Contractor Trucks for Sale near Chicago, Illinois
Sort
Filters
609 results
Location
Body Type
Price
Mileage
Make, Model, and Trim
Make
Model
Trim
Year
Chassis Options
Cab Type
Chassis Type
Fuel Type
Engine Manufacturer
Engine Cylinders
Transmission
Color
GVWR
Class
Wheelbase
Cab to Axle
Body Options
Body Manufacturer
Popular Body Manufacturers
Other Body Manufacturers
Body Length
State
New 2025 Ford F-550 Super Cab Contractor Truck
$99,172
sell
Key features
- Diesel
- 4WD
- 9' Steel Reading Body
location_on
Phil Long Ford Motor City
Colorado Springs, CO (929.2 mi)
New 2026 Ram 5500 Crew Cab Contractor Truck
$89,957
sell
Key features
- Diesel
- 4WD
- 12' Steel Knapheide Body
location_on
Perkins Motor Company
Colorado Springs, CO (929.2 mi)
New 2026 Ram 5500 Crew Cab Contractor Truck
$90,303
sell
Key features
- Diesel
- 4WD
- 12' Steel Scelzi Body
location_on
Perkins Motor Company
Colorado Springs, CO (929.2 mi)
New 2026 Ford F-450 Crew Cab Contractor Truck
$79,395 MSRP
$77,395
sell
Key features
- Diesel
- 4WD
- 12' Steel Knapheide Body
location_on
Rush Truck Centers - Orlando Light- and Medium-Duty
Orlando, FL (983.7 mi)
New 2026 Chevrolet Silverado 4500 Crew Cab Contractor Truck
$93,053
sell
Key features
- Diesel
- 4WD
- Turbocharged Diesel V8 6.6L/403
location_on
Ferman Chevrolet of Tarpon Springs
Tarpon Springs, FL (987.7 mi)
Used 2023 Ford F-350 Crew Cab Contractor Truck
$65,990
sell
Key features
- Diesel
- 4x4
- Powerstroke
location_on
Titus Trucks
Titusville, FL (996.6 mi)
New 2026 Ford F-350 Crew Cab Contractor Truck
$78,245
sell
Key features
- Gasoline
- 4WD
- 9' 6" Steel Monroe Body
location_on
Gator Ford
Seffner, FL (1,005.2 mi)
New 2025 Chevrolet LCF 4500HG Crew Cab Contractor Truck
$79,375
sell
Key features
- Gasoline
- RWD
- 16' Steel Harbor Body
location_on
Chuck Nash Chevrolet
San Marcos, TX (1,005.4 mi)
New 2024 Chevrolet Silverado 5500 Regular Cab Contractor Truck
$82,761
sell
Key features
- Diesel
- 4WD
- Turbocharged Diesel V8 6.6L/402
location_on
Ferman Chevrolet
Tampa, FL (1,008.7 mi)
New 2026 Ford F-550 Crew Cab Contractor Truck
$95,995
sell
Key features
- Diesel
- 4WD
- 12' Reading Body
location_on
Ford of Boerne
Boerne, TX (1,032.4 mi)
New 2026 Chevrolet Silverado 3500 Crew Cab Contractor Truck
$74,111
sell
Key features
- Diesel
- 4WD
- 9' Steel Knapheide Body
location_on
Cox Chevrolet
Bradenton, FL (1,037.9 mi)
New 2025 Chevrolet Silverado 3500 Crew Cab Contractor Truck
$73,699 List Price
$67,999
sell
Key features
- Gasoline
- 4WD
- Gas V8 6.6L/
location_on
Victory Layne Chevrolet
Fort Myers, FL (1,103.7 mi)
New 2025 Chevrolet Silverado 3500 Crew Cab Contractor Truck
$73,699 List Price
$67,999
sell
Key features
- Gasoline
- 4WD
- Gas V8 6.6L/
location_on
Victory Layne Chevrolet
Fort Myers, FL (1,103.7 mi)
-contractor-truck-4.jpg?1072266308)
New 2025 Chevrolet Silverado 3500 Crew Cab Contractor Truck
$71,849 List Price
$66,324
sell
Key features
- Gasoline
- 4WD
- Gas V8 6.6L/
location_on
Victory Layne Chevrolet
Fort Myers, FL (1,103.7 mi)
-contractor-truck-25.jpg?475636586)
New 2026 Chevrolet Silverado 5500 Crew Cab Contractor Truck
$98,381 List Price
$95,850
sell
Key features
