UPS CDL & Truck Driver Jobs in Chicago, IL — Start This Week
As of November 2026, there are 3 UPS cdl & truck driver openings in Chicago, IL. Local pay ranges from $21 to $50/hr. Listings are updated daily — many roles offer flexible hours and employee discounts.
UPS
$24-$42/hr CDL Apprentice Driver—Earn Your CDL While You Work job in
Chicago, IL
$24 - $42
UPS
Chicago:Seasonal Driver—No CDL Required,Immediate Start
Chicago, IL
$21 - $28
UPS
UPS Needs Feeder Driver—CDL Class A Tractor-trailer Career in Chicago
Chicago, IL
$35 - $50
CDL & Truck Driver Jobs in Chicago — FAQ
How many cdl & truck driver jobs are open in Chicago, IL?
There are currently 3+ UPS cdl & truck driver positions in Chicago, IL. New cdl & truck driver roles are added regularly — check this page for the latest openings.
How much do cdl & truck driver jobs pay in Chicago?
UPS cdl & truck 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 cdl & truck driver positions require experience in Chicago?
Many cdl & truck 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 cdl & truck driver jobs in Chicago?
Browse the 3+ cdl & truck 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.
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Last updated: November 10, 2026