OTR & Long Haul Jobs in Milwaukee, WI — Start This Week
As of October 2026, there are 2 otr & long haul openings in Milwaukee, WI. Local pay ranges from $70,000 to $110,400/year. Listings are updated daily — many roles offer flexible hours and employee discounts.
Matheson Postal Services
USPS Mail Haul Truck Driver - CDL A Contractor
Milwaukee, WI
$70,000 - $90,000
Foremost Transport
Mobile Home Transport Driver - CDL A Oversize Load
Milwaukee, WI
$82,800 - $110,400
OTR & Long Haul Jobs in Milwaukee — FAQ
How many otr & long haul jobs are open in Milwaukee, WI?
There are currently 2+ otr & long haul in Milwaukee, WI. New otr & long haul roles are added regularly — check this page for the latest openings.
How much do otr & long haul jobs pay in Milwaukee?
Pay for otr & long haul in Milwaukee varies by employer, equipment and how much time you spend away. Many positions offer flexible scheduling and employee discounts, and some include shift differentials for nights and weekends. Browse the listings above to see pay details for each opening.
Do these otr & long haul positions require experience in Milwaukee?
Many otr & long haul positions in Milwaukee require no prior experience, and most employers provide paid on-the-job training. Check individual listings for specific requirements.
How do I apply for otr & long haul jobs in Milwaukee?
Browse the 2+ otr & long haul listings above, click on any position for full details including pay and shift times, then follow the application link to the employer. Most driver applications take about 10–20 minutes online.
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Last updated: October 29, 2026