UPS Delivery Driver Jobs in Chicago, IL — Now Hiring

As of September 2026, there are 22 UPS delivery driver openings in Chicago, IL. Local pay ranges from $17 to $50/hr. Listings are updated daily — benefits start Day 1 for most positions.

UPS

[Part-Time] Driver Opportunity-Chicago

Chicago, IL

$22 - $39

UPS

Urgent Hire in Chicago:Driver Opportunity

Chicago, IL

$21 - $42

UPS

Chicago Side Hustle:Driver Opportunity

Chicago, IL

$19 - $26

UPS

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

Chicago, IL

$23 - $30

UPS

Flexible Hours:Driver Opportunity-Chicago

Chicago, IL

$21 - $25

UPS

Driver Opportunity(Part-Time)@ UPS-Chicago

Chicago, IL

$21 - $26

UPS

Hiring in Chicago:Driver Opportunity(Part-Time)

Chicago, IL

$21 - $42

UPS

Personal Vehicle Driver—Use Your Own Car,Flexible Hours|Part-Time

Chicago, IL

$21 - $25

UPS

Chicago Job:Driver Opportunity(No Exp Req*)

Chicago, IL

$35 - $50

UPS

Part-Time Package Car Driver—Full-time Driving Career –

Chicago, IL

$28 - $42

UPS

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

Chicago, IL

$23 - $28

UPS

Evening Role:Driver Opportunity(Chicago)

Chicago, IL

$24 - $31

UPS Delivery Driver Jobs in Chicago — FAQ

How many UPS delivery driver jobs are open in Chicago, IL?
There are currently 22+ 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 22+ 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

113 open positions

UPS Delivery Driver Jobs in Albany

69 open positions

UPS Delivery Driver Jobs in San Jose

69 open positions

UPS Delivery Driver Jobs in Columbus

68 open positions

UPS Delivery Driver Jobs in Anaheim

68 open positions

UPS Delivery Driver Jobs in Columbia

68 open positions

UPS Delivery Driver Jobs in Lakewood

68 open positions

UPS Delivery Driver Jobs in Bloomington

68 open positions

UPS Delivery Driver Jobs in Bakersfield

68 open positions

UPS Delivery Driver Jobs in Long Beach

67 open positions

Other UPS Jobs in Chicago

UPS Part-Time Jobs in Chicago

76 open positions

UPS Fulfillment Center Jobs in Chicago

31 open positions

UPS Warehouse Jobs in Chicago

21 open positions

UPS Overnight Jobs in Chicago

15 open positions

UPS Sortation Center Jobs in Chicago

11 open positions

UPS Other UPS Jobs in Chicago

10 open positions

UPS Manager Jobs in Chicago

10 open positions

UPS Weekend Jobs in Chicago

6 open positions

Last updated: September 19, 2026