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

As of July 2026, there are 16 UPS delivery driver openings in Chicago, IL. Local pay ranges from $18 to $50/hr. Listings are updated daily — benefits start Day 1 for most positions.

UPS

Chicago Needs:Driver Opportunity(Part-Time)

Chicago, IL

$21 - $42

UPS

Evening Role:Driver Opportunity(Chicago)

Chicago, IL

$22 - $39

UPS

[Part-Time] Driver Opportunity-Chicago

Chicago, IL

$23 - $30

UPS

Make Your Schedule:Driver Opportunity(Chicago)

Chicago, IL

$18 - $21

UPS

Evening Role:Driver Opportunity(Chicago)

Chicago, IL

$23 - $28

UPS

Hiring in Chicago:Driver Opportunity(Part-Time)

Chicago, IL

$19 - $39

UPS

Weekend Shift:Driver Opportunity-Chicago

Chicago, IL

$19 - $23

UPS

[Flex] Driver Opportunity-Chicago

Chicago, IL

$21 - $28

UPS

Chicago Job:Driver Opportunity(No Exp Req*)

Chicago, IL

$35 - $50

UPS

Weekend Part-Time Delivery Driver—$42 Per Hour Top Rate,Full

Chicago, IL

$21 - $42

UPS

Part-Time Weekend Delivery Driver—Weekdays Always Free – Chicago

Chicago, IL

$23 - $30

UPS

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

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 16+ 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 16+ 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

76 open positions

UPS Delivery Driver Jobs in Bloomington

48 open positions

UPS Delivery Driver Jobs in Bakersfield

48 open positions

UPS Delivery Driver Jobs in San Jose

48 open positions

UPS Delivery Driver Jobs in Pomona

48 open positions

UPS Delivery Driver Jobs in Columbus

47 open positions

UPS Delivery Driver Jobs in Long Beach

47 open positions

UPS Delivery Driver Jobs in Albany

46 open positions

UPS Delivery Driver Jobs in Columbia

46 open positions

UPS Delivery Driver Jobs in Lakewood

46 open positions

Other UPS Jobs in Chicago

UPS Part-Time Jobs in Chicago

33 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: July 24, 2026