Delivery Driver Jobs in Chicago, IL — Apply Today
As of October 2026, there are 6 retail 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
UPS Personal Vehicle Driver — Use Your Own Car, Flexible Hours
Chicago, IL
$18 - $22
UPS
UPS Driver — No Experience Required, Paid Training Provided
Chicago, IL
$18 - $36
UPS
UPS Part-Time Air Driver — Early Morning Flights, Done by Noon
Chicago, IL
$25 - $30
UPS
UPS Driver Helper — Entry-Level, No License Required
Chicago, IL
$18 - $21
UPS
UPS Weekend Delivery Driver — Weekdays Always Free
Chicago, IL
$24 - $31
UPS
UPS Delivery Driver — $42 Per Hour Top Rate, Full Benefits
Chicago, IL
$21 - $42
Delivery Driver Jobs in Chicago — FAQ
How many delivery driver jobs are open in Chicago, IL?
There are currently 6+ retail delivery driver positions in Chicago, IL. New delivery driver roles are added regularly — check this page for the latest openings.
How much do delivery driver jobs pay in Chicago?
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 delivery driver positions require experience in Chicago?
Many 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 delivery driver jobs in Chicago?
Browse the 6+ 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 retail applications take about 15–30 minutes online.
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Last updated: October 30, 2026