Contractor Trucks for Sale near Chicago, Illinois
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New 2025 Chevrolet Silverado 3500 Crew Cab Contractor Truck
$72,980
sell
Key features
- Gasoline
- 4WD
- 10' 5" Reading Body
location_on
Hugh White Chevrolet Buick
Lancaster, OH (302.9 mi)
(740) 746-1185
New 2026 GMC Sierra 3500 Regular Cab Contractor Truck
$67,348
sell
Key features
- Gasoline
- 4WD
- Knapheide Body
location_on
Medina Buick GMC & Cadillac
Medina, OH (303.1 mi)
(234) 217-5284
New 2025 GMC Sierra 3500 Regular Cab Contractor Truck
$68,706
sell
Key features
- Diesel
- 4WD
- 11' 5" Steel Blue Ridge Manufacturing (Freedom) Body
location_on
Medina Buick GMC & Cadillac
Medina, OH (303.1 mi)
(234) 217-5284
New 2026 Ram 5500 Regular Cab Contractor Truck
$76,735 MSRP
$74,235
sell
Key features
- Diesel
- 4WD
- Intercooled Turbo Diesel I-6 6.7 L/408
location_on
Stew Hansen Dodge City
Urbandale, IA (318.5 mi)
(515) 219-4596
New 2026 Ram 5500 Regular Cab Contractor Truck
$76,735 MSRP
$74,235
sell
Key features
- Diesel
- 4WD
- Intercooled Turbo Diesel I-6 6.7 L/408
location_on
Stew Hansen Dodge City
Urbandale, IA (318.5 mi)
(515) 219-4596
New 2026 Ram 5500 Regular Cab Contractor Truck
$76,735 MSRP
$74,235
sell
Key features
- Diesel
- 4WD
- Intercooled Turbo Diesel I-6 6.7 L/408
location_on
Stew Hansen Dodge City
Urbandale, IA (318.5 mi)
(515) 219-4596
New 2026 Ram 5500 Regular Cab Contractor Truck
$76,735 MSRP
$74,235
sell
Key features
- Diesel
- 4WD
- Intercooled Turbo Diesel I-6 6.7 L/408
location_on
Stew Hansen Dodge City
Urbandale, IA (318.5 mi)
(515) 219-4596
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New 2025 Chevrolet Silverado 3500 Regular Cab Contractor Truck
$62,859
sell
Key features
- Gasoline
- 4WD
- 9' 5" Steel Blue Ridge Manufacturing (Freedom) Body
location_on
Karl Chevrolet of Stuart
Stuart, IA (346.9 mi)
(515) 219-4933
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New 2025 Chevrolet Silverado 3500 Regular Cab Contractor Truck
$79,969 List Price
$74,623
sell
Key features
- Diesel
- 4WD
- 10' Steel Blue Ridge Manufacturing (Freedom) Body
location_on
Serra Chevrolet of Nashville
Madison, TN (391.8 mi)
(615) 560-9174
New 2026 Ford F-550 Crew Cab Contractor Truck
$81,660 MSRP
$80,660
sell
Key features
- Diesel
- 4WD
- 12' Steel Knapheide Body
location_on
Shults Ford Wexford
Wexford, PA (402.4 mi)
(412) 409-5481
New 2026 Ford F-550 Super Cab Contractor Truck
$100,465
sell
Key features
- Diesel
- 4WD
- 12' Steel Royal Body
location_on
Gary Crossley Ford
Kansas City, MO (403.6 mi)
(816) 330-2567
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New 2025 Ford F-450 Regular Cab Contractor Truck
$106,783 MSRP
$83,400
sell
Key features
- Diesel
- 4WD
- 11' 5" Steel Blue Ridge Manufacturing (Freedom) Body
location_on
Gary Crossley Ford
Kansas City, MO (403.6 mi)
(816) 330-2567
Used 2018 Ford F-450 Regular Cab Contractor Truck
$28,500
speed 130,051 mi
sell
Key features
- Diesel
- 4WD
- Regular Cab
location_on
Gary Crossley Ford
Kansas City, MO (403.6 mi)
(816) 330-2567
New 2024 Chevrolet Silverado 3500 Crew Cab Contractor Truck
$66,043
sell
Key features
- Gasoline
- 4WD
- 6.6L V8 Gas engine
location_on
Colussy Chevrolet Inc.
