Driving Jobs in Chicago, IL — Now Hiring

As of October 2026, there are 210+ open driving jobs in Chicago, IL. Current pay ranges from $15 to $145,800 per year. Top hiring areas include Delivery Driver, Flatbed and Owner Operator. New roles are posted daily — listings on this page are verified and updated regularly.

Levin Furniture and Mattress

Mattress Delivery Driver-2 Person Team Home Setup Position in Chicago

Chicago, IL

$19 - $25

Pella Windows and Doors

Recruiting:Glass And Window Delivery Driver-CDL B Flatbed in

Chicago, IL

$24 - $30

US Foods

IL Career:Restaurant Supply Delivery Driver-CDL Class B in Chicago

Chicago, IL

$23 - $31

US Foods

Work in Chicago:Restaurant Supply Delivery Driver-CDL Class B

Chicago, IL

$26 - $35

Canteen

Join Canteen in Chicago as a Vending Machine Delivery Driver And Route

Chicago, IL

$18 - $24

Sherwin-Williams

Chicago Paint Store Delivery Driver-Commercial Accounts with

Chicago, IL

$18 - $24

Bimbo Bakeries USA

Chicago Job:Bakery Product Delivery Driver-Independent Contractor

Chicago, IL

$21 - $30

Bimbo Bakeries USA

Bimbo Bakeries USA Needs Bakery Product Delivery Driver-Independent

Chicago, IL

$21 - $29

Bimbo Bakeries USA

Chicago Career:Bakery Product Delivery Driver-Independent Contractor

Chicago, IL

$20 - $28

Ferguson HVAC

HVAC Parts Delivery Driver And Warehouse Associate|Chicago,IL|Ferguson

Chicago, IL

$16 - $22

Sherwin-Williams

Chicago Full-time Paint Store Delivery Driver-Commercial Accounts

Chicago, IL

$16 - $22

Levin Furniture and Mattress

Mattress Delivery Driver-2 Person Team Home Setup•Chicago,IL•Levin

Chicago, IL

$21 - $28

Driving Jobs in Chicago — FAQ

How many driving jobs are available in Chicago, IL right now?
There are currently 210+ open driving jobs in Chicago, 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 Chicago?
Pay in Chicago 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 Chicago with no experience?
Yes. Many employers in Chicago 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 Chicago that is home every night?
Local routes in Chicago 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 Chicago?
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 Chicago?
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 Chicago?
Many carriers, delivery firms and local fleets in Chicago hire on a rolling basis, with start dates often within one to two weeks of applying. Browse the 210+ open routes above and apply directly.

Last updated: October 28, 2026