🗺 Location & Routes
- Base city: Milwaukee, WI
- Route type: OTR / Regional
- Freight: Van and specialized no-touch freight
- Schedule: Flexible dispatch with weekly settlements
📋 Job Description
- Operate as an independent Owner Operator under a trusted carrier network
- Haul van and specialized freight across regional and OTR lanes
- Maintain safe driving practices and compliance with DOT regulations
- Manage your own schedule with flexible dispatch support
- Receive weekly settlements with transparent pay structure
- Utilize fuel cards, discounts, and operational support tools
✅ Requirements
CDL Class A
Valid CDL-A license required
Experience
1+ year OTR experience in last 3 years
Age
Minimum 22 years old
MVR
Clean driving record, limited violations
Physical
Ability to perform standard owner operator duties
Endorsements
None required
🚛 Equipment & Fleet
- 2016+ Freightliner, Volvo, and Peterbilt equipment available
- Fuel card program with discounts
- Maintenance and tire support programs included
🏠 Home Time
- Flexible home time based on route selection
- Control your schedule with no forced dispatch
📍 Real Routes Our Drivers Take
- Milwaukee, WI → Chicago, IL
- Milwaukee, WI → Minneapolis, MN
- Milwaukee, WI → St. Louis, MO
🎁 Benefits
📝 Hiring Process
❓ Frequently Asked Questions
Do I need my own truck?
Yes, this is an Owner Operator position requiring your own equipment (1998 or newer).
How is pay calculated?
Pay is percentage-based with strong gross revenue potential per week.
Is freight no-touch?
Yes, most freight is no-touch van and specialized loads.
How often are settlements paid?
Weekly settlements with transparent accounting.
Is there forced dispatch?
No, drivers have flexible dispatch and route control.
Are lease options available?
Yes, lease purchase programs are available for qualified drivers.
💼 Career Opportunities
This CDL-A Owner Operator opportunity in Milwaukee, WI is designed for experienced drivers who want to operate independently while still benefiting from strong carrier support. Drivers can expect consistent freight availability, flexible dispatch options, and the ability to build a profitable trucking business with minimal downtime. With weekly settlements, fuel discounts, and access to maintenance programs, this role provides both financial stability and operational flexibility. Owner Operators in this position can choose regional or OTR lanes depending on their lifestyle and earning goals. The opportunity also supports long-term business growth through lease purchase options and performance-based incentives. Drivers who are self-motivated and business-oriented will benefit most from this role, as it allows full control over schedules, routes, and earnings potential while still maintaining strong carrier partnerships and reliable freight flow.
🔗 CDL-A Owner Operator Truck Driver – Milwaukee, WI
Milwaukee CDL-A Owner Operators are in high demand due to strong regional and OTR freight flow across the Midwest. This position offers flexible scheduling, competitive weekly earnings, and access to van and specialized freight lanes. Drivers benefit from no-touch freight, weekly settlements, and strong fuel savings programs. Milwaukee serves as a strategic logistics hub, connecting major freight corridors to Chicago, Minneapolis, and St. Louis. Owner Operators can scale their business through consistent loads and carrier partnerships. Explore more opportunities below to maximize your trucking career growth and income potential.
🚀 Apply for This CDL-A Position
Complete the form below to apply for CDL-A Owner Operator Truck Driver in Milwaukee, WI.
