UPS CDL & Truck Driver Jobs in Chicago, IL — See Openings

As of September 2026, there are 23 UPS cdl & truck driver openings in Chicago, IL. Local pay ranges from $18 to $52/hr. Listings are updated daily — many roles offer flexible hours and employee discounts.

UPS

UPS(Chicago)Hiring:Seasonal Driver—No CDL Required,Immediate Start

Chicago, IL

$21 - $28

UPS

Chicago Seasonal Driver—No CDL Required,Immediate Start with

Chicago, IL

$22 - $30

UPS

Seasonal Driver—No CDL Required,Immediate Start•Chicago,IL•UPS

Chicago, IL

$21 - $28

UPS

UPS(Chicago)Hiring:Feeder Driver—CDL Class A Tractor-trailer Career

Chicago, IL

$35 - $50

UPS

UPS(Chicago)Hiring:Seasonal Driver—No CDL Required,Immediate Start

Chicago, IL

$21 - $28

UPS

Chicago CDL Apprentice Driver—Earn Your CDL While You

Chicago, IL

$27 - $48

UPS

Feeder Driver—CDL Class A Tractor-trailer Career Needed-Chicago Area

Chicago, IL

$32 - $46

UPS

Seasonal Driver—No CDL Required,Immediate Start-Chicago,IL | Hiring

Chicago, IL

$21 - $28

UPS

Seasonal Driver—No CDL Required,Immediate Start($22-$29/hr)-Chicago,IL

Chicago, IL

$22 - $29

UPS

Seasonal Driver—No CDL Required,Immediate Start|Chicago,IL|UPS

Chicago, IL

$18 - $24

UPS

Chicago:Feeder Driver—CDL Class A Tractor-trailer Career

Chicago, IL

$31 - $45

UPS

Apply Now:Seasonal Driver—No CDL Required,Immediate Start in Chicago

Chicago, IL

$18 - $24

CDL & Truck Driver Jobs in Chicago — FAQ

How many cdl & truck driver jobs are open in Chicago, IL?
There are currently 23+ UPS cdl & truck driver positions in Chicago, IL. New cdl & truck driver roles are added regularly — check this page for the latest openings.
How much do cdl & truck driver jobs pay in Chicago?
UPS cdl & truck driver pay in Chicago varies by employer, role and shift. 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 & truck driver positions require experience in Chicago?
Many cdl & truck driver 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 & truck driver jobs in Chicago?
Browse the 23+ cdl & truck driver listings above, click on any position for full details including pay and shift times, then follow the application link to the employer. Most UPS applications take about 15–30 minutes online.

CDL & Truck Driver Jobs in Other Cities

CDL & Truck Driver Jobs in New York

12 open positions

CDL & Truck Driver Jobs in Los Angeles

7 open positions

CDL & Truck Driver Jobs in Houston

9 open positions

CDL & Truck Driver Jobs in Phoenix

21 open positions

CDL & Truck Driver Jobs in Philadelphia

10 open positions

CDL & Truck Driver Jobs in San Antonio

8 open positions

CDL & Truck Driver Jobs in San Diego

15 open positions

CDL & Truck Driver Jobs in Dallas

17 open positions

CDL & Truck Driver Jobs in Fort Worth

7 open positions

CDL & Truck Driver Jobs in Austin

10 open positions

Other UPS Careers in Chicago

No Experience UPS Jobs in Chicago

35 open positions

Seasonal & Holiday Jobs in Chicago

33 open positions

UPS Delivery Driver Jobs in Chicago

24 open positions

Full-Time UPS Jobs in Chicago

19 open positions

Part-Time UPS Careers in Chicago

18 open positions

Fulfillment & E-Commerce Jobs in Chicago

10 open positions

Stockroom & Warehouse Jobs in Chicago

8 open positions

Weekend UPS Careers in Chicago

6 open positions

Last updated: September 28, 2026