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.
Pay
Ask the carrier
Demand Level
Moderate
Top Carriers
5+ Hiring
Key Cities
5+ Markets
Owner-Op Trucking in Wisconsin
Wisconsin freight ties Milwaukee and the I-94 corridor to Chicago, with dairy, paper, and manufacturing loads through Green Bay, Madison, and the Fox Valley. The owner-operator market in Wisconsin is moderate; load mix follows the freight geography above rather than a generic regional template. Confirm rates and deadhead with brokers and carriers directly.
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 job listings in Wisconsin
These listings are not job offers from this website, and this site does not employ the driver. If a carrier is not named, the card is a description of a type of seat, not an offer of employment.
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 Truck Driver
$52,000 - $73,500/year · Home daily
OTR Hotshot Driver 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?
This page does not publish a dollar pay band for owner-op drivers in Wisconsin. The figure that used to appear here was an unsourced regional multiplier, and every state in the same region showed the same band. Ask the carrier for the rate. 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.