UPS Delivery Driver Jobs in Chicago, IL — Open Positions

As of October 2026, there are 41 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

Chicago Side Hustle:Driver Opportunity

Chicago, IL

$19 - $26

UPS

Delivery Driver—$42 Per Hour Top Rate,Full

Chicago, IL

$18 - $36

UPS

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

Chicago, IL

$28 - $42

UPS

UPS Delivery Driver — $42 Per Hour Top Rate, Full Benefits

Chicago, IL

$22 - $44

UPS

Apply Today:Weekend Delivery Driver—Weekdays Always Free

Chicago, IL

$21 - $27

UPS

Chicago Driver—No Experience Required,Paid Training Provided(Gig)

Chicago, IL

$19 - $38

UPS

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

Chicago, IL

$23 - $28

UPS

(Chicago)Driver Opportunity-Contract/Gig

Chicago, IL

$17 - $19

UPS

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

Chicago, IL

$21 - $25

UPS

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

Chicago, IL

$21 - $25

UPS

UPS Driver Helper — Entry-Level, No License Required

Chicago, IL

$18 - $21

UPS

Urgent Hire in Chicago:Driver Opportunity

Chicago, IL

$21 - $42

UPS Delivery Driver Jobs in Chicago — FAQ

How many UPS delivery driver jobs are open in Chicago, IL?
There are currently 41+ 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 41+ 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

208 open positions

UPS Delivery Driver Jobs in Columbus

161 open positions

UPS Delivery Driver Jobs in Lakewood

150 open positions

UPS Delivery Driver Jobs in Columbia

149 open positions

UPS Delivery Driver Jobs in Greenville

144 open positions

UPS Delivery Driver Jobs in Bloomington

137 open positions

UPS Delivery Driver Jobs in Franklin

131 open positions

UPS Delivery Driver Jobs in Auburn

130 open positions

UPS Delivery Driver Jobs in Middletown

126 open positions

UPS Delivery Driver Jobs in Albany

126 open positions

Other UPS Jobs in Chicago

UPS Part-Time Jobs in Chicago

159 open positions

UPS Fulfillment Center Jobs in Chicago

93 open positions

UPS Warehouse Jobs in Chicago

40 open positions

UPS Overnight Jobs in Chicago

27 open positions

UPS Manager Jobs in Chicago

24 open positions

UPS Sortation Center Jobs in Chicago

21 open positions

UPS Other UPS Jobs in Chicago

20 open positions

UPS CDL Driver Jobs in Chicago

15 open positions

Last updated: October 26, 2026