Driving Jobs in Waukegan, IL — Hiring Now

As of April 2026, there are 140+ open driving positions in Waukegan, IL. Current pay ranges from $500 to $8,500 per year. Top hiring areas include Delivery Driver, Part Time and General. New roles are posted daily — listings on this page are verified and updated regularly.

Corporate Catering Couriers

Join Team:Independent Contractor Driver-Catering Logistics in

Waukegan, IL

$3,500 - $6,000

Lyft

Apply Now:Event Rideshare Driver in Waukegan | Hiring

Waukegan, IL

$2,800 - $5,000

DoorDash

DoorDash Shop & Deliver Expert (Grocery/Retail)

Waukegan, IL

$3,080 - $5,280

DoorDash

Weekend DoorDash Driver

Waukegan, IL

$2,200 - $3,800

Secure Document Couriers

Independent Contractor Driver - Night Shift Legal/Document Courier

Waukegan, IL

$2,800 - $5,000

Last Mile Logistics Network

Independent Contractor Driver - Last-Mile Logistics

Waukegan, IL

$3,024 - $5,400

Uber

Part-time Driver($500-$1.5k/Month)-Waukegan,IL | Hiring

Waukegan, IL

$500 - $1,500

Uber

Waukegan Night Shift Driver(Contractor)-Uber | Hiring

Waukegan, IL

$3,200 - $5,500

Grubhub

Part-Time Suburban Route Driver(Waukegan) | Part Time Job

Waukegan, IL

$2,400 - $4,200

Grubhub

Grubhub Large Order Delivery Driver

Waukegan, IL

$3,675 - $6,300

Lyft

Part-time Rideshare Driver-Waukegan,IL | Hiring

Waukegan, IL

$500 - $1,500

Regional Expedite Logistics

Waukegan Independent Contractor Driver-Long Distance / Regional

Waukegan, IL

$3,500 - $6,000

Driving Jobs in Waukegan — FAQ

How many driving jobs are available in Waukegan, IL right now?
There are currently 140+ 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 140+ listings above and apply directly.

Last updated: April 26, 2026