$39,278
- 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:
- Summit White
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 55,480
- Stock #:
- P1315A
- VIN:
- 3GCPDKEK5PG191493
2023 Chevrolet Silverado 1500
LT Crew Cab 4WD
55,480 mi
Hodgkins, IL
14 mi away
Good Deal
$31,339
- 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:
- 63,606
- Stock #:
- 26285-1
- VIN:
- 1C6SRFJT2NN478884
2022 RAM 1500
Laramie Crew Cab 4WD
63,606 mi
North Aurora, IL
39 mi away
Good Deal
$33,728
- 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:
- 28,950
- Stock #:
- R5664A
- VIN:
- 1C6SRFFT1NN427434
2022 RAM 1500
Big Horn Crew Cab 4WD
28,950 mi
Chesterton, IN
36 mi away
Fair Deal
$35,761
- Year:
- 2022
- 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:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black W/Kalahari Accents
- Transmission:
- Automatic
- Mileage:
- 31,788
- Stock #:
- 3850A
- VIN:
- 1GTPUEEL2NZ534106
Sponsored Listing
2022 GMC Sierra 1500
AT4 Crew Cab 4WD
31,788 mi
Elmhurst, IL
17 mi away
Good Deal
$48,263
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