Marten Transport
$55,000 - $85,000OTR, Regional, Dedicated, Refrigerated, Intermodal
Moderate Demand
Owner Operator Jobs in Wisconsin
Browse owner-op trucking positions across Wisconsin with top carriers hiring now.
Average Pay
$147,000 - $294,000+ gross
Demand Level
Moderate
Top Carriers
5+ Hiring
Key Cities
5+ Markets
Owner-Op Trucking in Wisconsin
The Midwest's position as America's freight crossroads makes Wisconsin a strategic base for owner-operators. Load availability is high in both directions, reducing deadhead miles and maximizing revenue per mile. The market for independent operators in Wisconsin is moderate, with multiple freight brokers and load boards showing strong load availability.
Top Companies Hiring Owner-Op Drivers in WI
View Company
Schneider National
$50,000 - $85,000OTR, Regional, Dedicated, Tanker, Intermodal
Landstar System
$150,000 - $300,000+ gross (owner-operators)OTR, Flatbed, Specialized, Owner-Operator
Mercer Transportation
$150,000 - $280,000+ gross (owner-operators)OTR, Flatbed, Specialized, Owner-Operator
Roadrunner Transportation
$58,000 - $88,000OTR, Regional, LTL, Owner-Operator
Driving jobs we are recruiting for in Wisconsin
Each of these is a live posting with the pay, home time and requirements set out in full. Applying takes about a minute.
OTR Dry Van Driver
$54,000 - $76,500/year · Out 2–3 weeks
OTR Reefer Driver
$59,000 - $83,500/year · Out 2–3 weeks
OTR Flatbed Driver
$60,500 - $85,500/year · Out 1–2 weeks
OTR Step Deck Driver
$62,000 - $87,500/year · Out 1–2 weeks
OTR Tanker Driver
$62,500 - $88,000/year · Out 1–2 weeks
OTR Hazmat Driver
$64,000 - $90,500/year · Out 1–2 weeks
OTR Car Hauler Driver
$65,000 - $92,000/year · Out 2–3 weeks
OTR Oversized Driver
$68,500 - $96,500/year · Out 2–3 weeks
Regional Intermodal Driver
$55,500 - $78,000/year · Home weekly
Local Box Truck Driver
$45,500 - $64,500/year · Home daily
Regional Dump Truck Driver
$51,500 - $72,500/year · Home most nights
Local Cement Mixer Driver
$52,000 - $73,500/year · Home daily
OTR Hotshot Driver
$56,500 - $79,500/year · Out 1–2 weeks
Regional Less Than Truckload Driver
$57,500 - $81,000/year · Home weekly
OTR Power Only Driver
$54,000 - $76,500/year · Out 2–3 weeks
Local Straight Truck Driver
$44,500 - $63,000/year · Home daily
Top Cities for Owner-Op Jobs in Wisconsin
Milwaukee
Wisconsin
Madison
Wisconsin
Green Bay
Wisconsin
Appleton
Wisconsin
Kenosha
Wisconsin
Key Freight Routes in Wisconsin
1
I-94 (Milwaukee to Chicago and Minneapolis)
2
I-43 (Milwaukee to Green Bay)
3
I-90/94 (Madison to Milwaukee and Chicago)
Requirements for Owner-Op Driving in WI
- Valid CDL-A license with 2+ years verifiable experience
- Own or lease a truck meeting carrier/DOT specifications
- Active motor carrier authority (MC number) or willingness to lease onto a carrier
- Current IFTA registration and fuel tax compliance
- Commercial auto liability insurance ($1M minimum for most carriers)
- Clean CSA scores and satisfactory safety rating
Start Your Owner-Op Driving Career in Wisconsin
Submit your application and get matched with companies hiring owner-op drivers in WI.
Owner-Op Trucking Jobs in Wisconsin — FAQs
How much do owner-op truck drivers make in Wisconsin?
Owner-Op truck drivers in Wisconsin earn $147,000 - $294,000+ gross annually, depending on experience, endorsements, and carrier. Wisconsin's central location and freight density help drivers maintain consistent miles, which translates to strong annual earnings. Sign-on bonuses are widely advertised in this market, but the amount, the qualifying period and the clawback terms differ by carrier — read the offer letter rather than the recruiting ad, and ask when the money actually lands.
Is Wisconsin a good state to base an owner-operator business?
Wisconsin offers moderate freight volumes for owner-operators, with balanced inbound and outbound freight that minimizes deadhead miles. Operating costs including fuel, permits, and insurance should be factored against the state's load-to-truck ratio when choosing a home base.
Are trucking companies in Wisconsin hiring owner-op drivers in 2026?
Yes — owner-op driver demand in Wisconsin is moderate heading into 2026. The owner-op segment in Wisconsin is expanding, with carriers adding routes and increasing hiring as freight volumes grow. Check individual carrier listings for current openings and application requirements in WI.