Best Pickup Trucks For Sale in Chesterton, IN

2023 Ford F-150

Raptor SuperCrew 4WD

34,878 miles

$64,971

Good Deal

Certified Pre-Owned

Willowbrook, IL

48 mi away

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:: Oxford White
Combined gas mileage:: 16 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 34,878
Stock number:: PF5312
VIN:: 1FTFW1RG1PFB20511

Sponsored

2022 RAM 1500

Laramie Crew Cab 4WD

63,666 miles

$35,558

Fair Deal

Michigan City, IN

12 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:: White
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 63,666
Stock number:: MH2507A
VIN:: 1C6SRFJT0NN284533

Sponsored

2021 RAM 1500

Rebel Crew Cab 4WD

141,127 miles

$26,048

Good Deal

Crown Point, IN

21 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:: 141,127
Stock number:: JP3411A
VIN:: 1C6SRFLT6MN580460

Sponsored

2021 RAM 1500

Laramie Crew Cab 4WD

67,708 miles

$33,776

Fair Deal

Niles, MI

43 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:: Diamond Black Crystal Pearlcoat
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 67,708
Stock number:: N58661P
VIN:: 1C6SRFJTXMN745090

2023 Jeep Gladiator

Mojave Crew Cab 4WD

62,774 miles

$31,995

Good Deal

Certified Pre-Owned

Frankfort, IL

42 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:: Bright White Clearcoat
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 62,774
Stock number:: 48679
VIN:: 1C6JJTEG7PL510354

2021 Ford F-150

XLT SuperCrew 4WD

80,440 miles

$31,995

Good Deal

Certified Pre-Owned

Bremen, IN

47 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:: Iconic Silver Metallic
Combined gas mileage:: 19 MPG
Fuel type:: Flex Fuel Vehicle
Interior color:: Black/Medium Dark Slate
Transmission:: Automatic
Mileage:: 80,440
Stock number:: MKD15014
VIN:: 1FTFW1E5XMKD15014

Preparing for a close up...

Photos coming soon

2023 Chevrolet Silverado 1500

LT Crew Cab 4WD

36,483 miles

$32,111

Good Deal

Palos Hills, IL

40 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:: Black
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: Automatic
Mileage:: 36,483
Stock number:: PH1594
VIN:: 3GCPDKEK1PG270319

Preparing for a close up...

Photos coming soon

2021 GMC Sierra 1500

SLT Crew Cab 4WD

44,788 miles

$38,544

Fair Deal

Certified Pre-Owned

North Riverside, IL

43 mi away

Year:: 2021
Make:: GMC
Model:: Sierra 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 355 hp 5.3L V8
Exterior color:: Onyx Black
Combined gas mileage:: 17 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: 8-Speed Automatic
Mileage:: 44,788
Stock number:: B25423A
VIN:: 3GTU9DED6MG431826

Preparing for a close up...

Photos coming soon

2022 Jeep Gladiator

Sport Crew Cab 4WD

53,823 miles

$24,848

Great Deal

Chicago, IL

43 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:: Hydro Blue Pearlcoat
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 53,823
Stock number:: SU25024A
VIN:: 1C6JJTAGXNL120500

Preparing for a close up...

Photos coming soon

2023 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

33,990 miles

$36,700

Good Deal

Tinley Park, IL

41 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:: Red Hot
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Jet Black Cloth Seat Trim
Transmission:: Automatic
Mileage:: 33,990
Stock number:: 14887
VIN:: 3GCPDCEK9PG123610

Preparing for a close up...

Photos coming soon

2023 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

167,051 miles

$24,995

Good Deal

Chicago, IL

41 mi away

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:: 167,051
Stock number:: 10772
VIN:: 3GCUDFED4PG114061

Preparing for a close up...

Photos coming soon

2021 GMC Sierra 1500

AT4 Crew Cab 4WD

63,108 miles

$37,713

Good Deal

Certified Pre-Owned

North Riverside, IL

43 mi away

Year:: 2021
Make:: GMC
Model:: Sierra 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 355 hp 5.3L V8
Exterior color:: Onyx Black
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: Automatic
Mileage:: 63,108
Stock number:: B26125A
VIN:: 3GTP9EED6MG208138

Preparing for a close up...

