UPS CDL & Truck Driver Jobs in Chicago, IL — Now Hiring

As of October 2026, there are 51 UPS cdl & truck driver openings in Chicago, IL. Local pay ranges from $18 to $57/hr. Listings are updated daily — many roles offer flexible hours and employee discounts.

UPS

UPS Chicago:Part-Time CDL Apprentice Driver—Earn Your CDL While You

Chicago, IL

$24 - $42

UPS

Chicago Seasonal Driver—No CDL Required,Immediate Start(Gig/App)

Chicago, IL

$21 - $28

UPS

Urgent Part-Time:Feeder Driver—CDL Class A Tractor-trailer Career

Chicago, IL

$35 - $50

UPS

UPS Feeder Driver — CDL Class A Tractor-Trailer Career

Chicago, IL

$35 - $50

UPS

UPS Seasonal Driver — No CDL Required, Immediate Start

Chicago, IL

$21 - $28

UPS

UPS CDL Apprentice Driver — Earn Your CDL While You Work

Chicago, IL

$21 - $36

UPS

UPS Feeder Driver — CDL Class A Tractor-Trailer Career

Chicago, IL

$32 - $46

UPS

UPS Seasonal Driver — No CDL Required, Immediate Start

Chicago, IL

$22 - $29

UPS

UPS CDL Apprentice Driver — Earn Your CDL While You Work

Chicago, IL

$26 - $47

UPS

UPS Feeder Driver — CDL Class A Tractor-Trailer Career

Chicago, IL

$40 - $57

UPS

UPS Seasonal Driver — No CDL Required, Immediate Start

Chicago, IL

$21 - $28

UPS

UPS CDL Apprentice Driver — Earn Your CDL While You Work

Chicago, IL

$24 - $42

CDL & Truck Driver Jobs in Chicago — FAQ

How many cdl & truck driver jobs are open in Chicago, IL?
There are currently 51+ 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 51+ 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

33 open positions

CDL & Truck Driver Jobs in Los Angeles

35 open positions

CDL & Truck Driver Jobs in Houston

30 open positions

CDL & Truck Driver Jobs in Phoenix

48 open positions

CDL & Truck Driver Jobs in Philadelphia

38 open positions

CDL & Truck Driver Jobs in San Antonio

29 open positions

CDL & Truck Driver Jobs in San Diego

41 open positions

CDL & Truck Driver Jobs in Dallas

39 open positions

CDL & Truck Driver Jobs in Fort Worth

24 open positions

CDL & Truck Driver Jobs in Austin

24 open positions

Other UPS Careers in Chicago

Part-Time UPS Careers in Chicago

282 open positions

Full-Time UPS Jobs in Chicago

188 open positions

Stockroom & Warehouse Jobs in Chicago

154 open positions

Fulfillment & E-Commerce Jobs in Chicago

131 open positions

No Experience UPS Jobs in Chicago

104 open positions

UPS Delivery Driver Jobs in Chicago

102 open positions

Seasonal & Holiday Jobs in Chicago

63 open positions

Weekend UPS Careers in Chicago

48 open positions

Last updated: October 27, 2026