UPS UPS Delivery Driver Jobs in Chicago, IL — Now Hiring
As of October 2026, there are 6 UPS ups delivery driver openings in Chicago, IL. Local pay ranges from $18 to $42/hr. Listings are updated daily — many roles offer flexible hours and employee discounts.
UPS
Flexible Delivery Driver—$42 Per Hour Top Rate,Full Benefits
Chicago, IL
$21 - $42
UPS
Flexible Driver Helper—Entry-level,No License Required(Chicago)
Chicago, IL
$18 - $21
UPS
Weekend Delivery Driver—Weekdays Always Free(Gig)-Chicago
Chicago, IL
$23 - $30
UPS
Part-time Air Driver—Early Morning Flights,Done By
Chicago, IL
$23 - $28
UPS
Driver—No Experience Required,Paid Training Provided(Gig)-Chicago
Chicago, IL
$21 - $42
UPS
Personal Vehicle Driver—Use Your Own Car,Flexible
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 6+ UPS ups delivery driver positions in Chicago, IL. New ups delivery driver roles are added regularly — check this page for the latest openings.
How much do ups delivery driver jobs pay in Chicago?
UPS ups delivery driver pay in Chicago varies by employer, role and shift. Many positions offer flexible scheduling and employee discounts, and some include shift differentials for nights and weekends. Browse the listings above to see pay details for each opening.
Do these ups delivery driver positions require experience in Chicago?
Many ups delivery driver positions in Chicago require no prior experience, and most employers provide paid on-the-job training. Check individual listings for specific requirements.
How do I apply for ups delivery driver jobs in Chicago?
Browse the 6+ ups delivery driver listings above, click on any position for full details including pay and shift times, then follow the application link to the employer. Most UPS applications take about 15–30 minutes online.
UPS Delivery Driver Jobs in Other Cities
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UPS Delivery Driver Jobs in Phoenix
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UPS Delivery Driver Jobs in Fort Worth
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UPS Delivery Driver Jobs in Austin
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Other UPS Careers in Chicago
Part-Time UPS Careers in Chicago
12 open positions
Fulfillment & E-Commerce Jobs in Chicago
10 open positions
Full-Time UPS Jobs in Chicago
9 open positions
No Experience UPS Jobs in Chicago
6 open positions
Seasonal & Holiday Jobs in Chicago
3 open positions
CDL & Truck Driver Jobs in Chicago
3 open positions
Weekend UPS Careers in Chicago
2 open positions
Overnight & Night Shift Jobs in Chicago
1 open positions
Last updated: October 28, 2026