UPS CDL Driver Jobs in Winter Garden, FL — See Openings
As of September 2026, there are 6 UPS cdl driver openings in Winter Garden, FL. Local pay ranges from $18 to $57/hr. Listings are updated daily — benefits start Day 1 for most positions.
UPS
Part-Time CDL Apprentice Driver—Earn Your CDL While You Work
Winter Garden, FL
$24 - $42
UPS
Part-Time Job in Winter Garden:Feeder Driver—CDL Class A
Winter Garden, FL
$35 - $50
UPS
Part-Time 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
$40 - $57
UPS
UPS Seasonal Driver — No CDL Required, Immediate Start
Winter Garden, FL
$18 - $24
UPS
UPS CDL Apprentice Driver — Earn Your CDL While You Work
Winter Garden, FL
$27 - $48
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.
UPS CDL Driver Jobs in Other Cities
UPS CDL Driver Jobs in Springfield
30 open positions
UPS CDL Driver Jobs in Anaheim
18 open positions
UPS CDL Driver Jobs in Columbus
18 open positions
UPS CDL Driver Jobs in Long Beach
18 open positions
UPS CDL Driver Jobs in Bakersfield
18 open positions
UPS CDL Driver Jobs in Pomona
18 open positions
UPS CDL Driver Jobs in San Jose
17 open positions
UPS CDL Driver Jobs in Albany
17 open positions
UPS CDL Driver Jobs in Bloomington
17 open positions
UPS CDL Driver Jobs in Lakewood
17 open positions
Other UPS Jobs in Winter Garden
UPS Part-Time Jobs in Winter Garden
70 open positions
UPS Fulfillment Center Jobs in Winter Garden
32 open positions
UPS Warehouse Jobs in Winter Garden
26 open positions
UPS Delivery Driver Jobs in Winter Garden
23 open positions
UPS Overnight Jobs in Winter Garden
15 open positions
UPS Sortation Center Jobs in Winter Garden
11 open positions
UPS Other UPS Jobs in Winter Garden
10 open positions
UPS Manager Jobs in Winter Garden
10 open positions
Last updated: September 19, 2026