UPS CDL Driver Jobs in Winter Garden, FL — Open Positions

As of July 2026, there are 9 UPS cdl driver openings in Winter Garden, FL. Local pay ranges from $21 to $52/hr. Listings are updated daily — benefits start Day 1 for most positions.

UPS

UPS CDL Apprentice Driver — Earn Your CDL While You Work

Winter Garden, FL

$24 - $42

UPS

Feeder Driver—CDL Class A Tractor-trailer Career|Part-Time

Winter Garden, FL

$35 - $50

UPS

Work in Winter Garden:Feeder Driver—CDL Class A Tractor-trailer Career

Winter Garden, FL

$35 - $50

UPS

UPS Seasonal Driver — No CDL Required, Immediate Start

Winter Garden, FL

$24 - $32

UPS

UPS Feeder Driver — CDL Class A Tractor-Trailer Career

Winter Garden, FL

$36 - $52

UPS

Part-Time Seasonal Driver—No CDL Required,Immediate Start Job –

Winter Garden, FL

$21 - $28

UPS

Part-Time CDL Apprentice Driver—Earn Your CDL While You Work –

Winter Garden, FL

$24 - $42

UPS

CDL Apprentice Driver—Earn Your CDL While You Work|Winter

Winter Garden, FL

$24 - $42

UPS

Immediate Opening in Winter Garden for a Seasonal Driver—No CDL

Winter Garden, FL

$21 - $28

UPS CDL Driver Jobs in Winter Garden — FAQ

How many UPS cdl driver jobs are open in Winter Garden, FL?
There are currently 9+ 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 9+ 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

45 open positions

UPS CDL Driver Jobs in Columbus

27 open positions

UPS CDL Driver Jobs in Lakewood

27 open positions

UPS CDL Driver Jobs in Anaheim

27 open positions

UPS CDL Driver Jobs in Pomona

27 open positions

UPS CDL Driver Jobs in Bloomington

27 open positions

UPS CDL Driver Jobs in Albany

27 open positions

UPS CDL Driver Jobs in Bakersfield

27 open positions

UPS CDL Driver Jobs in Columbia

27 open positions

UPS CDL Driver Jobs in San Jose

27 open positions

Other UPS Jobs in Winter Garden

UPS Part-Time Jobs in Winter Garden

76 open positions

UPS Fulfillment Center Jobs in Winter Garden

62 open positions

UPS Delivery Driver Jobs in Winter Garden

29 open positions

UPS Warehouse Jobs in Winter Garden

21 open positions

UPS Overnight Jobs in Winter Garden

15 open positions

UPS Other UPS Jobs in Winter Garden

13 open positions

UPS Sortation Center Jobs in Winter Garden

12 open positions

UPS Manager Jobs in Winter Garden

11 open positions

Last updated: July 29, 2026