Driving Jobs in Waukegan, IL — Now Hiring

As of October 2026, there are 70+ open driving jobs in Waukegan, IL. Current pay ranges from $16 to $141,750 per year. Top hiring areas include Delivery Driver, Owner Operator and Part Time. New roles are posted daily — listings on this page are verified and updated regularly.

Final Mile Delivery Co.

Independent Contractor Driver - Final Mile Parcel

Waukegan, IL

$2,640 - $4,840

Southern Glazer's Wine & Spirits

Apply Now:Wine And Spirits Delivery Driver-CDL Class B in Waukegan

Waukegan, IL

$25 - $31

Local Merchant Delivery Network

Independent Contractor Driver - Early Morning Bakery/Floral

Waukegan, IL

$2,760 - $4,830

US Foods

Restaurant Supply Delivery Driver-CDL Class B•Waukegan,IL•US Foods

Waukegan, IL

$23 - $32

FedEx

[Part-Time] Driver Opportunity-Waukegan

Waukegan, IL

$3,500 - $6,500

Corporate Catering Couriers

Independent Contractor Driver - Catering Logistics

Waukegan, IL

$2,975 - $5,100

Heavy Freight Logistics

Independent Contractor Driver - Cargo Van / Box Truck Specialist

Waukegan, IL

$5,400 - $9,180

Urban Pedal Logistics

Flexible Hours:Driver Opportunity-Waukegan

Waukegan, IL

$2,500 - $4,500

Sherwin-Williams

Waukegan Paint Store Delivery Driver-Commercial

Waukegan, IL

$19 - $26

Regional Expedite Logistics

Independent Contractor Driver - Long Distance / Regional Courier

Waukegan, IL

$3,500 - $6,000

On-Demand Tasks Network

Start ASAP:Driver Opportunity(Waukegan)

Waukegan, IL

$2,000 - $4,000

Bimbo Bakeries USA

Apply Now:Bakery Product Delivery Driver-Independent Contractor in

Waukegan, IL

$20 - $28

Driving Jobs in Waukegan — FAQ

How many driving jobs are available in Waukegan, IL right now?
There are currently 70+ open driving jobs in Waukegan, IL. They range from CDL-A truck driving and local home-daily routes to delivery, box truck, bus and non-CDL driving work. New routes are added daily.
How much do driving jobs pay in Waukegan?
Pay in Waukegan depends on the licence and the type of driving: delivery and non-CDL routes usually run $18–$26/hr, local CDL work $22–$32/hr, and CDL-A regional or OTR seats $1,200–$1,900 a week. Night runs and specialised freight such as flatbed or tanker pay more.
Are there driving jobs in Waukegan with no experience?
Yes. Many employers in Waukegan run paid CDL training or hire recent CDL school graduates, and non-CDL delivery, shuttle and rideshare work needs only a regular licence and a clean record.
Can I get a driving job in Waukegan that is home every night?
Local routes in Waukegan are home daily, including delivery, box truck, yard, dump truck and local CDL-A work. Regional runs get you home weekly, and OTR means longer stretches away for higher weekly pay.
Do I need a CDL to drive in Waukegan?
Not for every job. Cargo van, sprinter, courier, shuttle and most 26' box truck routes need only a regular driver's licence. A CDL-B is needed for heavier straight trucks and buses, and a CDL-A for tractor-trailers.
What do employers check before hiring a driver in Waukegan?
Your driving record for the last 3–5 years, a background check, and for commercial roles a DOT physical and drug test. Most insurers require drivers to be at least 21 for interstate work.
Which companies are hiring drivers immediately in Waukegan?
Many carriers, delivery firms and local fleets in Waukegan hire on a rolling basis, with start dates often within one to two weeks of applying. Browse the 70+ open routes above and apply directly.

Last updated: October 28, 2026