UPS Delivery Driver Jobs in Winter Park, FL — Start This Week

As of September 2026, there are 9 UPS delivery driver openings in Winter Park, FL. Local pay ranges from $18 to $50/hr. Listings are updated daily — benefits start Day 1 for most positions.

UPS

Driver Opportunity needed in Winter Park(Apply Now)

Winter Park, FL

$19 - $39

UPS

Evening Role:Driver Opportunity(Winter Park)

Winter Park, FL

$19 - $23

UPS

Driver Opportunity needed in Winter Park(Apply Now)

Winter Park, FL

$35 - $50

UPS

[Flex] Driver Opportunity-Winter Park

Winter Park, FL

$21 - $28

UPS

Start ASAP:Driver Opportunity(Winter Park)

Winter Park, FL

$22 - $39

UPS

Earn Extra Cash:Driver Opportunity(Winter Park)

Winter Park, FL

$21 - $42

UPS

(Winter Park)Part-Time:Driver Opportunity

Winter Park, FL

$23 - $30

UPS

Driver Opportunity(Gig)-Earn in Winter Park

Winter Park, FL

$18 - $21

UPS

Student Friendly:Driver Opportunity(Winter Park)

Winter Park, FL

$24 - $29

UPS Delivery Driver Jobs in Winter Park — FAQ

How many UPS delivery driver jobs are open in Winter Park, FL?
There are currently 9+ 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 9+ 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

33 open positions

UPS Fulfillment Center Jobs in Winter Park

12 open positions

UPS Warehouse Jobs in Winter Park

11 open positions

UPS Overnight Jobs in Winter Park

7 open positions

UPS Other UPS Jobs in Winter Park

5 open positions

UPS Sortation Center Jobs in Winter Park

4 open positions

UPS Weekend Jobs in Winter Park

3 open positions

UPS Manager Jobs in Winter Park

3 open positions

Last updated: September 25, 2026