UPS UPS Delivery Driver Jobs in Chicago, IL — See Openings

As of October 2026, there are 27 UPS ups delivery driver openings in Chicago, IL. Local pay ranges from $16 to $48/hr. Listings are updated daily — many roles offer flexible hours and employee discounts.

UPS

Flexible Driver—No Experience Required,Paid Training Provided

Chicago, IL

$21 - $42

UPS

Personal Vehicle Driver—Use Your Own Car,Flexible

Chicago, IL

$21 - $25

UPS

Part-time Air Driver—Early Morning Flights,Done By

Chicago, IL

$23 - $28

UPS

Chicago Flexible Role:Driver Helper—Entry-level,No License

Chicago, IL

$18 - $21

UPS

Flexible Weekend Delivery Driver—Weekdays Always Free(Chicago)

Chicago, IL

$23 - $30

UPS

Driver Helper—Entry-level,No License Required-Chicago,IL | Hiring

Chicago, IL

$15 - $18

UPS

Chicago Personal Vehicle Driver—Use Your Own Car,Flexible

Chicago, IL

$17 - $21

UPS

UPS(Chicago)Hiring:Driver Helper—Entry-level,No License Required

Chicago, IL

$15 - $18

UPS

Chicago Driver—No Experience Required,Paid Training

Chicago, IL

$23 - $46

UPS

Chicago Part-time Personal Vehicle Driver—Use Your Own Car,Flexible

Chicago, IL

$22 - $27

UPS

Join UPS in Chicago as a Driver Helper—Entry-level,No License Required

Chicago, IL

$18 - $21

UPS

UPS(Chicago)Hiring:Driver—No Experience Required,Paid Training

Chicago, IL

$17 - $35

UPS Delivery Driver Jobs in Chicago — FAQ

How many ups delivery driver jobs are open in Chicago, IL?
There are currently 27+ UPS ups delivery driver positions in Chicago, IL. New ups delivery driver roles are added regularly — check this page for the latest openings.
How much do ups delivery driver jobs pay in Chicago?
UPS ups delivery 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 ups delivery driver positions require experience in Chicago?
Many ups delivery 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 ups delivery driver jobs in Chicago?
Browse the 27+ ups delivery 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.

UPS Delivery Driver Jobs in Other Cities

UPS Delivery Driver Jobs in New York

21 open positions

UPS Delivery Driver Jobs in Los Angeles

17 open positions

UPS Delivery Driver Jobs in Houston

20 open positions

UPS Delivery Driver Jobs in Phoenix

27 open positions

UPS Delivery Driver Jobs in Philadelphia

18 open positions

UPS Delivery Driver Jobs in San Antonio

10 open positions

UPS Delivery Driver Jobs in San Diego

16 open positions

UPS Delivery Driver Jobs in Dallas

23 open positions

UPS Delivery Driver Jobs in Fort Worth

11 open positions

UPS Delivery Driver Jobs in Austin

19 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

CDL & Truck Driver Jobs in Chicago

25 open positions

Distribution & Sorting Jobs in Chicago

17 open positions

Last updated: October 07, 2026