Best Pickup Trucks For Sale inChesterton, IN
942 vehicles found
See the total price upfront.
Only show listings that include dealer fees- 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:
- Summit White
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Interior color:
- Cocoa/Dark Atmosphere
- Transmission:
- Automatic
- Mileage:
- 63,398
- Stock #:
- LP20722
- VIN:
- 1GTG6EEN3N1104899
Sponsored by Advantage Chevrolet Hodgkins
2022 GMC Canyon
Denali Crew Cab 4WD
63,398 mi
Hodgkins, IL
44 mi away
Great Deal
$30,618
- Year:
- 2023
- 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:
- White
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Flex Fuel Vehicle
- Transmission:
- Automatic
- Mileage:
- 72,496
- Stock #:
- P1366
- VIN:
- 1FTFW1E54PFB27361
Sponsored Listing
2023 Ford F-150
XL SuperCrew 4WD
72,496 mi
Michigan City, IN
9 mi away
Fair Deal
$33,729
- 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:
- Northsky Blue Metallic
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 39,760
- Stock #:
- T24032
- VIN:
- 1GCPDKEK3NZ642594
Sponsored Listing
2022 Chevrolet Silverado 1500
LT Crew Cab 4WD
39,760 mi
Frankfort, IL
43 mi away
Fair Deal
$34,848
- 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:
- Billet Silver Metallic Clearcoat
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 74,518
- Stock #:
- E9272
- VIN:
- 1C6SRFFT3MN520681
Price drop
-$800
2021 RAM 1500
Big Horn Crew Cab 4WD
74,518 mi
Lansing, IL
27 mi away
Good Deal
$30,148
$29,348
- 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:
- Red
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 68,774
- Stock #:
- 10195
- VIN:
- 1C6RR7LT6MS595644
2021 RAM 1500
Classic Warlock Crew Cab 4WD
68,774 mi
Frankfort, IL
42 mi away
Good Deal
$27,796
- 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:
- Northsky Blue Metallic
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 69,526
- Stock #:
- E9092A
- VIN:
- 1GCUYDED8NZ187519
2022 Chevrolet Silverado 1500
LT Crew Cab 4WD
69,526 mi
Lansing, IL
27 mi away
Fair Deal
$32,357
- 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:
- Sterling Gray Metallic
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 88,387
- Stock #:
- 21311P
- VIN:
- 1GCUDDED4PZ301854
New arrival
2023 Chevrolet Silverado 1500
LT Crew Cab 4WD
88,387 mi
Oak Lawn, IL
37 mi away
Great Deal
$28,425
- 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:
- Silver
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 31,724
- Stock #:
- B5N548028
- VIN:
- 1C6SRFMT6PN548028
2023 RAM 1500
Big Horn Crew Cab 4WD
31,724 mi
Merrillville, IN
16 mi away
Good Deal
$37,336
- Year:
- 2022
- Make:
- GMC
- Model:
- Canyon
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 181 hp 2.8L I4 Diesel
- Exterior color:
- Hunter Metallic
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Diesel
- Interior color:
- Cocoa/Dark Atmosphere
- Transmission:
- 6-Speed Automatic
- Mileage:
- 25,372
- Stock #:
- 707340A
- VIN:
- 1GTP6EE1XN1116299
2022 GMC Canyon
Denali Crew Cab 4WD
25,372 mi
Matteson, IL
37 mi away
Great Deal
$33,747
- Year:
- 2021
- Make:
- RAM
- Model:
- 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 305 hp 3.6L V6
- Exterior color:
- Billet Silver Metallic
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 72,548
- Stock #:
- F11151
- VIN:
- 1C6RR7GG3MS583075
2021 RAM 1500
Classic Warlock Quad Cab 4WD
72,548 mi
Tinley Park, IL
40 mi away
Great Deal
$23,946
- 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:
- 105,581
- Stock #:
- C6N148047
- VIN:
- 2GCUDEED0P1148047
New arrival
2023 Chevrolet Silverado 1500
RST Crew Cab 4WD
105,581 mi
Valparaiso, IN
11 mi away
Fair Deal
$33,846
- 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:
- Patriot Blue Pearlcoat
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 67,904
