Best Pickup Trucks For Sale in Winnetka, IL

2023 Jeep Gladiator

Overland Crew Cab 4WD

50,491 miles

$27,395

Good Deal

Des Plaines, IL

8 mi away

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:: 50,491
Stock number:: JU18143
VIN:: 1C6HJTFG6PL535047

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2022 Jeep Gladiator

Rubicon Crew Cab 4WD

42,115 miles

$33,377

Good Deal

Oak Lawn, IL

26 mi away

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 Zynith Clearcoat
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 42,115
Stock number:: P4980
VIN:: 1C6JJTBG1NL163783

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2021 Ford F-150

XLT SuperCrew 4WD

54,966 miles

$34,904

Fair Deal

Joliet, IL

45 mi away

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:: Stone Gray
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 54,966
Stock number:: F4822
VIN:: 1FTFW1E80MKD51093

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2023 RAM 1500

Big Horn Quad Cab RWD

28,115 miles

$27,000

Good Deal

Melrose Park, IL

15 mi away

Year:: 2023
Make:: RAM
Model:: 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: 4X2
Engine:: 305 hp 3.6L V6
Exterior color:: Bright White Clearcoat
Combined gas mileage:: 22 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 28,115
Stock number:: N14855A
VIN:: 1C6RREBG9PN593060

2022 Chevrolet Colorado

Work Truck Crew Cab 4WD

25,728 miles

$26,399

Good Deal

Certified Pre-Owned

Lansing, IL

38 mi away

Year:: 2022
Make:: Chevrolet
Model:: Colorado
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:: Jet Black/Dark Ash
Transmission:: 8-Speed Automatic
Mileage:: 25,728
Stock number:: E8793
VIN:: 1GCGTBEN1N1239872

2021 RAM 1500

Big Horn Quad Cab RWD

65,708 miles

$21,995

Good Deal

Certified Pre-Owned

Frankfort, IL

42 mi away

Year:: 2021
Make:: RAM
Model:: 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: 4X2
Engine:: 305 hp 3.6L V6
Exterior color:: Gray (Maximum Steel Metallic Clearcoat)
Combined gas mileage:: 22 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 65,708
Stock number:: 48533
VIN:: 1C6RREBG6MN584733

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2022 Ford Maverick

XLT SuperCrew AWD

76,527 miles

$20,300

Great Deal

Certified Pre-Owned

Joliet, IL

45 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:: Area 51
Combined gas mileage:: 25 MPG
Fuel type:: Gasoline
Interior color:: Blue (Navy Pier/Medium Slate)
Transmission:: 8-Speed Automatic
Mileage:: 76,527
Stock number:: 250346A
VIN:: 3FTTW8F96NRA26979

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2022 Ford F-150

XLT SuperCrew 4WD

71,118 miles

$31,994

Good Deal

Hobart, IN

47 mi away

Year:: 2022
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:: 71,118
Stock number:: 25T238A
VIN:: 1FTFW1E80NFA62967

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2023 Chevrolet Colorado

Trail Boss Crew Cab 4WD

21,096 miles

$33,699

Great Deal

Countryside, IL

23 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:: Radiant Red Tintcoat
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: 8-Speed Automatic
Mileage:: 21,096
Stock number:: PL15885A
VIN:: 1GCPTEEK7P1191093

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2021 Ford F-150

XLT SuperCrew 4WD

86,270 miles

$30,158

Good Deal

Naperville, IL

33 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:: Carbonized Gray Metallic
Combined gas mileage:: 19 MPG
Fuel type:: Flex Fuel Vehicle
Transmission:: Automatic
Mileage:: 86,270
Stock number:: A9544P
VIN:: 1FTFW1E51MFA17816

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2022 RAM 1500

Big Horn Crew Cab 4WD

23,077 miles

$31,999

Good Deal

Oak Lawn, IL

28 mi away

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:: 21 MPG
Fuel type:: Gasoline
Interior color:: Diesel Gray/Black
Transmission:: 8-Speed Automatic
Mileage:: 23,077
Stock number:: P10515
VIN:: 1C6RRFFG4NN342945

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2021 Jeep Gladiator

Rubicon Crew Cab 4WD

55,892 miles

$29,494

Good Deal

Certified Pre-Owned

Chicago, IL

11 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:: Bright White Clearcoat
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 55,892
Stock number:: K2006
VIN:: 1C6JJTBG3ML602786

