UPS Delivery Driver Jobs in Winter Garden, FL — Apply Today

As of October 2026, there are 42 UPS delivery driver openings in Winter Garden, FL. Local pay ranges from $16 to $52/hr. Listings are updated daily — benefits start Day 1 for most positions.

UPS

Part-Time Role in Winter Garden:Personal Vehicle Driver—Use Your

Winter Garden, FL

$21 - $25

UPS

Winter Garden Contract:Driver Helper—Entry-level,No License

Winter Garden, FL

$15 - $18

UPS

Driver—No Experience Required,Paid Training Provided(Package Logistics

Winter Garden, FL

$21 - $42

UPS

Winter Garden Job:Driver Opportunity(No Exp Req*)

Winter Garden, FL

$36 - $52

UPS

Winter Garden Contract:Delivery Driver—$42 Per Hour Top Rate,Full

Winter Garden, FL

$19 - $38

UPS

Flexible Package Car Driver—Full-time Driving Career

Winter Garden, FL

$28 - $42

UPS

UPS Personal Vehicle Driver — Use Your Own Car, Flexible Hours

Winter Garden, FL

$17 - $21

UPS

Student Friendly:Driver Opportunity(Winter Garden)

Winter Garden, FL

$22 - $26

UPS

Winter Garden Part-time Role:Weekend Delivery Driver—Weekdays

Winter Garden, FL

$23 - $30

UPS

Join UPS in Winter Garden as a Delivery Driver—$42 Per Hour Top

Winter Garden, FL

$21 - $42

UPS

UPS Delivery Driver — $42 Per Hour Top Rate, Full Benefits

Winter Garden, FL

$18 - $36

UPS

Hiring in Winter Garden:Driver Opportunity(Part-Time)

Winter Garden, FL

$23 - $30

UPS Delivery Driver Jobs in Winter Garden — FAQ

How many UPS delivery driver jobs are open in Winter Garden, FL?
There are currently 42+ UPS delivery driver positions in Winter Garden, FL. New delivery driver roles are added regularly — check this page for the latest openings.
How much do UPS delivery driver jobs pay in Winter Garden?
UPS delivery 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 delivery driver positions with no experience in Winter Garden?
Many UPS delivery 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 delivery driver jobs in Winter Garden?
Browse the 42+ delivery 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

UPS Fulfillment Center Jobs in Winter Garden

94 open positions

UPS Warehouse Jobs in Winter Garden

45 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

21 open positions

UPS Other UPS Jobs in Winter Garden

18 open positions

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15 open positions

Last updated: October 26, 2026