UPS Delivery Driver Jobs in Chicago, IL — Now Hiring

As of September 2026, there are 29 UPS delivery driver openings in Chicago, IL. Local pay ranges from $15 to $50/hr. Listings are updated daily — benefits start Day 1 for most positions.

UPS

Driver Opportunity(Part-Time)@ UPS-Chicago

Chicago, IL

$24 - $42

UPS

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

Chicago, IL

$23 - $28

UPS

Chicago Part-Time Job:Driver—No Experience Required,Paid Training

Chicago, IL

$21 - $42

UPS

UPS Driver Helper — Entry-Level, No License Required

Chicago, IL

$15 - $17

UPS

Apply Now in Chicago:Weekend Delivery Driver—Weekdays Always Free

Chicago, IL

$23 - $30

UPS

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

Chicago, IL

$18 - $21

UPS

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

Chicago, IL

$28 - $42

UPS

UPS Weekend Delivery Driver — Weekdays Always Free

Chicago, IL

$19 - $25

UPS

Start ASAP:Driver Opportunity(Chicago)

Chicago, IL

$21 - $42

UPS

Driver Opportunity(Gig)-Earn in Chicago

Chicago, IL

$21 - $28

UPS

Start ASAP:Driver Opportunity(Chicago)

Chicago, IL

$23 - $30

UPS

$21-$25/hr Personal Vehicle Driver—Use Your Own Car,Flexible Hours job

Chicago, IL

$21 - $25

UPS Delivery Driver Jobs in Chicago — FAQ

How many UPS delivery driver jobs are open in Chicago, IL?
There are currently 29+ 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 29+ 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

145 open positions

UPS Delivery Driver Jobs in Columbus

103 open positions

UPS Delivery Driver Jobs in Columbia

99 open positions

UPS Delivery Driver Jobs in Lakewood

97 open positions

UPS Delivery Driver Jobs in Bloomington

92 open positions

UPS Delivery Driver Jobs in Greenville

88 open positions

UPS Delivery Driver Jobs in Albany

87 open positions

UPS Delivery Driver Jobs in Auburn

81 open positions

UPS Delivery Driver Jobs in Franklin

81 open positions

UPS Delivery Driver Jobs in Long Beach

79 open positions

Other UPS Jobs in Chicago

UPS Part-Time Jobs in Chicago

77 open positions

UPS Fulfillment Center Jobs in Chicago

51 open positions

UPS Warehouse Jobs in Chicago

19 open positions

UPS Overnight Jobs in Chicago

17 open positions

UPS Other UPS Jobs in Chicago

10 open positions

UPS Manager Jobs in Chicago

10 open positions

UPS Sortation Center Jobs in Chicago

9 open positions

UPS CDL Driver Jobs in Chicago

9 open positions

Last updated: September 19, 2026