Best Pickup Trucks For Sale inChesterton, IN
897 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- Year:
- 2021
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Fuel type:
- Gasoline
- Mileage:
- 110,048
- Stock #:
- 11254
- VIN:
- 3GCPYFEDXMG345351
New arrival
Sponsored by Ideal Cars LLC
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
110,048 mi
Skokie, IL
45 mi away
Good Deal
$27,873
- Year:
- 2023
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 420 hp 6.2L V8
- Exterior color:
- Black
- Combined gas mileage:
- 15 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- Automatic
- Mileage:
- 27,427
- Stock #:
- T4505A
- VIN:
- 3GCUDHEL9PG258157
Sponsored Listing
2023 Chevrolet Silverado 1500
ZR2 Crew Cab 4WD
27,427 mi
Glenview, IL
50 mi away
Fair Deal
$53,247
- 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:
- Billet Silver Metallic Clearcoat
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 68,771
- Stock #:
- CHYP1141A
- VIN:
- 1C6SRFFT6MN649773
Sponsored Listing
2021 RAM 1500
Big Horn Crew Cab 4WD
68,771 mi
Demotte, IN
31 mi away
Good Deal
$29,244
- 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:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Diesel Gray/Black
- Transmission:
- Automatic
- Mileage:
- 50,563
- Stock #:
- 1125
- VIN:
- 3C6RR7KG6NG378060
New arrival
2022 RAM 1500
Classic Tradesman Crew Cab 4WD
50,563 mi
Midlothian, IL
36 mi away
Great Deal
$23,373
- 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:
- 53,259
- Stock #:
- R11076A
- VIN:
- 1C6SRFJT2MN576909
New arrival
2021 RAM 1500
Laramie Crew Cab 4WD
53,259 mi
Tinley Park, IL
40 mi away
Good Deal
$35,157
- 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:
- 66,062
- Stock #:
- B8341A
- VIN:
- 3C6UR5FJ5NG254320
Price drop
-$2,450
2022 RAM 2500
Laramie Crew Cab 4WD
66,062 mi
South Bend, IN
41 mi away
Good Deal
$42,711
$40,261
- Year:
- 2023
- Make:
- Chevrolet
- Model:
- Colorado
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- 4X2
- Engine:
- 237 hp 2.7L I4
- Exterior color:
- Brown (Tan)
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 48,729
- Stock #:
- F4321
- VIN:
- 1GCGSBEC6P1264321
2023 Chevrolet Colorado
Work Truck Crew Cab RWD
48,729 mi
Hammond, IN
24 mi away
Good Deal
$24,194
- 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:
- Black
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 75,326
- Stock #:
- 29D32217P
- VIN:
- 1FTEW1EP3MKD32217
Price drop
-$1,235
2021 Ford F-150
XLT SuperCrew 4WD
75,326 mi
Valparaiso, IN
11 mi away
Good Deal
$30,234
$29,234
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 2 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:
- 33,948
- Stock #:
- E9462
- VIN:
- 3GCNDAEK8NG528379
New arrival
2022 Chevrolet Silverado 1500
Limited Work Truck 4WD
33,948 mi
Lansing, IL
27 mi away
Fair Deal
$29,215
- Year:
- 2022
- Make:
- Ford
- Model:
- Maverick
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 250 hp 2L I4
- Exterior color:
- Oxford White
- Combined gas mileage:
- 26 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black Onyx/Dark Slate
- Transmission:
- 8-Speed Automatic
- Mileage:
- 39,949
- Stock #:
- C17113
- VIN:
- 3FTTW8E93NRA99292
2022 Ford Maverick
XL SuperCrew FWD
39,949 mi
Chicago, IL
38 mi away
Great Deal
$20,937
- Year:
- 2022
- Make:
- RAM
- Model:
- 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- 4X2
- 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:
- 68,488
- Stock #:
- CHY26070A
- VIN:
- 1C6RREBTXNN143055
2022 RAM 1500
Big Horn Quad Cab RWD
