Best Pickup Trucks For Sale in Winnetka, IL

2023 Toyota Tacoma

SR I4 Access Cab RWD

52,199 miles

$23,290

Good Deal

Streamwood, IL

24 mi away

Year:: 2023
Make:: Toyota
Model:: Tacoma
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: 4X2
Engine:: 159 hp 2.7L I4
Exterior color:: Black
Combined gas mileage:: 21 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 52,199
Stock number:: P21296
VIN:: 3TYRX5GN7PT075324

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2022 RAM 2500

Laramie Crew Cab 4WD

69,080 miles

$41,852

Fair Deal

Downers Grove, IL

25 mi away

Year:: 2022
Make:: RAM
Model:: 2500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 410 hp 6.4L V8
Exterior color:: Diamond Black Crystal Pearlcoat
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 69,080
Stock number:: N260070A
VIN:: 3C6UR5FJ8NG182920

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2021 Chevrolet Colorado

LT Crew Cab 4WD

63,038 miles

$26,095

Fair Deal

North Riverside, IL

18 mi away

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:: Crush
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: 8-Speed Automatic
Mileage:: 63,038
Stock number:: BK2235
VIN:: 1GCGTCEN5M1281059

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2021 RAM 1500

Laramie Crew Cab 4WD

64,659 miles

$32,000

Good Deal

Melrose Park, IL

15 mi away

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:: Hydro Blue Pearlcoat
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 64,659
Stock number:: N14882A
VIN:: 1C6SRFJT4MN659208

2022 RAM 1500

Limited Crew Cab 4WD

83,191 miles

$35,899

Good Deal

Burns Harbor, IN

48 mi away

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:: 83,191
Stock number:: 33-1236P
VIN:: 1C6SRFHT8NN103183

2021 Jeep Gladiator

Mojave Crew Cab 4WD

53,894 miles

$29,989

Great Deal

St Charles, IL

30 mi away

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:: Global Black/Steel Gray
Transmission:: 8-Speed Automatic
Mileage:: 53,894
Stock number:: C9534
VIN:: 1C6JJTEG7ML593831

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2023 Ford F-150

Limited SuperCrew 4WD

53,865 miles

$47,000

Good Deal

Certified Pre-Owned

Lansing, IL

38 mi away

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:: Star White Metallic Tri-Coat
Combined gas mileage:: 23 MPG
Fuel type:: Hybrid
Interior color:: Admiral Blue
Transmission:: Automatic
Mileage:: 53,865
Stock number:: L60633A
VIN:: 1FTFW1ED5PFA33108

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2023 Ford F-150

XLT SuperCrew 4WD

16,009 miles

$41,500

Good Deal

Racine, WI

43 mi away

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:: Oxford White
Combined gas mileage:: 23 MPG
Fuel type:: Hybrid
Interior color:: Black
Transmission:: Automatic
Mileage:: 16,009
Stock number:: 7971
VIN:: 1FTFW1ED5PFD08556

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2022 Chevrolet Silverado 1500

Custom Crew Cab 4WD

92,278 miles

$24,588

Good Deal

Fox Lake, IL

30 mi away

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:: 92,278
Stock number:: 49271A
VIN:: 1GCPYBEK5NZ233484

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2023 Chevrolet Colorado

Trail Boss Crew Cab 4WD

73,155 miles

$28,486

Great Deal

Certified Pre-Owned

Glendale Heights, IL

21 mi away

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:: Brown (Tan)
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 73,155
Stock number:: 70208876T
VIN:: 1GCPTEEK5P1208876

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2021 Jeep Gladiator

Mojave Crew Cab 4WD

64,723 miles

$29,741

Great Deal

Forest Park, IL

17 mi away

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:: 64,723
Stock number:: X6001
VIN:: 1C6JJTEG6ML583632

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2022 Ford Maverick

XLT SuperCrew AWD

82,572 miles

$19,999

Great Deal

Certified Pre-Owned

Naperville, IL

33 mi away

Year:: 2022
Make:: Ford
Model:: Maverick
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: All-Wheel Drive
Engine:: 250 hp 2L I4
Exterior color:: Cyber Orange Tricoat Metallic
Combined gas mileage:: 25 MPG
Fuel type:: Gasoline
Interior color:: Blue (Navy Pier/Medium Slate)
Transmission:: 8-Speed Automatic
Mileage:: 82,572
Stock number:: K7178
VIN:: 3FTTW8F95NRA02804

