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

As of October 2026, there are 13 UPS ups delivery driver openings in Chicago, IL. Local pay ranges from $18 to $45/hr. Listings are updated daily — many roles offer flexible hours and employee discounts.

UPS

Flexible Delivery Driver—$42 Per Hour Top Rate,Full Benefits

Chicago, IL

$21 - $42

UPS

Driver—No Experience Required,Paid Training Provided(Gig)-Chicago

Chicago, IL

$21 - $42

UPS

Personal Vehicle Driver—Use Your Own Car,Flexible

Chicago, IL

$21 - $25

UPS

Weekend Delivery Driver—Weekdays Always Free(Gig)-Chicago

Chicago, IL

$23 - $30

UPS

Flexible Driver Helper—Entry-level,No License Required(Chicago)

Chicago, IL

$18 - $21

UPS

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

Chicago, IL

$23 - $28

UPS

UPS Package Car Driver — Full-Time Driving Career

Chicago, IL

$29 - $44

UPS

UPS Personal Vehicle Driver — Use Your Own Car, Flexible Hours

Chicago, IL

$23 - $27

UPS

UPS Driver — No Experience Required, Paid Training Provided

Chicago, IL

$22 - $45

UPS

UPS Part-Time Air Driver — Early Morning Flights, Done by Noon

Chicago, IL

$23 - $28

UPS

UPS Driver Helper — Entry-Level, No License Required

Chicago, IL

$20 - $24

UPS

UPS Weekend Delivery Driver — Weekdays Always Free

Chicago, IL

$23 - $30

UPS Delivery Driver Jobs in Chicago — FAQ

How many ups delivery driver jobs are open in Chicago, IL?
There are currently 13+ 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 13+ 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

13 open positions

UPS Delivery Driver Jobs in Los Angeles

18 open positions

UPS Delivery Driver Jobs in Houston

13 open positions

UPS Delivery Driver Jobs in Phoenix

13 open positions

UPS Delivery Driver Jobs in Philadelphia

13 open positions

UPS Delivery Driver Jobs in San Antonio

13 open positions

UPS Delivery Driver Jobs in San Diego

13 open positions

UPS Delivery Driver Jobs in Dallas

13 open positions

UPS Delivery Driver Jobs in Fort Worth

13 open positions

UPS Delivery Driver Jobs in Austin

13 open positions

Other UPS Careers in Chicago

Part-Time UPS Careers in Chicago

16 open positions

Full-Time UPS Jobs in Chicago

9 open positions

Stockroom & Warehouse Jobs in Chicago

9 open positions

No Experience UPS Jobs in Chicago

8 open positions

CDL & Truck Driver Jobs in Chicago

6 open positions

Seasonal & Holiday Jobs in Chicago

5 open positions

Weekend UPS Careers in Chicago

2 open positions

Overnight & Night Shift Jobs in Chicago

2 open positions

Last updated: October 28, 2026