CDL A Company Truck Driver Paid Training

Begin your trucking career with a company that invests in new drivers. If you have recently earned your Class A CDL and are looking for an opportunity to gain practical experience, 365 Freight USA is hiring recent CDL-A graduates for a paid mentor program in the Chicago, Illinois area.

You will spend four to six weeks on the road with an experienced trainer, learning the day-to-day responsibilities of professional driving beyond CDL school. After successfully completing the training program, you will transition to your own truck and may earn $1,600–$1,800 per week.

What We Offer

• Paid four- to six-week mentor training program
• Weekly earnings of $1,600–$1,800 after training
• Weekly direct deposit
• Comprehensive benefits after training
• Practical over-the-road experience with an experienced mentor
• A structured path from recent graduate to solo driver

What You’ll Do During Training

During training, you will ride with an experienced driver who will help you develop the skills and confidence needed to operate independently. You will learn about:

• Safe driving and trip planning
• Pickups and deliveries
• Pre-trip and post-trip inspections
• Communication with dispatch
• The daily responsibilities of an over-the-road driver

After successfully completing the mentor program, you will transition to your own truck and begin driving solo on routes originating from or serving the Chicago area and other locations.

What We’re Looking For

We are seeking drivers who are motivated to learn, committed to working hard, and interested in building a successful trucking career.

• Valid Class A CDL
• Graduation from an accredited CDL school
• Clean motor vehicle record
• Ability to meet Department of Transportation qualification requirements
• Positive attitude and willingness to learn
• Safety-focused and dependable approach

No previous professional driving experience is required.

Why New Drivers Choose 365 Freight USA

Starting your first trucking job can feel overwhelming, especially when adapting to over-the-road driving and routes serving a major transportation hub such as Chicago. Our mentor program is designed to provide real-world experience, opportunities to ask questions, and the confidence needed before you begin driving as a solo operator. We believe every new driver benefits from structured training and support during the transition from CDL school to a professional driving career.