Best Pickup Trucks For Sale inWinnetka, IL
1,875 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- 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:
- Onyx Black
- Combined gas mileage:
- 15 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black (Obsidian Rush)
- Transmission:
- Automatic
- Mileage:
- 38,173
- Stock #:
- 260553B
- VIN:
- 3GTUUFEL6PG197144
Sponsored by Advantage Buick GMC Cadillac
2023 GMC Sierra 1500
AT4X Crew Cab 4WD
38,173 mi
Hodgkins, IL
23 mi away
Good Deal
$55,173
- 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:
- Diamond Black Crystal Pearlcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 87,777
- Stock #:
- 20201
- VIN:
- 1C6RR7LG8NS176165
Sponsored Listing
2022 RAM 1500
Classic Warlock Crew Cab 4WD
87,777 mi
Arlington Heights, IL
11 mi away
Good Deal
$26,189
- 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:
- 121,439
- Stock #:
- 49743A
- VIN:
- 1GCPDBEK7PZ203420
Sponsored Listing
2023 Chevrolet Silverado 1500
Custom Crew Cab 4WD
121,439 mi
Fox Lake, IL
30 mi away
Fair Deal
$26,367
- 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
15 mi away
Good Deal
$39,413
$38,413
- 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
Price drop
-$1,844
2023 GMC Sierra 1500
Elevation Standard Double Cab 4WD
30,481 mi
North Riverside, IL
18 mi away
Good Deal
$37,992
$36,148
- Year:
- 2022
- Make:
- RAM
- Model:
- 2500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 370 hp 6.7L I6 Diesel
- Exterior color:
- Bright White Clearcoat
- Fuel type:
- Diesel
- Interior color:
- Diesel Gray/Black
- Transmission:
- Automatic
- Mileage:
- 86,058
- Stock #:
- NG143140
- VIN:
- 3C6UR5DL1NG143140
2022 RAM 2500
Lone Star Crew Cab 4WD
86,058 mi
Chicago, IL
20 mi away
Good Deal
$37,372
- 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:
- Black
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 43,417
- Stock #:
- K8766
- VIN:
- 2GCUDEED0P1118904
2023 Chevrolet Silverado 1500
RST Crew Cab 4WD
43,417 mi
East Dundee, IL
26 mi away
Good Deal
$41,293
- 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
15 mi away
Great Deal
$17,908
$17,412
- 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:
- Bright White Clearcoat
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 37,860
- Stock #:
- K8762
- VIN:
- 1C6RRFFG8PN642474
2023 RAM 1500
Big Horn Crew Cab 4WD
37,860 mi
East Dundee, IL
26 mi away
Fair Deal
$35,763
- 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:
- Dark Ash Metallic
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 28,552
- Stock #:
- A1939
- VIN:
- 2GCUDDED2P1130532
2023 Chevrolet Silverado 1500
LT Crew Cab 4WD
28,552 mi
Oak Lawn, IL
26 mi away
Fair Deal
$39,878
- 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:
- Blue
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black (Obsidian Rush)
- Transmission:
- Automatic
- Mileage:
- 42,398
- Stock #:
- P6213
- VIN:
- 3GTUUFEL1NG566148
2022 GMC Sierra 1500
AT4X Crew Cab 4WD
42,398 mi
Elmhurst, IL
16 mi away
Good Deal
$50,363
- Year:
- 2022
- Make:
- Ford
- Model:
- Maverick
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 250 hp 2L I4
- Exterior color:
- Area 51
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Blue (Navy Pier/Medium Slate)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 42,317
- Stock #:
- NRA38061
- VIN:
- 3FTTW8F90NRA38061
2022 Ford Maverick
XLT SuperCrew AWD
42,317 mi
Tinley Park, IL
35 mi away
Good Deal
$25,378
- 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:
- Gray (Granite Crystal Metallic Clearcoat)
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 38,161
- Stock #:
- J6R348008
- VIN:
- 1C6RRFFG3NN348008
Price drop
-$941
2022 RAM 1500
Big Horn Crew Cab 4WD
38,161 mi
Merrillville, IN
48 mi away
Good Deal
$32,268
$31,588
- Year:
- 2021
- Make:
- GMC
- Model:
- Sierra 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 277 hp 3L I6 Diesel
- Exterior color:
- Pacific Blue Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 61,618
- Stock #:
- G26089A
- VIN:
- 1GTU9DET7MZ153137
Price drop
-$995
2021 GMC Sierra 1500
SLT Crew Cab 4WD
61,618 mi
Joliet, IL
43 mi away
Good Deal
$37,370
$36,375
- 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
15 mi away
Great Deal
$32,813
- Year:
- 2022
- Make:
- GMC
- Model:
- Canyon
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 308 hp 3.6L V6
- Exterior color:
- Black
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 62,122
- Stock #:
- VW16549A
- VIN:
- 1GTG6FEN0N1201757
2022 GMC Canyon
AT4 Crew Cab 4WD with Leather
62,122 mi
Joliet, IL
45 mi away
Good Deal
$30,463
- 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:
- 38,312
- Stock #:
- SC1623
- VIN:
- 1C6SRFFT8NN481782
2022 RAM 1500
Big Horn Crew Cab 4WD
38,312 mi
Portage, IN
49 mi away
Good Deal
$33,061
- 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:
- 48,468
- Stock #:
- 26303B
- VIN:
- 1C6SRFHT4MN568641
2021 RAM 1500
Limited Crew Cab 4WD
48,468 mi
Schaumburg, IL
15 mi away
Good Deal
$39,301
- 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
New arrival
2021 RAM 1500
Big Horn Crew Cab 4WD
83,644 mi
Calumet City, IL
36 mi away
Fair Deal
$29,350
- Year:
- 2023
- Make:
- Ford
- Model:
- F-150
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 450 hp 3.5L V6
- Exterior color:
- Black
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Blue
- Transmission:
- Automatic
- Mileage:
- 61,117
- Stock #:
- 30P1126
- VIN:
- 1FTFW1RG2PFB65313
2023 Ford F-150
Raptor SuperCrew 4WD
61,117 mi
Lake Geneva, WI
47 mi away
Good Deal
$62,582
- 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:
- Diesel Gray/Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 43,789
- Stock #:
- E8484
- VIN:
- 1C6SRFFT5MN734412
2021 RAM 1500
Lone Star Crew Cab 4WD
43,789 mi
Skokie, IL
6 mi away
Fair Deal
$34,913
- 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:
- Black Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 67,733
- Stock #:
- J6Y514691
- VIN:
- 1C6HJTFG5PL514691
Price drop
-$958
2023 Jeep Gladiator
High Altitude Crew Cab 4WD
67,733 mi
Merrillville, IN
48 mi away
Great Deal
$28,688
$27,991
- 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:
- Silver Ice Metallic
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 23,764
- Stock #:
- 21218P
- VIN:
- 1GCUYDEDXMZ245659
2021 Chevrolet Silverado 1500
LT Crew Cab 4WD
23,764 mi
Antioch, IL
31 mi away
Great Deal
$33,355
- 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:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black/Artemis
- Transmission:
- 8-Speed Automatic
- Mileage:
- 15,543
- Stock #:
- T7914A
- VIN:
- 1GCPTFEK5P1268615
New arrival
Sponsored Listing
2023 Chevrolet Colorado
ZR2 Crew Cab 4WD
15,543 mi
Saint Charles, IL
31 mi away
Fair Deal
$44,140
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