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2022 Ford F-150

XLT SuperCrew 4WD

38,519 miles

$36,393

Good Deal

Kenosha, WI

34 mi away

Year:: 2022
Make:: Ford
Model:: F-150
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 400 hp 3.5L V6
Exterior color:: Blue
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Transmission:: Automatic
Mileage:: 38,519
Stock number:: P13731
VIN:: 1FTFW1E88NFB27189

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2023 Ford F-150

Police Responder SuperCrew 4WD

14,173 miles

$36,995

Good Deal

Melrose Park, IL

14 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:: Black
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 14,173
Stock number:: A-213
VIN:: 1FTFW1P85PKE13539

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2022 GMC Canyon

AT4 Crew Cab 4WD with Leather

26,689 miles

$33,848

Good Deal

Certified Pre-Owned

Villa Park, IL

21 mi away

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:: Onyx Black
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Jet Black/Kalahari
Transmission:: Automatic
Mileage:: 26,689
Stock number:: B54928
VIN:: 1GTG6FEN7N1294101

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2021 Ford F-150

XL SuperCrew 4WD

102,657 miles

$20,995

Great Deal

Palos Hills, IL

29 mi away

Year:: 2021
Make:: Ford
Model:: F-150
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 325 hp 2.7L V6
Exterior color:: Agate Black Metallic
Combined gas mileage:: 21 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 102,657
Stock number:: s32597
VIN:: 1FTEW1EP5MFD02130

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2022 Chevrolet Silverado 1500

Custom Crew Cab 4WD

53,718 miles

$29,995

Fair Deal

St Charles, 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:: Black
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: 8-Speed Automatic
Mileage:: 53,718
Stock number:: 26056A
VIN:: 3GCPDBEK1NG533986

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2023 GMC Sierra 1500

SLT Crew Cab 4WD

16,429 miles

$46,752

Good Deal

Joliet, IL

45 mi away

Year:: 2023
Make:: GMC
Model:: Sierra 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 355 hp 5.3L V8
Exterior color:: Volcanic Red Tintcoat
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: Automatic
Mileage:: 16,429
Stock number:: GX5231
VIN:: 3GTUUDED9PG340861

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2023 GMC Canyon

Denali Crew Cab 4WD

13,479 miles

$43,888

Fair Deal

Crystal Lake, IL

29 mi away

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/Teak
Transmission:: 8-Speed Automatic
Mileage:: 13,479
Stock number:: P1244
VIN:: 1GTP6FEK5P1128152

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2022 Jeep Gladiator

Willys Crew Cab 4WD

52,870 miles

$24,713

Great Deal

Elgin, IL

29 mi away

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 Zynith Clearcoat
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 52,870
Stock number:: P2827
VIN:: 1C6HJTAG5NL138689

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2023 Honda Ridgeline

RTL AWD

6,026 miles

$29,995

Great Deal

Certified Pre-Owned

Gurnee, IL

22 mi away

Year:: 2023
Make:: Honda
Model:: Ridgeline
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: All-Wheel Drive
Engine:: 280 hp 3.5L V6
Exterior color:: White
Combined gas mileage:: 21 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 6,026
Stock number:: H61587A
VIN:: 5FPYK3F5XPB068553

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2023 Ford F-150

XLT SuperCab 4WD

19,383 miles

$35,750

Great Deal

Certified Pre-Owned

Naperville, IL

33 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:: Area 51 Blue
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 19,383
Stock number:: K6889
VIN:: 1FTEX1EP5PKE43742

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2022 Jeep Gladiator

Mojave Crew Cab 4WD

46,839 miles

$33,990

Fair Deal

Mt Pleasant, WI

44 mi away

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:: Brown (Limited Edition Gobi Clearcoat)
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 46,839
Stock number:: NL173475
VIN:: 1C6JJTEG2NL173475

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2023 Ford F-150

Lariat SuperCrew 4WD

10,336 miles

$51,649

Fair 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:: Rapid Red Metallic Tinted Clearcoat
Combined gas mileage:: 23 MPG
Fuel type:: Hybrid
Interior color:: Black
Transmission:: Automatic
Mileage:: 10,336
Stock number:: 7952
VIN:: 1FTFW1EDXPFC40450

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