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

As of October 2026, there are 25 UPS cdl & truck driver openings in Chicago, IL. Local pay ranges from $18 to $50/hr. Listings are updated daily — many roles offer flexible hours and employee discounts.

UPS

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

Chicago, IL

$35 - $50

UPS

Chicago Flexible Role:CDL Apprentice Driver—Earn Your CDL While

Chicago, IL

$24 - $42

UPS

Chicago Contract:Seasonal Driver—No CDL Required,Immediate Start

Chicago, IL

$21 - $28

UPS

$21-$28/hr Seasonal Driver—No CDL Required,Immediate Start job in

Chicago, IL

$21 - $28

UPS

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

Chicago, IL

$21 - $28

UPS

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

Chicago, IL

$24 - $32

UPS

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

Chicago, IL

$19 - $25

UPS

Chicago Seasonal Driver—No CDL Required,Immediate Start with

Chicago, IL

$24 - $32

UPS

Seasonal Driver—No CDL Required,Immediate Start Position in Chicago

Chicago, IL

$22 - $29

UPS

Seasonal Driver—No CDL Required,Immediate Start($18-$24/hr)-Chicago,IL

Chicago, IL

$18 - $24

UPS

CDL Apprentice Driver—Earn Your CDL While You

Chicago, IL

$24 - $42

UPS

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

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 25+ 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 25+ 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

17 open positions

CDL & Truck Driver Jobs in Los Angeles

13 open positions

CDL & Truck Driver Jobs in Houston

18 open positions

CDL & Truck Driver Jobs in Phoenix

24 open positions

CDL & Truck Driver Jobs in Philadelphia

15 open positions

CDL & Truck Driver Jobs in San Antonio

8 open positions

CDL & Truck Driver Jobs in San Diego

11 open positions

CDL & Truck Driver Jobs in Dallas

21 open positions

CDL & Truck Driver Jobs in Fort Worth

9 open positions

CDL & Truck Driver Jobs in Austin

14 open positions

Other UPS Careers in Chicago

Part-Time UPS Careers in Chicago

195 open positions

Stockroom & Warehouse Jobs in Chicago

161 open positions

No Experience UPS Jobs in Chicago

39 open positions

Overnight & Night Shift Jobs in Chicago

34 open positions

Seasonal & Holiday Jobs in Chicago

29 open positions

Full-Time UPS Jobs in Chicago

28 open positions

UPS Delivery Driver Jobs in Chicago

27 open positions

Distribution & Sorting Jobs in Chicago

17 open positions

Last updated: October 07, 2026