- Stock #:
- V260345A
- VIN:
- 1C6SRFFT2PN567849
2023 RAM 1500
Big Horn Crew Cab 4WD
67,904 mi
Orland Park, IL
41 mi away
Fair Deal
$34,153
- 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:
- Gray (Granite Crystal Metallic Clearcoat)
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Global Black/Steel Gray
- Transmission:
- 8-Speed Automatic
- Mileage:
- 33,496
- Stock #:
- PM21443A
- VIN:
- 1C6HJTAG9NL153034
2022 Jeep Gladiator
Sport Crew Cab 4WD
33,496 mi
Evanston, IL
44 mi away
Fair Deal
$30,853
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Exterior color:
- Shadow Gray Metallic
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 94,415
- Stock #:
- SP7110
- VIN:
- 1GCUYEEL8NZ180955
2022 Chevrolet Silverado 1500
RST Crew Cab 4WD
94,415 mi
Portage, IN
9 mi away
Good Deal
$31,761
- 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:
- Summit White
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black/Timber
- Transmission:
- 8-Speed Automatic
- Mileage:
- 63,741
- Stock #:
- P1256338
- VIN:
- 1GTP6DEK6P1256338
2023 GMC Canyon
AT4 Crew Cab 4WD
63,741 mi
La Porte, IN
15 mi away
Good Deal
$35,247
- 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:
- Granite
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 43,213
- Stock #:
- N14973
- VIN:
- 1C6RR7LT7MS587200
2021 RAM 1500
Classic Warlock Crew Cab 4WD
43,213 mi
Melrose Park, IL
46 mi away
Fair Deal
$32,413
- 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:
- Gray
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 29,145
- Stock #:
- B4M534145
- VIN:
- 3TMCZ5AN7PM534145
Price drop
-$1,211
2023 Toyota Tacoma
SR5 V6 Double Cab 4WD
29,145 mi
Merrillville, IN
16 mi away
Great Deal
$36,201
$35,251
- 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:
- Black
- Combined gas mileage:
- 15 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 56,329
- Stock #:
- PSH16470A
- VIN:
- 3GCPYCEF5MG482942
New arrival
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
56,329 mi
Lansing, IL
27 mi away
Fair Deal
$35,412
- 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:
- Bright White Clearcoat
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 45,360
- Stock #:
- PSH16415
- VIN:
- 1C6SRFFT9NN440979
Price drop
-$800
2022 RAM 1500
Big Horn Crew Cab 4WD
45,360 mi
Lansing, IL
27 mi away
Great Deal
$33,212
$32,412
- 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:
- White
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 24,056
- Stock #:
- P1386
- VIN:
- 1C6RRFFGXPN607032
2023 RAM 1500
Big Horn Crew Cab 4WD
24,056 mi
Michigan City, IN
9 mi away
Good Deal
$35,659
- 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:
- 28,027
- Stock #:
- T23964
- VIN:
- 1GCRDKEK4PZ252101
2023 Chevrolet Silverado 1500
LT Double Cab 4WD
28,027 mi
Frankfort, IL
43 mi away
Good Deal
$33,148
- 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:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 68,755
- Stock #:
- P2457
- VIN:
- 1C6HJTFG6ML602371
2021 Jeep Gladiator
Overland Crew Cab 4WD
68,755 mi
Cedar Lake, IN
28 mi away
Good Deal
$27,151
- 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:
- Gray
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 81,875
- Stock #:
- B5N514444
- VIN:
- 1C6HJTFGXPL514444
2023 Jeep Gladiator
Overland Crew Cab 4WD
81,875 mi
Merrillville, IN
16 mi away
Great Deal
$25,251
- Year:
- 2023
- Make:
- RAM
- Model:
- 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Exterior color:
- Diamond Black Crystal Pearlcoat
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 36,368
- Stock #:
- X6457
- VIN:
- 1C6RRFFG8PN536865
Sponsored Listing
2023 RAM 1500
Big Horn Crew Cab 4WD
36,368 mi
Forest Park, IL
44 mi away
Great Deal
$35,375
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