Best Pickup Trucks For Sale inWinnetka, IL
1,872 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- 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:
- Sarge Green Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Manual
- Mileage:
- 42,649
- Stock #:
- P2351
- VIN:
- 1C6JJTBG8NL165210
Sponsored by CDJR of Chicago
2022 Jeep Gladiator
Rubicon Crew Cab 4WD
42,649 mi
Chicago, IL
9 mi away
Great Deal
$30,663
- Year:
- 2023
- Make:
- Ford
- Model:
- F-150
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Exterior color:
- Blue
- Interior color:
- Black/Slate Gray
- Transmission:
- Automatic
- Mileage:
- 23,114
- Stock #:
- XP744
- VIN:
- 1FTEW1EP5PKE53397
Sponsored Listing
2023 Ford F-150
XL SuperCrew 4WD
23,114 mi
Joliet, IL
45 mi away
Good Deal
$36,778
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 277 hp 3L I6 Diesel
- Exterior color:
- Dark Ash Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 69,806
- Stock #:
- P4386
- VIN:
- 3GCUDFETXNG689351
Sponsored Listing
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
69,806 mi
Elgin, IL
30 mi away
Fair Deal
$39,407
- Year:
- 2022
- Make:
- RAM
- Model:
- 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 305 hp 3.6L V6
- Exterior color:
- Bright White Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Diesel Gray/Black
- Transmission:
- Automatic
- Mileage:
- 50,563
- Stock #:
- 1125
- VIN:
- 3C6RR7KG6NG378060
New arrival
2022 RAM 1500
Classic Tradesman Crew Cab 4WD
50,563 mi
Midlothian, IL
33 mi away
Great Deal
$23,373
- Year:
- 2021
- Make:
- Ford
- Model:
- F-250 Super Duty
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 6.7L V8 Biodiesel
- Exterior color:
- Black Metallic
- Fuel type:
- Biodiesel
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 32,582
- Stock #:
- TN1104A
- VIN:
- 1FT8W2BTXMED25204
2021 Ford F-250 Super Duty
Lariat Crew Cab 4WD
32,582 mi
Roselle, IL
18 mi away
Fair Deal
$63,898
- Year:
- 2023
- Make:
- Ford
- Model:
- Maverick
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 2.5L I4 Hybrid
- Exterior color:
- Cactus
- Combined gas mileage:
- 37 MPG
- Fuel type:
- Hybrid
- Interior color:
- Blue (Navy Pier/Medium Slate)
- Transmission:
- Continuously Variable Transmission
- Mileage:
- 16,450
- Stock #:
- 260384A
- VIN:
- 3FTTW8E3XPRA50007
Price drop
-$1,000
2023 Ford Maverick
XLT SuperCrew FWD
16,450 mi
Countryside, IL
23 mi away
Fair Deal
$29,407
$28,407
- Year:
- 2023
- Make:
- Chevrolet
- Model:
- Colorado
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- 4X2
- Engine:
- 237 hp 2.7L I4
- Exterior color:
- Brown (Tan)
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 48,729
- Stock #:
- F4321
- VIN:
- 1GCGSBEC6P1264321
2023 Chevrolet Colorado
Work Truck Crew Cab RWD
48,729 mi
Hammond, IN
38 mi away
Good Deal
$24,194
- 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:
- Gray (Granite Crystal Metallic Clearcoat)
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 104,578
- Stock #:
- N8061A
- VIN:
- 1C6SRFHT0MN692843
Price drop
-$1,000
2021 RAM 1500
Limited Crew Cab 4WD
104,578 mi
Saint Charles, IL
31 mi away
Good Deal
$31,847
$30,847
- 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:
- Silver Zynith Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 35,016
- Stock #:
- C7539
- VIN:
- 1C6JJTEG8PL577285
2023 Jeep Gladiator
Mojave Crew Cab 4WD
35,016 mi
Crystal Lake, IL
29 mi away
Fair Deal
$36,405
- 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:
- Magnetic Gray Metallic
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Interior color:
- Cement
- Transmission:
- 6-Speed Automatic
- Mileage:
- 46,831
- Stock #:
- P17725A
- VIN:
- 3TMCZ5AN2PM609768
2023 Toyota Tacoma
TRD Off Road Double Cab 4WD
46,831 mi
Burlington, WI
48 mi away
Great Deal
$35,584
- Year:
- 2023
- Make:
- GMC
- Model:
- Sierra 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6 Diesel
