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 $18 to $50/hr. Listings are updated daily — benefits start Day 1 for most positions.

UPS

Winter Garden Full-time Role:Driver—No Experience Required,Paid

Winter Garden, FL

$17 - $35

UPS

Winter Garden Career:Part-time Air Driver—Early Morning Flights,Done

Winter Garden, FL

$23 - $28

UPS

Winter Garden Part-time Role:Personal Vehicle Driver—Use Your Own

Winter Garden, FL

$21 - $25

UPS

Driver Opportunity needed in Winter Garden(Apply Now)

Winter Garden, FL

$24 - $29

UPS

UPS Driver Helper — Entry-Level, No License Required

Winter Garden, FL

$18 - $21

UPS

Part-time Air Driver—Early Morning Flights,Done By Noon|Part-Time

Winter Garden, FL

$23 - $28

UPS

Winter Garden Part-time Air Driver—Early Morning Flights,Done By

Winter Garden, FL

$21 - $25

UPS

UPS Weekend Delivery Driver — Weekdays Always Free

Winter Garden, FL

$23 - $30

UPS

Immediate Opening in Winter Garden for a Driver—No Experience

Winter Garden, FL

$21 - $42

UPS

Student Friendly:Driver Opportunity(Winter Garden)

Winter Garden, FL

$35 - $50

UPS

Driver Opportunity needed in Winter Garden(Apply Now)

Winter Garden, FL

$22 - $44

UPS

Flexible Package Car Driver—Full-time Driving Career

Winter Garden, FL

$28 - $42

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

118 open positions

UPS Fulfillment Center Jobs in Winter Garden

82 open positions

UPS Warehouse Jobs in Winter Garden

39 open positions

UPS Overnight Jobs in Winter Garden

23 open positions

UPS Manager Jobs in Winter Garden

17 open positions

UPS CDL Driver Jobs in Winter Garden

15 open positions

UPS Sortation Center Jobs in Winter Garden

15 open positions

UPS Other UPS Jobs in Winter Garden

13 open positions

Last updated: October 16, 2026