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Delivery Driver Trainee Jobs in Chicago, IL (NOW HIRING)

Delivery Driver(09175) 911 Foster

Evanston, IL · On-site

$16.25 - $20.25/hr

From Delivery Driver to Manager Trainee, Manager Trainee to General Manager, General Manager to District Manager, or even Franchisee or Director of Operations, our stores offer a world of opportunity.

Delivery Driver(02603) 1895 Crisman

Portage, IN · On-site

$15.25 - $19.25/hr

From Delivery Driver to Manager Trainee, Manager Trainee to General Manager, General Manager to District Manager, or even Franchisee or Director of Operations, our stores offer a world of opportunity.

Delivery Driver(09175) 911 Foster

Evanston, IL · On-site

$16.25 - $20.25/hr

From Delivery Driver to Manager Trainee, Manager Trainee to General Manager, General Manager to District Manager, or even Franchisee or Director of Operations, our stores offer a world of opportunity.

Delivery Driver(02647) 7758 Broadway

Merrillville, IN · On-site

$16.50 - $20.50/hr

From Delivery Driver to Manager Trainee, Manager Trainee to General Manager, General Manager to District Manager, or even Franchisee or Director of Operations, our stores offer a world of opportunity.

Delivery Driver(02602) 5374 Broadway

Merrillville, IN · On-site

$16.50 - $20.50/hr

From Delivery Driver to Manager Trainee, Manager Trainee to General Manager, General Manager to District Manager, or even Franchisee or Director of Operations, our stores offer a world of opportunity.

Delivery Driver(02603) 1895 Crisman

Portage, IN · On-site

$15.25 - $19.25/hr

From Delivery Driver to Manager Trainee, Manager Trainee to General Manager, General Manager to District Manager, or even Franchisee or Director of Operations, our stores offer a world of opportunity.

Delivery Driver(02793) 4196 IL-83

Long Grove, IL · On-site

$17 - $21.50/hr

From Delivery Driver to Manager Trainee, Manager Trainee to General Manager, General Manager to District Manager, or even Franchisee or Director of Operations, our stores offer a world of opportunity.

Delivery Driver(02646) 841 Main St

Munster, IN · On-site

$16.25 - $20.50/hr

From Delivery Driver to Manager Trainee, Manager Trainee to General Manager, General Manager to District Manager, or even Franchisee or Director of Operations, our stores offer a world of opportunity.

Showing results 41-60

Delivery Driver Trainee information

See Chicago, IL salary details

$25.8K

$51.5K

$68.5K

How much do delivery driver trainee jobs pay per year?

As of Sep 5, 2026, the average yearly pay for delivery driver trainee in Chicago, IL is $51,459.00, according to ZipRecruiter salary data. Most workers in this role earn between $41,200.00 and $59,700.00 per year, depending on experience, location, and employer.

What is a delivery driver trainee?

Delivery Driver Trainees are entry-level workers who are in the process of learning how to safely and efficiently deliver goods to customers. They typically work under the supervision of experienced drivers, gaining hands-on experience with delivery routes, customer service, vehicle safety, and company procedures. The trainee period helps them become familiar with local traffic laws, delivery documentation, and how to handle packages properly. Upon successful completion of the training, they may advance to a full delivery driver position.

What are some typical challenges faced by delivery driver trainees during their initial training period?

Delivery Driver Trainees often encounter challenges such as mastering safe vehicle operation under various road and weather conditions, efficiently navigating delivery routes, and managing time to ensure timely deliveries. Additionally, trainees may need to quickly become familiar with company-specific protocols and technology, such as electronic logging devices or delivery tracking apps. Building strong customer service skills and learning to handle unexpected situations, like traffic delays or difficult deliveries, are also important aspects of the role.

What are the key skills and qualifications needed to thrive as a delivery driver trainee, and why are they important?

To thrive as a Delivery Driver Trainee, you need a valid driver’s license, good driving record, and basic knowledge of local routes and traffic laws. Familiarity with GPS navigation systems, mobile delivery apps, and, in some cases, warehouse management software is typically required. Reliability, strong time management, and excellent customer service skills help you stand out in this role. These abilities ensure on-time, accurate deliveries and positive customer interactions, which are critical for business reputation and operational efficiency.

What is the difference between Delivery Driver Trainee vs Delivery Driver?

AspectDelivery Driver TraineeDelivery Driver
CredentialsDriver's license, possibly a clean driving recordDriver's license, clean driving record, possibly additional certifications
Work EnvironmentSupervised training, learning routes, shadowing experienced driversDelivering packages or food, independent driving, customer interaction
Employer UsageTraining phase within delivery companies or restaurantsFull-time or part-time delivery role after training

The main difference is that a Delivery Driver Trainee is in a training phase, learning the job and gaining experience, while a Delivery Driver is fully qualified to perform deliveries independently. Trainees focus on skill development, whereas drivers are responsible for completing deliveries efficiently and safely.

What are the most commonly searched types of Delivery Driver jobs in Chicago, IL?

The most popular types of Delivery Driver jobs in Chicago, IL are:

What cities near Chicago, IL are hiring for Delivery Driver Trainee jobs?

Cities near Chicago, IL with the most Delivery Driver Trainee job openings:

Infographic showing various Delivery Driver Trainee job openings in Chicago, IL as of August 2026, with employment types broken down into 1% As Needed, 70% Full Time, 27% Part Time, and 2% Contract. Highlights an 97% Physical, 1% Hybrid, and 2% Remote job distribution, with an average salary of $51,459 per year, or $24.7 per hour.

Casual (Delivery Trainee)

Lakeshore Beverage

Arlington Heights, IL • On-site

$18/hr

Other

Posted 14 days ago


Job description

This position is accountable for assisting the driver and/or assistant driver with executing the delivery of products to our retailer customers. While inside the retailer's premises, Delivery Casuals merchandise the products inside the store to maximize sales and also rotate the store's inventory by date to ensure product freshness. Delivery Casual IIs possess CDL permits and may also drive the Class A Commercial vehicle, as well as other vehicles, as needed and/or for training purposes. Casuals may interact with retailer managers and also the retailer's customers during the delivery.
ROLE AND RESPONSIBILITIES
  • Implement approved Company programs and policies.
  • Conduct a daily Pre Tip inspection of his/her assigned vehicle.
  • Ensures all required tools and equipment are available on the delivery truck.
  • Safely execute accurate unloading, rotation and storage of all products in a timely manner.
  • Maintain a driving record that is acceptable to the Company.
  • Adhere to all DOT regulations.
  • Maintain product freshness and move/rotate product when necessary.
  • Maintain a pace of work that enables drivers to complete their deliveries in 14 hours or less due to DOT regulations.
  • Work towards attainment of a Class A CDL.
  • Hooks trailer to tractor and secures all connections as needed.
  • Drives (if appropriate for position).
  • Unloads (and sometimes loads) products.
  • Collect payment and provide receipt.
  • Positions forks or other lifting device under, over, or around loaded pallets, skids, boxes, products, or materials.

SAFETY
Due to the physical requirements, as well as the need to maintain a high level of continual alertness in the work environment, this is a safety sensitive position.
QUALIFICATIONS AND EDUCATION REQUIREMENTS
  • Valid driver's license (if needed for the position)
  • Must be at least 21 years of age.
  • High School diploma or GED
  • Must have a driving record acceptable to the Company.
  • Forklift Training (if needed for the position)