- Exterior color:
- Onyx Black
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 60,422
- Stock #:
- STK323547
- VIN:
- 1GTVUCE84PZ323547
Price drop
-$2,905
2023 GMC Sierra 1500
Elevation Double Cab 4WD
60,422 mi
Wheeling, IL
9 mi away
Fair Deal
$37,278
$34,373
- 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:
- 35,636
- Stock #:
- C9242A
- VIN:
- 1GCPDBEK2PZ263590
New arrival
2023 Chevrolet Silverado 1500
Custom Crew Cab 4WD
35,636 mi
Forest Park, IL
17 mi away
Fair Deal
$33,993
- 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
29 mi away
Fair Deal
$35,808
- 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:
- 60,127
- Stock #:
- TM1467A
- VIN:
- 1FTFW1E87MFC23054
2021 Ford F-150
Lariat SuperCrew 4WD
60,127 mi
Roselle, IL
18 mi away
Fair Deal
$37,257
- 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 Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 37,943
- Stock #:
- SL0349A
- VIN:
- 1C6JJTEG3ML524389
Price drop
-$898
2021 Jeep Gladiator
Mojave Crew Cab 4WD
37,943 mi
Joliet, IL
44 mi away
Good Deal
$33,800
$32,902
- 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 Metallic
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Hybrid
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 136,860
- Stock #:
- N7750A
- VIN:
- 1FTFW1ED9NFA62981
2022 Ford F-150
XLT SuperCrew 4WD
136,860 mi
Saint Charles, IL
31 mi away
Fair Deal
$25,347
- 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:
- Dark Ash Metallic
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 21,557
- Stock #:
- T24229
- VIN:
- 1GCPDKEK1PZ326923
2023 Chevrolet Silverado 1500
LT Crew Cab 4WD
21,557 mi
Frankfort, IL
42 mi away
Fair Deal
$35,220
- 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
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 38,983
- Stock #:
- P1449
- VIN:
- 1GCUYGED9NZ198126
2022 Chevrolet Silverado 1500
LTZ Crew Cab 4WD
38,983 mi
Crystal Lake, IL
29 mi away
Good Deal
$39,408
- 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
Price drop
-$800
2022 RAM 1500
Limited Crew Cab 4WD
71,869 mi
Fox Lake, IL
30 mi away
Good Deal
$37,167
$36,367
- 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:
- Titanium Rush Metallic
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black With Kalahari Accents
- Transmission:
- Automatic
- Mileage:
- 74,696
- Stock #:
- G26090A
- VIN:
- 1GTUUEEL3PZ112402
2023 GMC Sierra 1500
AT4 Crew Cab 4WD
74,696 mi
Joliet, IL
43 mi away
Great Deal
$40,575
- Year:
- 2021
- Make:
- Toyota
- Model:
- Tacoma
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- 4X2
- Engine:
- 159 hp 2.7L I4
- Exterior color:
- Super White
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Cement
- Transmission:
- 6-Speed Automatic
- Mileage:
- 43,968
- Stock #:
- C31202
- VIN:
- 3TYRX5GN7MT029617
2021 Toyota Tacoma
SR I4 Access Cab RWD
43,968 mi
Glen Ellyn, IL
24 mi away
Fair Deal
$25,377
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 2 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:
- 33,948
- Stock #:
- E9462
- VIN:
- 3GCNDAEK8NG528379
New arrival
2022 Chevrolet Silverado 1500
Limited Work Truck 4WD
33,948 mi
Lansing, IL
38 mi away
Fair Deal
$29,215
- 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:
- Glacier Blue
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 53,337
- Stock #:
- M8179
- VIN:
- 1GCPTEEKXP1163188
2023 Chevrolet Colorado
Trail Boss Crew Cab 4WD
53,337 mi
Crystal Lake, IL
29 mi away
Fair Deal
$32,408
- 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:
- Sterling Gray Metallic
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black/Adrenaline Red
- Transmission:
- 8-Speed Automatic
- Mileage:
- 47,127
- Stock #:
- A144363
- VIN:
- 1GCPTDEK3P1144363
Sponsored Listing
2023 Chevrolet Colorado
Z71 Crew Cab 4WD
47,127 mi
Bensenville, IL
16 mi away
Good Deal
$34,153
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