UPS Delivery Driver Jobs in Chicago, IL — See Openings

As of September 2026, there are 36 UPS delivery driver openings in Chicago, IL. Local pay ranges from $16 to $52/hr. Listings are updated daily — benefits start Day 1 for most positions.

UPS

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

Chicago, IL

$21 - $25

UPS

Part-Time Job in Chicago – Driver—No Experience Required,Paid

Chicago, IL

$21 - $42

UPS

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

Chicago, IL

$20 - $25

UPS

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

Chicago, IL

$23 - $28

UPS

Chicago Side Hustle:Driver Opportunity

Chicago, IL

$18 - $21

UPS

Apply Now:Personal Vehicle Driver—Use Your Own Car,Flexible Hours in

Chicago, IL

$21 - $25

UPS

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

Chicago, IL

$23 - $28

UPS

Flexible Hours:Driver Opportunity-Chicago

Chicago, IL

$21 - $26

UPS

Immediate Part-Time Weekend Delivery Driver—Weekdays Always Free

Chicago, IL

$23 - $30

UPS

UPS is hiring a Driver Helper—Entry-level,No License Required in

Chicago, IL

$18 - $21

UPS

Weekend Delivery Driver—Weekdays Always Free|Chicago,IL|UPS | Hiring

Chicago, IL

$23 - $30

UPS

Flexible Hours:Driver Opportunity-Chicago

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 36+ 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 36+ 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

179 open positions

UPS Delivery Driver Jobs in Columbus

129 open positions

UPS Delivery Driver Jobs in Lakewood

123 open positions

UPS Delivery Driver Jobs in Columbia

122 open positions

UPS Delivery Driver Jobs in Bloomington

114 open positions

UPS Delivery Driver Jobs in Greenville

107 open positions

UPS Delivery Driver Jobs in Albany

107 open positions

UPS Delivery Driver Jobs in Auburn

99 open positions

UPS Delivery Driver Jobs in Franklin

98 open positions

UPS Delivery Driver Jobs in Long Beach

96 open positions

Other UPS Jobs in Chicago

UPS Part-Time Jobs in Chicago

128 open positions

UPS Fulfillment Center Jobs in Chicago

70 open positions

UPS Warehouse Jobs in Chicago

34 open positions

UPS Overnight Jobs in Chicago

23 open positions

UPS Manager Jobs in Chicago

20 open positions

UPS Sortation Center Jobs in Chicago

18 open positions

UPS Other UPS Jobs in Chicago

13 open positions

UPS CDL Driver Jobs in Chicago

12 open positions

Last updated: September 07, 2026