Bridgeville, PA (404.9 mi)
(412) 337-1741
New 2024 Chevrolet Silverado 4500 Regular Cab Contractor Truck
$67,998
sell
Key features
- Diesel
- 4x4
- 11' 6" Monroe Body
location_on
Freeland Chevrolet
Antioch, TN (407.5 mi)
(615) 560-9442
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New 2024 Chevrolet Silverado 5500 Regular Cab Contractor Truck
$69,999
sell
Key features
- Diesel
- 4x4
- 11' 5" Steel Blue Ridge Manufacturing (Freedom) Body
location_on
Freeland Chevrolet
Antioch, TN (407.5 mi)
(615) 560-9442
New 2025 Ford F-350 Super Cab Contractor Truck
$79,988 MSRP
$64,988
sell
Key features
- Gasoline
- 4x4
- Regular Unleaded V-8 7.3 L
location_on
Allegheny Ford Truck Sales, Inc
Pittsburgh, PA (410 mi)
(412) 528-6283
New 2026 Chevrolet Silverado 3500 Crew Cab Contractor Truck
$83,478
sell
Key features
- Diesel
- 4WD
- Engine, Duramax 6.6L Turbo-Diesel V8
location_on
Chevrolet of Murfreesboro
Murfreesboro, TN (418.4 mi)
(615) 894-6028
New 2026 Chevrolet Silverado 3500 Crew Cab Contractor Truck
$83,478
sell
Key features
- Diesel
- 4WD
- Engine, Duramax 6.6L Turbo-Diesel V8
location_on
Chevrolet of Murfreesboro
Murfreesboro, TN (418.4 mi)
(615) 894-6028
Used 2023 Chevrolet Silverado 5500 Contractor Truck
$59,995
speed 8,324 mi
sell
Key features
- Diesel
- 4x4
location_on
Eddie's Auto Sales
Church Hill, TN (455.1 mi)
(423) 770-9031
New 2025 Chevrolet Silverado 3500 Regular Cab Contractor Truck
$65,804
sell
Key features
- Gasoline
- 4WD
- Gas V8 6.6L/
location_on
Joe Basil Chevrolet
Depew, NY (460 mi)
(716) 226-5231
New 2026 Chevrolet Silverado 3500 Crew Cab Contractor Truck
$78,473
sell
Key features
- Gasoline
- 4WD
- Gas V8 6.6L/
location_on
Joe Basil Chevrolet
Depew, NY (460 mi)
(716) 226-5231
New 2026 Ram 5500 Regular Cab Contractor Truck
$77,605 MSRP
$70,164
sell
Key features
- Diesel
- 4WD
- Intercooled Turbo Diesel I-6 6.7 L/408
location_on
Jacky Jones Chrysler Dodge Jeep Ram of Hayesville
Hayesville, NC (514.5 mi)
(828) 383-8186
Used 2025 Ram 5500 Regular Cab Contractor Truck
$67,943
speed 13 mi
sell
Key features
- Diesel
- 4WD
- Intercooled Turbo Diesel I-6 6.7 L/408
location_on
Jacky Jones Chrysler Dodge Jeep Ram of Hayesville
Hayesville, NC (514.5 mi)
(828) 383-8186
New 2025 Chevrolet Silverado 3500 Crew Cab Contractor Truck
$78,396
sell
Key features
- Diesel
- 4WD
- 9' Steel Knapheide Body
location_on
Charlie Obaugh Chevrolet
Staunton, VA (520.5 mi)
(540) 329-2865
New 2025 Chevrolet Silverado 3500 Crew Cab Contractor Truck
$78,396
sell
Key features
- Diesel
- 4WD
- 9' Steel Knapheide Body
location_on
Charlie Obaugh Chevrolet
Staunton, VA (520.5 mi)
(540) 329-2865
New 2026 Chevrolet Silverado 3500 Crew Cab Contractor Truck
$60,248
sell
Key features
- Gasoline
- 4WD
- Gas V8 6.6L/
location_on
Donohoo Chevrolet
Fort Payne, AL (525.1 mi)
(256) 367-2294
New 2026 Chevrolet Silverado 3500 Crew Cab Contractor Truck
$60,248
sell
Key features
- Gasoline
- 4WD
- Gas V8 6.6L/
location_on
Donohoo Chevrolet
Fort Payne, AL (525.1 mi)
(256) 367-2294
New 2024 Ram 2500 Regular Cab Contractor Truck
$54,298
sell
Key features
- Gasoline
- RWD
- 8' 6" Aluminum Scott Body
location_on
Randy Marion Chrysler Dodge Jeep
Wilkesboro, NC (526.5 mi)
(336) 489-4094
New 2024 Ram 2500 Regular Cab Contractor Truck
$54,298
sell
Key features
- Gasoline
- RWD
- 8' 6" Aluminum Scott Body
location_on
Randy Marion Chrysler Dodge Jeep
Wilkesboro, NC (526.5 mi)
(336) 489-4094
