UPS Delivery Driver Jobs in Winter Park, FL — Open Positions

As of October 2026, there are 12 UPS delivery driver openings in Winter Park, FL. Local pay ranges from $18 to $48/hr. Listings are updated daily — benefits start Day 1 for most positions.

UPS

UPS Driver Helper — Entry-Level, No License Required

Winter Park, FL

$18 - $21

UPS

FL Career:Weekend Delivery Driver—Weekdays Always Free in Winter Park

Winter Park, FL

$23 - $30

UPS

UPS Weekend Delivery Driver — Weekdays Always Free

Winter Park, FL

$24 - $31

UPS

Delivery Driver—$42 Per Hour Top Rate,Full Benefits Position in Winter

Winter Park, FL

$21 - $42

UPS

Driver—No Experience Required,Paid Training

Winter Park, FL

$21 - $42

UPS

UPS Part-Time Air Driver — Early Morning Flights, Done by Noon

Winter Park, FL

$23 - $28

UPS

UPS Driver — No Experience Required, Paid Training Provided

Winter Park, FL

$24 - $48

UPS

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

Winter Park, FL

$21 - $25

UPS

$23-$28/hr Part-time Air Driver—Early Morning Flights,Done By Noon job

Winter Park, FL

$23 - $28

UPS

Winter Park Career:Driver Helper—Entry-level,No License Required at

Winter Park, FL

$18 - $21

UPS

Winter Park Part-time Personal Vehicle Driver—Use Your Own

Winter Park, FL

$21 - $25

UPS

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

Winter Park, FL

$22 - $44

UPS Delivery Driver Jobs in Winter Park — FAQ

How many UPS delivery driver jobs are open in Winter Park, FL?
There are currently 12+ UPS delivery driver positions in Winter Park, 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 Park?
UPS delivery driver pay in Winter Park 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 Park?
Many UPS delivery driver positions in Winter Park 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 Park?
Browse the 12+ 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 Park

UPS Part-Time Jobs in Winter Park

43 open positions

UPS Fulfillment Center Jobs in Winter Park

11 open positions

UPS Manager Jobs in Winter Park

9 open positions

UPS Other UPS Jobs in Winter Park

7 open positions

UPS Warehouse Jobs in Winter Park

7 open positions

UPS CDL Driver Jobs in Winter Park

6 open positions

UPS Overnight Jobs in Winter Park

5 open positions

UPS Sortation Center Jobs in Winter Park

5 open positions

Last updated: October 26, 2026