Owner Operator Trucking Jobs in Madison WI
Owner-Operator Box truck OTR
Owner-Operator Box truck OTR
ALFA FREIGHT INC • Madison (WI)
On-site
USD 312,000 - 416,000
Fuel Card Program
Sign on bonus
Clean DOT inspection bonus
+1
14 days+
Owner-Operator Drivers: Consistent Freight & Expert Dispatch
Owner-Operator Drivers: Consistent Freight & Expert Dispatch
American Logistics Authority • Madison (WI)
On-site
USD 90,000 - 150,000
Dedicated dispatch support
Consistent load sourcing
Rate negotiation assistance
+1
14 days+
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Owner Operator Trucking
Madison WI
High-Paying Owner-Operator with Flexible Dispatch Support
High-Paying Owner-Operator with Flexible Dispatch Support
American Logistics Authority • Madison (WI)
On-site
USD 90,000 - 180,000
Access to high-paying freight loads
Timely settlements
Flexible schedules
14 days+
OwnerOperators Needed Work With Our Freight Dispatch Service 7500 to 12500 gross
OwnerOperators Needed Work With Our Freight Dispatch Service 7500 to 12500 gross
American Logistics Authority • Madison (WI)
On-site
USD 90,000 - 180,000
Access to high-paying freight loads
Timely settlements
Flexible schedules
14 days+
OWNEROPERATOR DRIVERS ALL TRAILER TYPES 1099 Independent Contractor
OWNEROPERATOR DRIVERS ALL TRAILER TYPES 1099 Independent Contractor
American Logistics Authority • Madison (WI)
On-site
USD 90,000 - 150,000
Dedicated dispatch support
Consistent load sourcing
Rate negotiation assistance
+1
14 days+
Experienced Owner-Operators – OTR Reefer
Experienced Owner-Operators – OTR Reefer
Infinity Freight System Inc • Madison (WI)
On-site
USD 455,000 - 637,000
88% weekly gross
$10,000 - $14,000 weekly gross
Freight throughout all 48 states
+5
14 days+
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Owner-Operator: 9-15ft Cargo Van - No Forced Dispatch
Owner-Operator: 9-15ft Cargo Van - No Forced Dispatch
Fox Carriers • Town of Springfield (WI)
On-site
USD 55,000 - 90,000
24/7 Driver Support
No Forced Dispatch
No Touch Freight
+3
14 days+
Owner-Operator Truck Driver: High Earnings & Lanes
Owner-Operator Truck Driver: High Earnings & Lanes
Envoy Dispatch Services • Madison (WI)
On-site
USD 273,000 - 409,500
Assigned Dispatcher
Fuel Card
Paid upon delivery
+1
14 days+
DOT Owner-Operator: Sprinter Van Freight with 24/7 Support
DOT Owner-Operator: Sprinter Van Freight with 24/7 Support
Fox Carriers • Monona (WI)
Hybrid
USD 40,000 - 75,000
24/7 Driver Support
Flexible Job Structure
No Touch Freight
14 days+
OTR Owner Operator Dry Van Truck Driver Job in Madison, WI(Up to $7,000/Wk)
OTR Owner Operator Dry Van Truck Driver Job in Madison, WI(Up to $7,000/Wk)
J Boren & Sons Trucking • Madison (WI)
On-site
USD 319,000 - 728,000
Pets allowed
Fuel discount
24/7 Dispatch
+4
14 days+
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CDL-A Teams Owner Operator
CDL-A Teams Owner Operator
Pickle Roofing Solutions • Janesville (WI)
On-site
USD 320,000 - 450,000
Competitive pay
Modern equipment
Comprehensive training
+5
14 days+
OTR Owner Operator Truck Driver Job in Fitchburg, WI
OTR Owner Operator Truck Driver Job in Fitchburg, WI
The Evans Network of Companies • Fitchburg (WI)
On-site
USD 250,000 - 410,000
14 days+
