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Moderate Demand

Over-the-Road (OTR) Jobs in Wisconsin

Browse otr trucking positions across Wisconsin with top carriers hiring now.

Pay

Ask the carrier

Demand Level

Moderate

Top Carriers

5+ Hiring

Key Cities

5+ Markets

OTR 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. Demand for OTR drivers in Wisconsin is moderate, with carriers recruiting experienced CDL-A drivers for long-haul lanes that touch this state. Ask each carrier for current pay — this page does not publish an unsourced band.

Top Companies Hiring OTR Drivers in WI

Marten Transport

$55,000 - $85,000OTR, Regional, Dedicated, Refrigerated, Intermodal
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Schneider National

$50,000 - $85,000OTR, Regional, Dedicated, Tanker, Intermodal
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Anderson Trucking Service

$65,000 - $95,000OTR, Regional, Flatbed, Specialized, Owner-Operator
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Covenant Transport

$50,000 - $80,000OTR, Regional, Dedicated, Team, Expedited
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Crete Carrier Corporation

$55,000 - $85,000OTR, Regional, Dedicated, Refrigerated, Flatbed
View Company

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.

Top Cities for OTR 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 OTR Driving in WI

  • Valid CDL-A license
  • Minimum 6 months verifiable OTR experience (some carriers accept new graduates)
  • Clean MVR with no major violations in the past 3 years
  • DOT physical card (medical examiner's certificate)
  • Ability to pass pre-employment drug screening
  • Must be at least 21 years old for interstate driving

Start Your OTR Driving Career in Wisconsin

Submit your application and get matched with companies hiring otr drivers in WI.

OTR Trucking Jobs in Wisconsin — FAQs

How much do otr truck drivers make in Wisconsin?

This page does not publish a dollar pay band for otr 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.

What are the best OTR trucking routes through Wisconsin?

Wisconsin's interstate system connects drivers to major freight lanes across the region. Outbound loads from Wisconsin typically move to distribution hubs in neighboring states, while inbound freight includes consumer goods, raw materials, and manufacturing inputs. Carriers based in or running through WI offer consistent miles with multiple routing options.

Are trucking companies in Wisconsin hiring otr drivers in 2026?

Yes — otr driver demand in Wisconsin is moderate heading into 2026. The otr 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.