UPS CDL Driver Jobs in Winter Garden, FL — Start This Week

As of September 2026, there are 12 UPS cdl driver openings in Winter Garden, FL. Local pay ranges from $18 to $50/hr. Listings are updated daily — benefits start Day 1 for most positions.

UPS

Seasonal Driver—No CDL Required,Immediate Start(Package Logistics And

Winter Garden, FL

$21 - $28

UPS

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

Winter Garden, FL

$24 - $42

UPS

UPS CDL Apprentice Driver — Earn Your CDL While You Work

Winter Garden, FL

$25 - $45

UPS

UPS Feeder Driver — CDL Class A Tractor-Trailer Career

Winter Garden, FL

$31 - $45

UPS

Join Team:CDL Apprentice Driver—Earn Your CDL While You Work in Winter

Winter Garden, FL

$24 - $42

UPS

Part-Time 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

$18 - $24

UPS

UPS seeks Feeder Driver—CDL Class A Tractor-trailer Career in Winter

Winter Garden, FL

$35 - $50

UPS

Flexible Part-Time Seasonal Driver—No CDL Required,Immediate

Winter Garden, FL

$21 - $28

UPS

Immediate Start:Feeder Driver—CDL Class A Tractor-trailer Career

Winter Garden, FL

$29 - $42

UPS

Winter Garden Seasonal Driver—No CDL Required,Immediate Start

Winter Garden, FL

$24 - $32

UPS

Winter Garden Contract:CDL Apprentice Driver—Earn Your CDL While

Winter Garden, FL

$24 - $42

UPS CDL Driver Jobs in Winter Garden — FAQ

How many UPS cdl driver jobs are open in Winter Garden, FL?
There are currently 12+ 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 12+ 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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Other UPS Jobs in Winter Garden

UPS Part-Time Jobs in Winter Garden

132 open positions

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73 open positions

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37 open positions

UPS Warehouse Jobs in Winter Garden

33 open positions

UPS Overnight Jobs in Winter Garden

23 open positions

UPS Manager Jobs in Winter Garden

21 open positions

UPS Sortation Center Jobs in Winter Garden

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UPS Other UPS Jobs in Winter Garden

14 open positions

Last updated: September 07, 2026