Owner Operator & Lease Purchase in Milwaukee, WI — Apply Today

As of September 2026, there are 7 owner operator & lease purchase openings in Milwaukee, WI. Local pay ranges from $2,240 to $130,000/year. Listings are updated daily — many roles offer flexible hours and employee discounts.

Atlas Van Lines

Flexible Hours:Driver Opportunity-Milwaukee

Milwaukee, WI

$85,000 - $110,000

Hot Shot Transportation Co.

Milwaukee Contractor Opening:Hot Shot Truck Driver-Owner Operator With

Milwaukee, WI

$85,000 - $130,000

Auto Logistics Pros

Independent Contractor Driver - Auto Parts Courier

Milwaukee, WI

$3,136 - $5,376

Corporate Catering Couriers

Independent Contractor Driver - Catering Logistics

Milwaukee, WI

$3,500 - $6,000

On-Demand Tasks Network

Independent Contractor Driver - On-Demand Errands (TaskRabbit/Roadie)

Milwaukee, WI

$2,240 - $4,480

Urban Pedal Logistics

Independent Contractor Driver - Urban E-Bike/Scooter Courier

Milwaukee, WI

$2,500 - $4,500

Regional Expedite Logistics

Independent Contractor Driver - Long Distance / Regional Courier

Milwaukee, WI

$3,080 - $5,280

Owner Operator & Lease Purchase in Milwaukee — FAQ

How many owner operator & lease purchase jobs are open in Milwaukee, WI?
There are currently 7+ owner operator & lease purchase in Milwaukee, WI. New owner operator & lease purchase roles are added regularly — check this page for the latest openings.
How much do owner operator & lease purchase jobs pay in Milwaukee?
Pay for owner operator & lease purchase 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 owner operator & lease purchase positions require experience in Milwaukee?
Many owner operator & lease purchase 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 owner operator & lease purchase jobs in Milwaukee?
Browse the 7+ owner operator & lease purchase 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.

Owner Operator & Lease Purchase in Other Cities

Owner Operator & Lease Purchase in New York

7 open positions

Owner Operator & Lease Purchase in Los Angeles

14 open positions

Owner Operator & Lease Purchase in Chicago

7 open positions

Owner Operator & Lease Purchase in Houston

7 open positions

Owner Operator & Lease Purchase in Phoenix

7 open positions

Owner Operator & Lease Purchase in Philadelphia

7 open positions

Owner Operator & Lease Purchase in San Antonio

7 open positions

Owner Operator & Lease Purchase in San Diego

7 open positions

Owner Operator & Lease Purchase in Dallas

7 open positions

Owner Operator & Lease Purchase in Fort Worth

7 open positions

Other Driving Careers in Milwaukee

Delivery Driver Jobs in Milwaukee

23 open positions

Part-Time Driving Jobs in Milwaukee

23 open positions

Full-Time Driving Jobs in Milwaukee

21 open positions

CDL-A Truck Driving Jobs in Milwaukee

15 open positions

CDL-B Driving Jobs in Milwaukee

10 open positions

Local Driving Jobs (Home Daily) in Milwaukee

9 open positions

Weekend Driving Jobs in Milwaukee

8 open positions

Regional Driving Jobs in Milwaukee

8 open positions

Last updated: September 29, 2026