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2022 Honda Ridgeline

Black Edition AWD

35,012 miles

$30,799

Good Deal

Melrose Park, IL

15 mi away

Year:: 2022
Make:: Honda
Model:: Ridgeline
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: All-Wheel Drive
Engine:: 280 hp 3.5L V6
Exterior color:: Platinum White Pearl
Combined gas mileage:: 21 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 9-Speed Automatic
Mileage:: 35,012
Stock number:: P23948
VIN:: 5FPYK3F86NB022984

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2021 RAM 1500

Rebel Crew Cab 4WD

61,013 miles

$36,851

Fair Deal

Downers Grove, IL

25 mi away

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:: 61,013
Stock number:: N260121A
VIN:: 1C6SRFLT7MN757825

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2021 RAM 1500

Big Horn Crew Cab 4WD

85,155 miles

$28,948

Fair Deal

Batavia, IL

31 mi away

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:: Black
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 85,155
Stock number:: 25062
VIN:: 1C6SRFFT7MN651032

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2022 Chevrolet Colorado

LT Extended Cab RWD

27,387 miles

$19,770

Good Deal

Schaumburg, IL

15 mi away

Year:: 2022
Make:: Chevrolet
Model:: Colorado
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: 4X2
Engine:: 200 hp 2.5L I4
Exterior color:: Black
Combined gas mileage:: 22 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: 6-Speed Automatic
Mileage:: 27,387
Stock number:: P1626
VIN:: 1GCHSCEA0N1213810

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2021 Chevrolet Silverado 1500

RST Crew Cab 4WD

53,362 miles

$33,750

Great Deal

Dyer, IN

44 mi away

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:: Red
Combined gas mileage:: 17 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 53,362
Stock number:: F2831
VIN:: 1GCUYEED2MZ160319

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2022 Chevrolet Silverado 1500

High Country Crew Cab 4WD

44,896 miles

$40,947

Good Deal

Certified Pre-Owned

Lansing, IL

38 mi away

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:: White (Iridescent Pearl Tricoat)
Combined gas mileage:: 17 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: Automatic
Mileage:: 44,896
Stock number:: E8958
VIN:: 3GCUYHED2NG184574

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2023 Ford F-150

XLT SuperCrew 4WD

58,249 miles

$30,989

Good Deal

Certified Pre-Owned

Joliet, IL

45 mi away

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:: Oxford White
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Black W/Medium Dark Slate
Transmission:: Automatic
Mileage:: 58,249
Stock number:: GX5298
VIN:: 1FTFW1E86PKE39165

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2023 Chevrolet Colorado

Trail Boss Crew Cab 4WD

10,032 miles

$36,694

Fair Deal

Crystal Lake, IL

29 mi away

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 Metallic
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 10,032
Stock number:: P1317
VIN:: 1GCPTEEK8P1210718

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2023 Chevrolet Silverado 1500

LT Crew Cab 4WD

30,316 miles

$32,000

Great Deal

Chicago, IL

23 mi away

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:: Black
Transmission:: 8-Speed Automatic
Mileage:: 30,316
Stock number:: P25300
VIN:: 1GCPDKEK4PZ152393

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2022 RAM 1500

Big Horn Crew Cab 4WD

76,418 miles

$27,990

Great Deal

Orland Park, IL

35 mi away

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:: Patriot Blue Pearlcoat
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 76,418
Stock number:: B10906
VIN:: 1C6SRFMT0NN122221

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2023 Ford F-150

XLT SuperCrew 4WD

29,558 miles

$36,777

Great Deal

Lake Villa, IL

26 mi away

Year:: 2023
Make:: Ford
Model:: F-150
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 325 hp 2.7L V6
Exterior color:: Avalanche Gray
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 29,558
Stock number:: LV624
VIN:: 1FTEW1EP8PFA51284

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2021 Ford F-150

XLT SuperCrew 4WD

43,432 miles

$35,777

Fair Deal

Huntley, IL

34 mi away

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:: Black
Combined gas mileage:: 19 MPG
Fuel type:: Flex Fuel Vehicle
Transmission:: Automatic
Mileage:: 43,432
Stock number:: V3234
VIN:: 1FTFW1E54MFA05563

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