CDL-A Truck Driving Jobs in Chicago, IL — Apply Today

As of October 2026, there are 53 cdl-a truck driving openings in Chicago, IL. Local pay ranges from $20 to $143,000/year. Listings are updated daily — many roles offer flexible hours and employee discounts.

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

Pella Windows and Doors

Pella Windows And Doors Needs Glass And Window Delivery Driver-CDL B

Chicago, IL

$21 - $26

General Beer Northeast

Immediate Opening in Chicago for a Beer Delivery Driver-CDL A

Chicago, IL

$25 - $32

Pella Windows and Doors

IL Career:Glass And Window Delivery Driver-CDL B Flatbed in Chicago

Chicago, IL

$20 - $25

General Beer Northeast

IL Career:Beer Delivery Driver-CDL A Distributor Route in Chicago

Chicago, IL

$25 - $32

General Beer Northeast

Beer Delivery Driver-CDL A Distributor Route-Chicago,IL | Hiring

Chicago, IL

$25 - $32

Pella Windows and Doors

Glass And Window Delivery Driver-CDL B Flatbed•Chicago,IL•Pella

Chicago, IL

$21 - $27

General Beer Northeast

Immediate Opening in Chicago for a Beer Delivery Driver-CDL A

Chicago, IL

$25 - $32

US Foods

Chicago:Restaurant Supply Delivery Driver-CDL Class B

Chicago, IL

$22 - $29

Pella Windows and Doors

Chicago Glass And Window Delivery Driver-CDL B Flatbed($24-$30/hr)

Chicago, IL

$24 - $30

CDL-A Truck Driving Jobs in Chicago — FAQ

How many cdl-a truck driving jobs are open in Chicago, IL?
There are currently 53+ cdl-a truck driving in Chicago, IL. New cdl-a truck driving roles are added regularly — check this page for the latest openings.
How much do cdl-a truck driving jobs pay in Chicago?
Pay for cdl-a truck driving in Chicago varies by employer, equipment and how much time you spend away. Many positions offer flexible scheduling and employee discounts, and some include shift differentials for nights and weekends. Browse the listings above to see pay details for each opening.
Do these cdl-a truck driving positions require experience in Chicago?
Many cdl-a truck driving positions in Chicago require no prior experience, and most employers provide paid on-the-job training. Check individual listings for specific requirements.
How do I apply for cdl-a truck driving jobs in Chicago?
Browse the 53+ cdl-a truck driving listings above, click on any position for full details including pay and shift times, then follow the application link to the employer. Most driver applications take about 10–20 minutes online.

CDL-A Truck Driving Jobs in Other Cities

CDL-A Truck Driving Jobs in New York

35 open positions

CDL-A Truck Driving Jobs in Los Angeles

40 open positions

CDL-A Truck Driving Jobs in Houston

32 open positions

CDL-A Truck Driving Jobs in Phoenix

50 open positions

CDL-A Truck Driving Jobs in Philadelphia

41 open positions

CDL-A Truck Driving Jobs in San Antonio

32 open positions

CDL-A Truck Driving Jobs in San Diego

44 open positions

CDL-A Truck Driving Jobs in Dallas

41 open positions

CDL-A Truck Driving Jobs in Fort Worth

26 open positions

CDL-A Truck Driving Jobs in Jacksonville

46 open positions

Other Driving Careers in Chicago

Full-Time Driving Jobs in Chicago

163 open positions

Delivery Driver Jobs in Chicago

157 open positions

CDL-B Driving Jobs in Chicago

55 open positions

Part-Time Driving Jobs in Chicago

27 open positions

Local Driving Jobs (Home Daily) in Chicago

19 open positions

Flatbed Driving Jobs in Chicago

16 open positions

Owner Operator & Lease Purchase in Chicago

9 open positions

Weekend Driving Jobs in Chicago

8 open positions

Last updated: October 28, 2026