Driving Jobs in Waukegan, IL — Open Positions

As of May 2026, there are 180+ open driving positions in Waukegan, IL. Current pay ranges from $12 to $400,400 per year. Top hiring areas include Delivery Driver, Cdl Driver and General. New roles are posted daily — listings on this page are verified and updated regularly.

Urban Pedal Logistics

Independent Contractor Driver - Urban E-Bike/Scooter Courier

Waukegan, IL

$2,875 - $5,175

FedEx Ground Independent Service Provider

Fedex Ground Route Delivery Driver(Contract)|Waukegan

Waukegan, IL

$3,500 - $5,500

US Foods

Part-Time Role in Waukegan:Restaurant Supply Delivery Driver-CDL

Waukegan, IL

$26 - $35

DoorDash

Flower Delivery Driver Position in Waukegan | Hiring

Waukegan, IL

$2,688 - $4,704

Hora Express

CDL A Owner Operator Truck Driver - 91% Pay

Waukegan, IL

$286,000 - $400,400

PepsiCo Beverages North America

Pepsi Beverage Delivery Driver - CDL A

Waukegan, IL

$22 - $29

Regional Expedite Logistics

Waukegan Career:Independent Contractor Driver-Long Distance / Regional

Waukegan, IL

$3,500 - $6,000

Old Dominion Freight Line

Flexible Old Dominion Linehaul Driver(Waukegan)

Waukegan, IL

$7,000 - $10,000

PepsiCo

Flexible Route Sales Delivery Driver(Waukegan)

Waukegan, IL

$4,500 - $7,000

Secure Document Couriers

Secure Document Couriers Needs Independent Contractor Driver-Night

Waukegan, IL

$2,800 - $5,000

Gannett

Newspaper Delivery Driver

Waukegan, IL

$1,260 - $2,520

Secure Document Couriers

Waukegan:Night Shift Legal/document Courier

Waukegan, IL

$2,800 - $5,000

Driving Jobs in Waukegan — FAQ

How many driving jobs are available in Waukegan, IL right now?
There are currently 180+ open driving positions in Waukegan, IL. These include delivery drivers, CDL truck drivers, couriers, bus drivers, DSP drivers, and local route positions. New jobs are added daily.
How much do driving jobs pay in Waukegan?
Driving job pay in Waukegan varies by role: Delivery drivers earn $18–$25/hr, CDL truck drivers $55K–$90K+/year, couriers $16–$22/hr, and bus drivers $20–$30/hr. Night and weekend routes often pay premium rates.
Can I get a driving job with no experience in Waukegan?
Yes. Many delivery driver, courier, and DSP positions in Waukegan require no prior experience and provide paid training. Delivery driver positions require a valid driver's license but no CDL. Some carriers offer free CDL training programs.
What schedules do driving jobs offer in Waukegan?
Driving jobs in Waukegan offer flexible schedules: day routes (6 AM–4 PM), evening routes (1 PM–10 PM), overnight/line haul (6 PM–6 AM), and weekend-only schedules (Fri–Sun or Sat–Mon). Part-time and gig-style shifts are also available. Overnight and weekend routes typically pay premium rates.
What benefits do driving jobs offer in Waukegan?
Benefits vary by employer, but many driving positions in Waukegan offer: health, dental, and vision insurance; 401(k) or retirement plans; paid time off; sign-on bonuses; weekly or daily pay; company-provided vehicles for delivery positions; and CDL training assistance from select employers.
How much do drivers take home after taxes in Waukegan?
Your take-home pay as a driver in Waukegan depends on your pay rate, hours worked, and state tax rate. For example, a delivery driver earning $22/hr in a no-tax state like Texas takes home about $750/week, while in California it's closer to $670/week after state tax.
Are driving companies hiring immediately in Waukegan?
Yes, many driving positions in Waukegan are hiring immediately with start dates within 1–2 weeks of applying. Delivery driver and courier roles often offer same-week start dates. Browse the 180+ listings above and apply directly.

Last updated: May 14, 2026