UPS CDL Driver Jobs in Winter Haven, FL — Now Hiring
As of August 2026, there are 3 UPS cdl driver openings in Winter Haven, FL. Local pay ranges from $21 to $52/hr. Listings are updated daily — benefits start Day 1 for most positions.
UPS
Part-Time CDL Apprentice Driver—Earn Your CDL While You
Winter Haven, FL
$24 - $42
UPS
Weekend Part-Time Seasonal Driver—No CDL Required,Immediate Start
Winter Haven, FL
$21 - $28
UPS
Part-Time Feeder Driver—CDL Class A Tractor-trailer Career –
Winter Haven, FL
$36 - $52
UPS CDL Driver Jobs in Winter Haven — FAQ
How many UPS cdl driver jobs are open in Winter Haven, FL?
There are currently 3+ UPS cdl driver positions in Winter Haven, FL. New cdl driver roles are added regularly — check this page for the latest openings.
How much do UPS cdl driver jobs pay in Winter Haven?
UPS cdl driver pay in Winter Haven 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 cdl driver positions with no experience in Winter Haven?
Many UPS cdl driver positions in Winter Haven require no prior experience. UPS provides paid training for new hires. Check individual listings for specific requirements.
How do I apply for UPS cdl driver jobs in Winter Haven?
Browse the 3+ cdl 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.
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Last updated: August 02, 2026