UPS CDL Driver Jobs in Winter Garden, FL — Open Positions
As of September 2026, there are 6 UPS cdl driver openings in Winter Garden, FL. Local pay ranges from $21 to $50/hr. Listings are updated daily — benefits start Day 1 for most positions.
UPS
$24-$42/hr CDL Apprentice Driver—Earn Your CDL While You Work job in
Winter Garden, FL
$24 - $42
UPS
Winter Garden Seasonal Driver—No CDL Required,Immediate Start
Winter Garden, FL
$21 - $28
UPS
UPS is hiring a Feeder Driver—CDL Class A Tractor-trailer Career in
Winter Garden, FL
$35 - $50
UPS
UPS CDL Apprentice Driver — Earn Your CDL While You Work
Winter Garden, FL
$21 - $36
UPS
UPS Seasonal Driver — No CDL Required, Immediate Start
Winter Garden, FL
$21 - $28
UPS
UPS Feeder Driver — CDL Class A Tractor-Trailer Career
Winter Garden, FL
$35 - $50
UPS CDL Driver Jobs in Winter Garden — FAQ
How many UPS cdl driver jobs are open in Winter Garden, FL?
There are currently 6+ UPS cdl driver positions in Winter Garden, 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 Garden?
UPS cdl driver pay in Winter Garden 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 Garden?
Many UPS cdl driver positions in Winter Garden 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 Garden?
Browse the 6+ 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: September 25, 2026