UPS UPS Delivery Driver Jobs in Chicago, IL — Start This Week

As of October 2026, there are 18 UPS ups delivery driver openings in Chicago, IL. Local pay ranges from $15 to $48/hr. Listings are updated daily — many roles offer flexible hours and employee discounts.

UPS

Part-Time Role in Chicago:Part-time Air Driver—Early Morning

Chicago, IL

$23 - $28

UPS

Chicago Part-Time Job:Weekend Delivery Driver—Weekdays Always

Chicago, IL

$26 - $34

UPS

Flexible Part-Time Driver Helper—Entry-level,No License Required

Chicago, IL

$15 - $18

UPS

Part-Time Job Chicago at UPS | Part Time Job

Chicago, IL

$23 - $30

UPS

Part-Time Weekend Delivery Driver—Weekdays Always

Chicago, IL

$25 - $33

UPS

Chicago Part-Time Job:Driver Helper—Entry-level,No License

Chicago, IL

$18 - $21

UPS

Part-Time Weekend Delivery Driver—Weekdays Always Free(Chicago)

Chicago, IL

$20 - $26

UPS

Part-Time Job Chicago at UPS | Part Time Job

Chicago, IL

$23 - $28

UPS

Part-Time Job Chicago at UPS | Part Time Job

Chicago, IL

$23 - $28

UPS

Immediate Part-Time Driver Helper—Entry-level,No License Required

Chicago, IL

$16 - $19

UPS

Part-Time Job Chicago at UPS | Part Time Job

Chicago, IL

$17 - $23

UPS

Immediate Part-Time Personal Vehicle Driver—Use Your Own

Chicago, IL

$22 - $26

UPS Delivery Driver Jobs in Chicago — FAQ

How many ups delivery driver jobs are open in Chicago, IL?
There are currently 18+ 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 18+ 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

10 open positions

UPS Delivery Driver Jobs in Houston

9 open positions

UPS Delivery Driver Jobs in Phoenix

13 open positions

UPS Delivery Driver Jobs in San Antonio

4 open positions

UPS Delivery Driver Jobs in San Diego

7 open positions

UPS Delivery Driver Jobs in Dallas

14 open positions

UPS Delivery Driver Jobs in Fort Worth

2 open positions

UPS Delivery Driver Jobs in Austin

8 open positions

UPS Delivery Driver Jobs in San Jose

2 open positions

UPS Delivery Driver Jobs in Charlotte

8 open positions

Other UPS Careers in Chicago

Part-Time UPS Careers in Chicago

54 open positions

Seasonal & Holiday Jobs in Chicago

20 open positions

CDL & Truck Driver Jobs in Chicago

19 open positions

No Experience UPS Jobs in Chicago

18 open positions

Full-Time UPS Jobs in Chicago

17 open positions

Stockroom & Warehouse Jobs in Chicago

11 open positions

Weekend UPS Careers in Chicago

6 open positions

Sales Associate & Cashier Jobs in Chicago

5 open positions

Last updated: October 24, 2026