OTR Reefer Owner Operator — 70% Pay, Home Time
OTR Reefer Owner Operator — 70% Pay, Home Time
Amanwithaplanservices • Madison (WI)
On-site
USD 114,000 - 273,000
No Forced Dispatch
Paid Base Plates & Permits
Fuel Surcharges Paid
14 days+
9-15 Ft Freight Cargo/Sprinter Van DOT Owner-Operator
9-15 Ft Freight Cargo/Sprinter Van DOT Owner-Operator
Fox Carriers • Madison (WI)
On-site
USD 60,000 - 80,000
24/7 dispatcher support
No forced dispatch
Layover and detention paid
14 days+
OTR Box Truck Owner-Operator — $6k–$8k/wk, Weekly Home Time
OTR Box Truck Owner-Operator — $6k–$8k/wk, Weekly Home Time
ALFA FREIGHT INC • Madison (WI)
On-site
USD 312,000 - 416,000
Fuel Card Program
Sign on bonus
Clean DOT inspection bonus
+1
14 days+
Small Fleets, Owner/Operator Truck Driver, Company Drivers
Small Fleets, Owner/Operator Truck Driver, Company Drivers
Envoy Dispatch Services • Madison (WI)
On-site
USD 273,000 - 409,500
Assigned Dispatcher
Fuel Card
Paid upon delivery
+1
14 days+
Premium Class A OTR Owner-Operator: High Pay
Premium Class A OTR Owner-Operator: High Pay
MBOzaak • Town of Springfield (WI)
On-site
USD 260,000 - 364,000
High gross percentage
No forced dispatch
Home time negotiable
+3
14 days+
Madison, WI-$2,500 Sign-On Bonus / Independent Contractor / Owner Operators
Madison, WI-$2,500 Sign-On Bonus / Independent Contractor / Owner Operators
Pho Prime, LLC • Madison (WI)
On-site
USD 143,000 - 148,000
Sign-on bonus $1,000
2 days ago
Be an early applicant
9-15 Ft Freight Cargo/Sprinter Van DOT Owner-Operators
9-15 Ft Freight Cargo/Sprinter Van DOT Owner-Operators
Fox Carriers • Monona (WI)
On-site
USD 40,000 - 75,000
24/7 Driver Support
Flexible Job Structure
No Touch Freight
+3
14 days+
Owner-Operator Cargo Van Driver – Construction Materials
Owner-Operator Cargo Van Driver – Construction Materials
Pho Prime, LLC • Madison (WI)
On-site
USD 37,000 - 55,000
4 days ago
Be an early applicant
CDL A Owner Operator Driver - $5,000 Bonus
CDL A Owner Operator Driver - $5,000 Bonus
Forward Air Corporation • Morrisonville (WI)
On-site
USD 210,000 - 270,000
Sign-on bonus
No-touch freight
Steady freight network
+1
29 hours ago
Be an early applicant
Box Truck Owner-Operator: Appliance Deliveries & Installations
Box Truck Owner-Operator: Appliance Deliveries & Installations
Pho Prime, LLC • Town of Sun Prairie (WI)
On-site
USD 143,000 - 148,000
8 days ago
CDL-A Owner Operator — High Earnings, Steady No-Touch Freight
CDL-A Owner Operator — High Earnings, Steady No-Touch Freight
Forward Air Corporation • Morrisonville (WI)
On-site
USD 242,000 - 250,000
Sign-on bonus
Steady freight network
No-touch freight
+1
28 hours ago
Be an early applicant
CDL A Owner Operator - $1.31 Per Loaded Mile
CDL A Owner Operator - $1.31 Per Loaded Mile
Forward Air Corporation • Morrisonville (WI)
On-site
USD 242,000 - 250,000
Sign-on bonus
Steady freight network
No-touch freight
+1
28 hours ago
Be an early applicant
TWIC/TSA Sprinter Van/Cargo Van Owner Operator
TWIC/TSA Sprinter Van/Cargo Van Owner Operator
Go Logistix Inc • Madison (WI)
On-site
USD 3,549,000 - 7,098,000
24/7 Dispatch & Operations Support
Fast onboarding (3–5 business days)
No startup/onboarding fees
14 days+
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