Driving Jobs in Waukegan, IL — Hiring Now

As of May 2026, there are 240+ open driving positions in Waukegan, IL. Current pay ranges from $500 to $10,000 per year. Top hiring areas include Delivery Driver, General and Cdl Driver. New roles are posted daily — listings on this page are verified and updated regularly.

Uber

Uber seeks Part-time Ubereats Driver(lunch Rush)in Waukegan | Hiring

Waukegan, IL

$800 - $1,800

Elite Hand Courier

White-Glove Specialty Courier

Waukegan, IL

$4,200 - $6,825

Secure Legal Logistics

Legal & Secure Document Courier

Waukegan, IL

$3,325 - $5,225

Lyft

Waukegan,IL:Premium Rideshare Driver at Lyft | Hiring

Waukegan, IL

$4,500 - $7,500

Regional Expedite Logistics

Independent Contractor Driver - Long Distance / Regional Courier

Waukegan, IL

$3,500 - $6,000

National Grocery Delivery Network

[Part-Time] Driver Opportunity-Waukegan

Waukegan, IL

$2,500 - $4,500

Regional Expedite Logistics

IL Career:Independent Contractor Driver-Long Distance / Regional

Waukegan, IL

$3,500 - $6,000

Grubhub

Part-Time Suburban Route Driver – Waukegan(Apply Today) | Part

Waukegan, IL

$2,400 - $4,200

Uber

$3.2k-$5.5k/Month Night Shift Rideshare Driver job in Waukegan

Waukegan, IL

$3,200 - $5,500

Grubhub

Early Morning Grubhub Driver

Waukegan, IL

$1,870 - $3,230

Grubhub

Weekend Grubhub Delivery Professional

Waukegan, IL

$1,936 - $3,344

Morning Express Couriers

Start ASAP:Driver Opportunity(Waukegan)

Waukegan, IL

$2,200 - $3,800

Driving Jobs in Waukegan — FAQ

How many driving jobs are available in Waukegan, IL right now?
There are currently 240+ 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 240+ listings above and apply directly.

Last updated: May 08, 2026