Regional Driving Jobs in Milwaukee, WI — Hiring Now
As of October 2026, there are 4 regional driving openings in Milwaukee, WI. Local pay ranges from $3,600 to $135,000/year. Listings are updated daily — many roles offer flexible hours and employee discounts.
Nightline Freight
Student-Friendly Part-Time Overnight Parcel Transfer Driver in
Milwaukee, WI
$3,600 - $5,200
Crete Carrier
CDL A Truck Driver - Regional Dry Van Home Weekly
Milwaukee, WI
$72,000 - $92,000
Quantix
CDL A Truck Driver - Regional Liquid Tanker Hazmat
Milwaukee, WI
$90,000 - $110,000
Jack Cooper Transport
CDL A Truck Driver - Auto Hauler Car Transport
Milwaukee, WI
$95,000 - $135,000
Regional Driving Jobs in Milwaukee — FAQ
How many regional driving jobs are open in Milwaukee, WI?
There are currently 4+ regional driving in Milwaukee, WI. New regional driving roles are added regularly — check this page for the latest openings.
How much do regional driving jobs pay in Milwaukee?
Pay for regional driving 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 regional driving positions require experience in Milwaukee?
Many regional driving 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 regional driving jobs in Milwaukee?
Browse the 4+ regional driving 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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Other Driving Careers in Milwaukee
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20 open positions
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10 open positions
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9 open positions
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3 open positions
Seasonal Driving Jobs in Milwaukee
2 open positions
Last updated: October 05, 2026