UPS Delivery Driver Jobs in Chicago, IL — Now Hiring

As of May 2026, there are 15 UPS delivery driver openings in Chicago, IL. Local pay ranges from $18 to $52/hr. Listings are updated daily — benefits start Day 1 for most positions.

UPS

Earn Extra Cash:Driver Opportunity(Chicago)

Chicago, IL

$21 - $42

UPS

(Chicago)Part-Time:Driver Opportunity

Chicago, IL

$23 - $30

UPS

$33.00/hr Driver Opportunity-Chicago(PT)

Chicago, IL

$24 - $42

UPS

Driver/Gig:Driver Opportunity in Chicago

Chicago, IL

$18 - $22

UPS

Weekend Shift:Driver Opportunity-Chicago

Chicago, IL

$21 - $26

UPS

(Chicago)Part-Time:Driver Opportunity

Chicago, IL

$19 - $39

UPS

Flexible Hours:Driver Opportunity-Chicago

Chicago, IL

$21 - $25

UPS

Chicago Side Hustle:Driver Opportunity

Chicago, IL

$21 - $28

UPS

Chicago Needs:Driver Opportunity(Part-Time)

Chicago, IL

$36 - $52

UPS

Just Posted:Part-Time Delivery Driver—$42 Per Hour Top Rate,Full

Chicago, IL

$21 - $42

UPS

Part-Time Weekend Delivery Driver—Weekdays Always Free at UPS –

Chicago, IL

$23 - $30

UPS

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

Chicago, IL

$18 - $21

UPS Delivery Driver Jobs in Chicago — FAQ

How many UPS delivery driver jobs are open in Chicago, IL?
There are currently 15+ UPS delivery driver positions in Chicago, IL. New delivery driver roles are added regularly — check this page for the latest openings.
How much do UPS delivery driver jobs pay in Chicago?
UPS delivery driver pay in Chicago varies by specific role and shift. Most positions include shift differentials for nights and weekends, plus benefits starting Day 1. Browse the listings above to see pay details for each opening.
Does UPS hire for delivery driver positions with no experience in Chicago?
Many UPS delivery driver positions in Chicago require no prior experience. UPS provides paid training for new hires. Check individual listings for specific requirements.
How do I apply for UPS delivery driver jobs in Chicago?
Browse the 15+ delivery driver listings above, click on any position for full details including pay and shift times, then follow the application link. Most UPS positions have a 15–30 minute online application.

UPS Delivery Driver Jobs in Other Cities

UPS Delivery Driver Jobs in Springfield

78 open positions

UPS Delivery Driver Jobs in Columbia

48 open positions

UPS Delivery Driver Jobs in Columbus

48 open positions

UPS Delivery Driver Jobs in Anaheim

48 open positions

UPS Delivery Driver Jobs in Long Beach

48 open positions

UPS Delivery Driver Jobs in Pomona

48 open positions

UPS Delivery Driver Jobs in Bloomington

47 open positions

UPS Delivery Driver Jobs in Lakewood

47 open positions

UPS Delivery Driver Jobs in San Jose

47 open positions

UPS Delivery Driver Jobs in Albany

46 open positions

Other UPS Jobs in Chicago

UPS Part-Time Jobs in Chicago

34 open positions

UPS Warehouse Jobs in Chicago

10 open positions

UPS Fulfillment Center Jobs in Chicago

10 open positions

UPS Overnight Jobs in Chicago

7 open positions

UPS Sortation Center Jobs in Chicago

5 open positions

UPS Manager Jobs in Chicago

3 open positions

UPS CDL Driver Jobs in Chicago

3 open positions

UPS Weekend Jobs in Chicago

2 open positions

Last updated: May 25, 2026