Job Openings CDL-A Trainee Truck Driver | Paid Training Available | Chicago, IL

About the job CDL-A Trainee Truck Driver | Paid Training Available | Chicago, IL

CDL-A Trainee Truck Driver | Paid Training Available | Chicago, IL

No Experience Required Start Earning Immediately

If you are ready to launch a long-term trucking career, our CDL-A trainee program serving drivers in and around the Chicago, Illinois metro area offers paid training, one-on-one mentorship, and a direct path to a full-time solo driving position with consistent weekly income and nationwide freight.

This program is designed for new CDL-A holders and recent CDL school graduates who want stability, structured training, and a clear path to long-term career growth in over-the-road trucking.

Pay Breakdown

  • Training Pay (First 46 Weeks): $650 per week

  • Solo Driver Pay After Upgrade: $1,000 to $1,400+ weekly

  • Mileage Pay (Post-Training): $0.43 to $0.51 CPM (based on experience)

  • Stop Pay: $15 per stop once upgraded

  • Equipment: Assigned late-model automatic tractor after solo qualification

Drivers are paid weekly, and most trainees transition to solo status quickly after completing training benchmarks.

Route & Schedule Details

  • OTR Schedule: 12-14 days out followed by a 34-hour reset

  • Freight Type: No-touch dry van freight

  • Load Types: Drop & hook and live load/unload

  • Running Area: 48-state OTR after training

  • Home Base: Chicago, IL metro region

This position provides new drivers with real over-the-road experience while running consistent, nationwide freight.

Program Requirements

  • Valid CDL-A license (recent graduates encouraged to apply)

  • Willingness to run OTR for two consecutive weeks

  • Must live within 200 miles of Chicago, IL

  • Commitment to safety, reliability, and long-term career growth

Who This Program Is For

This CDL-A trainee position is ideal for:

  • Recent CDL school graduates

  • Entry-level CDL-A drivers

  • Drivers seeking their first OTR driving opportunity

This program is not for drivers seeking local, home-daily, or part-time positions.

Why This CDL-A Trainee Program Works

You earn pay from day one, receive hands-on training with experienced mentors, and upgrade quickly into a solo OTR role with consistent miles and predictable income. This is a career-start program, not a short-term trainee seat.

What Happens After Training

After completing the trainee phase, drivers are upgraded to a solo OTR position with assigned equipment, steady dispatch, and access to nationwide freight lanes. Most drivers experience reliable weekly income shortly after upgrading.

Now Hiring in the Greater Chicago Area

Accepting CDL-A trainees from Chicago and surrounding ZIP codes, including:
60629, 60632, 60617, 60623, 60411

Start Your CDL-A Career Today

When you contact us, please include your name, ZIP code, and experience level so we can quickly confirm eligibility.

Call or text: 719-301-6891
Include:

  • Name

  • ZIP code

  • Experience level (CDL trainee / recent graduate)