68,488 mi
Demotte, IN
31 mi away
Good Deal
$25,244
- 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
Bremen, IN
47 mi away
Good Deal
$34,243
- Year:
- 2023
- Make:
- RAM
- Model:
- 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 260 hp 3L V6 Biodiesel
- Exterior color:
- Black
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Biodiesel
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 58,206
- Stock #:
- P1449
- VIN:
- 1C6SRFFM3PN551037
2023 RAM 1500
Big Horn Crew Cab 4WD
58,206 mi
Michigan City, IN
9 mi away
Good Deal
$32,659
- 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:
- Black
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 34,230
- Stock #:
- L1203
- VIN:
- 1GCPDBEK6PZ229748
New arrival
2023 Chevrolet Silverado 1500
Custom Crew Cab 4WD
34,230 mi
Chicago, IL
43 mi away
Fair Deal
$33,928
- 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:
- 74,935
- Stock #:
- CHYP1117B
- VIN:
- 1C6RR7LT2MS516678
2021 RAM 1500
Classic Warlock Crew Cab 4WD
74,935 mi
Demotte, IN
31 mi away
Great Deal
$25,898
- 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:
- 87,929
- Stock #:
- N58714A
- VIN:
- 1C6HJTAG4ML513695
2021 Jeep Gladiator
Sport Crew Cab 4WD
87,929 mi
Niles, MI
43 mi away
Fair Deal
$25,014
- 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:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 40,180
- Stock #:
- A10825
- VIN:
- 1C6RRFFG8NN379593
2022 RAM 1500
Big Horn Crew Cab 4WD
40,180 mi
Chesterton, IN
1 mi away
Fair Deal
$32,061
- 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:
- Gray (Granite Crystal Metallic Clearcoat)
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 28,950
- Stock #:
- R5664A
- VIN:
- 1C6SRFFT1NN427434
2022 RAM 1500
Big Horn Crew Cab 4WD
28,950 mi
Chesterton, IN
1 mi away
Fair Deal
$34,961
- Year:
- 2021
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 420 hp 6.2L V8
- Exterior color:
- Gray (Satin Steel Metallic)
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 96,952
- Stock #:
- P3143
- VIN:
- 3GCPYFEL4MG475827
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
96,952 mi
Highland, IN
23 mi away
Good Deal
$29,974
- 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:
- Shadow Gray Metallic
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 52,489
- Stock #:
- PC0151
- VIN:
- 1GCPYDEKXMZ144441
2021 Chevrolet Silverado 1500
LT Crew Cab 4WD
52,489 mi
Chicago, IL
35 mi away
Good Deal
$28,410
- 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:
- Dark Ash Metallic
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 21,557
- Stock #:
- T24229
- VIN:
- 1GCPDKEK1PZ326923
2023 Chevrolet Silverado 1500
LT Crew Cab 4WD
21,557 mi
Frankfort, IL
43 mi away
Fair Deal
$35,220
- 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:
- 8-Speed Automatic
- Mileage:
- 33,370
- Stock #:
- CU7840
- VIN:
- 1GCPDKEK6PZ324908
2023 Chevrolet Silverado 1500
LT Crew Cab 4WD
33,370 mi
Countryside, IL
44 mi away
Fair Deal
$33,873
- 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:
- 54,877
- Stock #:
- 00P8697T
- VIN:
- 1C6RR7LT8MS533291
2021 RAM 1500
Classic Warlock Crew Cab 4WD
54,877 mi
Highland, IN
23 mi away
Fair Deal
$29,259
- 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:
- Gray
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 32,391
- Stock #:
- C9R245261
- VIN:
- 3GCPDKEK3PG245261
Sponsored Listing
2023 Chevrolet Silverado 1500
LT Crew Cab 4WD
32,391 mi
Valparaiso, IN
11 mi away
Fair Deal
$35,021
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