UPS CDL Driver Jobs in Winter Garden, FL — See Openings

As of October 2026, there are 15 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

UPS Feeder Driver — CDL Class A Tractor-Trailer Career

Winter Garden, FL

$40 - $57

UPS

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

Winter Garden, FL

$21 - $28

UPS

Join UPS in Winter Garden as a Seasonal Driver—No CDL

Winter Garden, FL

$21 - $28

UPS

UPS Seasonal Driver — No CDL Required, Immediate Start

Winter Garden, FL

$23 - $30

UPS

UPS CDL Apprentice Driver — Earn Your CDL While You Work

Winter Garden, FL

$27 - $48

UPS

Part-Time Job in Winter Garden:Feeder Driver—CDL Class A

Winter Garden, FL

$35 - $50

UPS

Immediate Opening in Winter Garden for a Feeder Driver—CDL Class A

Winter Garden, FL

$35 - $50

UPS

UPS Feeder Driver — CDL Class A Tractor-Trailer Career

Winter Garden, FL

$39 - $56

UPS

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

Winter Garden, FL

$24 - $42

UPS

Flexible Seasonal Driver—No CDL Required,Immediate Start

Winter Garden, FL

$23 - $30

UPS

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

Winter Garden, FL

$24 - $42

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 15+ 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 15+ 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

156 open positions

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94 open positions

UPS Warehouse Jobs in Winter Garden

45 open positions

UPS Delivery Driver Jobs in Winter Garden

42 open positions

UPS Overnight Jobs in Winter Garden

27 open positions

UPS Manager Jobs in Winter Garden

24 open positions

UPS Sortation Center Jobs in Winter Garden

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UPS Other UPS Jobs in Winter Garden

18 open positions

Last updated: October 26, 2026