UPS Delivery Driver Jobs in Winter Garden, FL — Start This Week
As of July 2026, there are 7 UPS delivery driver openings in Winter Garden, FL. Local pay ranges from $18 to $42/hr. Listings are updated daily — benefits start Day 1 for most positions.
UPS
Apply Now:Delivery Driver—$42 Per Hour Top Rate,Full Benefits in
Winter Garden, FL
$21 - $42
UPS
Winter Garden Weekend Delivery Driver—Weekdays Always
Winter Garden, FL
$23 - $30
UPS
Winter Garden Job:Driver Helper—Entry-level,No License Required
Winter Garden, FL
$18 - $21
UPS
Winter Garden Part-time Air Driver—Early Morning Flights,Done By Noon
Winter Garden, FL
$23 - $28
UPS
Winter Garden Driver—No Experience Required,Paid Training
Winter Garden, FL
$21 - $42
UPS
Join Team:Personal Vehicle Driver—Use Your Own Car,Flexible Hours in
Winter Garden, FL
$21 - $25
UPS
Package Car Driver—Full-time Driving Career Position in Winter Garden
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 7+ 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 7+ 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
28 open positions
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21 open positions
UPS Warehouse Jobs in Winter Garden
9 open positions
UPS Manager Jobs in Winter Garden
6 open positions
UPS Overnight Jobs in Winter Garden
5 open positions
UPS Weekend Jobs in Winter Garden
4 open positions
UPS Sortation Center Jobs in Winter Garden
3 open positions
UPS CDL Driver Jobs in Winter Garden
3 open positions
Last updated: July 24, 2026