- Diesel
- 4WD
- Turbocharged Diesel V8 6.6L/403
location_on
Victory Layne Chevrolet
Fort Myers, FL (1,103.7 mi)
New 2025 Chevrolet Silverado 3500 Crew Cab Contractor Truck
$83,918 List Price
$77,928
sell
Key features
- Diesel
- 4WD
- Turbocharged Diesel V8 6.6L/
location_on
Victory Layne Chevrolet
Fort Myers, FL (1,103.7 mi)
New 2025 Chevrolet Silverado 3500 Crew Cab Contractor Truck
$83,918 List Price
$77,925
sell
Key features
- Diesel
- 4WD
- Turbocharged Diesel V8 6.6L/
location_on
Victory Layne Chevrolet
Fort Myers, FL (1,103.7 mi)
New 2025 Chevrolet Silverado 3500 Crew Cab Contractor Truck
$71,848.8
sell
Key features
- Gasoline
- 4WD
- Gas V8 6.6L/
location_on
Victory Layne Chevrolet
Fort Myers, FL (1,103.7 mi)
New 2025 Chevrolet Silverado 3500 Crew Cab Contractor Truck
$83,918 List Price
$77,925
sell
Key features
- Diesel
- 4WD
- Turbocharged Diesel V8 6.6L/
location_on
Victory Layne Chevrolet
Fort Myers, FL (1,103.7 mi)
New 2024 Ford F-550 Regular Cab Contractor Truck
$98,375 MSRP
$85,523
sell
Key features
- Diesel
- 4WD
- 12' Steel Knapheide Body
location_on
Sam Galloway Ford
Fort Myers, FL (1,107.7 mi)
New 2024 Chevrolet Silverado 5500 Regular Cab Contractor Truck
$65,083
sell
Key features
- Diesel
- RWD
- Turbocharged Diesel V8 6.6L/402
location_on
Larry H. Miller Casa Chevrolet
Albuquerque, NM (1,123.7 mi)
New 2024 Chevrolet Silverado 5500 Regular Cab Contractor Truck
$67,646
sell
Key features
- Diesel
- 4WD
- Turbocharged Diesel V8 6.6L/402
location_on
Larry H. Miller Casa Chevrolet
Albuquerque, NM (1,123.7 mi)
New 2025 Chevrolet Silverado 3500 Regular Cab Contractor Truck
$87,213
sell
Key features
- Diesel
- 4WD
- Engine, Duramax 6.6L Turbo-Diesel V8
location_on
Rudolph Chevrolet
El Paso, TX (1,252.1 mi)
New 2026 Ford F-550 Crew Cab Contractor Truck
$126,194 List Price
$104,347
sell
Key features
- Diesel
- 4x4
- 12' Steel Scelzi Body
location_on
Larry H. Miller Ford Draper
Draper, UT (1,260 mi)
New 2026 Ford F-550 Crew Cab Contractor Truck
$126,294 List Price
$104,447
sell
Key features
- Diesel
- 4WD
- Intercooled Turbo Diesel V-8 6.7 L/406
location_on
Larry H. Miller Ford Draper
Draper, UT (1,260 mi)
New 2026 Ford F-450 Crew Cab Contractor Truck
$124,293 List Price
$100,708
sell
Key features
- Diesel
- 4WD
- Intercooled Turbo Diesel V-8 6.7 L/406
location_on
Larry H. Miller Ford Draper
Draper, UT (1,260 mi)
New 2025 Ford F-550 Super Cab Contractor Truck
$114,667
sell
Key features
- Diesel
- 4WD
- Intercooled Turbo Diesel V-8 6.7 L/406
location_on
Larry H. Miller Ford Draper
Draper, UT (1,260 mi)
New 2026 Ford F-550 Crew Cab Contractor Truck
$129,394 List Price
$106,197
sell
Key features
- Diesel
- 4x4
- 12' Steel Scelzi Body
location_on
Larry H. Miller Ford Draper
Draper, UT (1,260 mi)
New 2026 Ford F-550 Crew Cab Contractor Truck
$129,394 List Price
$106,197
sell
Key features
- Diesel
- 4WD
- Intercooled Turbo Diesel V-8 6.7 L/406
location_on
Larry H. Miller Ford Draper
Draper, UT (1,260 mi)
New 2026 Ford F-450 Crew Cab Contractor Truck
$123,036 List Price
$100,708
sell
Key features
- Diesel
- 4x4
- 12' Steel Scelzi Body
location_on
Larry H. Miller Ford Draper
Draper, UT (1,260 mi)