Photos coming soon

2021 Chevrolet Silverado 1500

Custom Double Cab 4WD

73,042 miles

$24,995

Fair Deal

Oak Lawn, IL

37 mi away

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:: Summit White
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 73,042
Stock number:: 26186A
VIN:: 1GCRYBEKXMZ256301

Preparing for a close up...

Photos coming soon

2021 Chevrolet Silverado 1500

LT Crew Cab 4WD

59,767 miles

$32,495

Fair Deal

Certified Pre-Owned

Matteson, IL

37 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:: Northsky Blue Metallic
Combined gas mileage:: 17 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: 8-Speed Automatic
Mileage:: 59,767
Stock number:: P285934
VIN:: 3GCUYDED8MG285934

Preparing for a close up...

Photos coming soon

2023 RAM 1500

Big Horn Crew Cab 4WD

21,398 miles

$39,729

Fair Deal

Frankfort, IL

43 mi away

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:: Billet Silver Metallic Clearcoat
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 21,398
Stock number:: T23779
VIN:: 1C6SRFMTXPN549506

Preparing for a close up...

Photos coming soon

2022 RAM 1500

Big Horn Crew Cab 4WD

28,678 miles

$37,168

Fair Deal

Orland Park, IL

42 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:: 28,678
Stock number:: B11159
VIN:: 1C6SRFFT0NN477029

Preparing for a close up...

Photos coming soon

2021 RAM 1500

Laramie Crew Cab 4WD

118,437 miles

$27,000

Good Deal

Niles, MI

43 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:: Diamond Black Crystal Pearlcoat
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 118,437
Stock number:: N13176A
VIN:: 1C6SRFJT7MN737030

Preparing for a close up...

Photos coming soon

2022 Chevrolet Colorado

LT Crew Cab 4WD

22,946 miles

$26,895

Great Deal

Certified Pre-Owned

North Riverside, IL

43 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:: Bright Blue Metallic
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 22,946
Stock number:: BP8400
VIN:: 1GCGTCEN0N1306905

Preparing for a close up...

Photos coming soon

2021 GMC Sierra 1500

Elevation Crew Cab 4WD

53,522 miles

$35,504

Fair Deal

Crown Point, IN

21 mi away

Year:: 2021
Make:: GMC
Model:: Sierra 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 355 hp 5.3L V8
Exterior color:: Gray (Satin Steel Metallic)
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 53,522
Stock number:: JP3410
VIN:: 3GTU9CED4MG184509

Preparing for a close up...

Photos coming soon

2023 Ford F-150

XL SuperCrew 4WD

10,575 miles

$35,994

Good Deal

Homewood, IL

34 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:: Atlas Blue Metallic
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 10,575
Stock number:: 2731N
VIN:: 1FTEW1EP5PKE24059

Preparing for a close up...

Photos coming soon

2022 Chevrolet Silverado 1500

Custom Crew Cab 4WD

68,705 miles

$27,344

Good Deal

Merrillville, IN

16 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:: Black
Transmission:: Automatic
Mileage:: 68,705
Stock number:: V2U134976
VIN:: 1GCPYBEK2NZ134976

Preparing for a close up...

Photos coming soon

2021 Toyota Tacoma

69,740 miles

$32,588

Fair Deal

Glenview, IL

50 mi away

Year:: 2021
Make:: Toyota
Model:: Tacoma
Body type:: Pickup Truck
Engine:: 278 hp 3.5L V6
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 69,740
Stock number:: T2230A
VIN:: 3TMDZ5BN2MM103730

Preparing for a close up...

Photos coming soon

2023 Jeep Gladiator

Sport Crew Cab 4WD

29,809 miles

$27,577

Great Deal

Portage, IN

9 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:: Bright White Clearcoat
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 29,809
Stock number:: S27379A
VIN:: 1C6HJTAG9PL552450

Preparing for a close up...

Photos coming soon

2023 Ford F-150

XL SuperCrew 4WD

34,395 miles

$35,495

Good Deal

Demotte, IN

31 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:: Hot Pepper Red Metallic Tinted Clearcoat
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Pale Adobe
Transmission:: Automatic
Mileage:: 34,395
Stock number:: FRDP8247
VIN:: 1FTEW1EP2PKD70638

Sponsored