UPS Delivery Driver Jobs in Winter Haven, FL — Open Positions
As of July 2026, there are 7 UPS delivery driver openings in Winter Haven, FL. Local pay ranges from $16 to $44/hr. Listings are updated daily — benefits start Day 1 for most positions.
UPS
UPS Delivery Driver — $42 Per Hour Top Rate, Full Benefits
Winter Haven, FL
$19 - $38
UPS
UPS Weekend Delivery Driver — Weekdays Always Free
Winter Haven, FL
$19 - $25
UPS
UPS Driver Helper — Entry-Level, No License Required
Winter Haven, FL
$15 - $18
UPS
UPS Part-Time Air Driver — Early Morning Flights, Done by Noon
Winter Haven, FL
$20 - $24
UPS
UPS Driver — No Experience Required, Paid Training Provided
Winter Haven, FL
$22 - $44
UPS
UPS Personal Vehicle Driver — Use Your Own Car, Flexible Hours
Winter Haven, FL
$21 - $25
UPS
UPS Package Car Driver — Full-Time Driving Career
Winter Haven, FL
$29 - $44
UPS Delivery Driver Jobs in Winter Haven — FAQ
How many UPS delivery driver jobs are open in Winter Haven, FL?
There are currently 7+ UPS delivery driver positions in Winter Haven, 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 Haven?
UPS delivery driver pay in Winter Haven 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 Haven?
Many UPS delivery driver positions in Winter Haven 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 Haven?
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 Haven
UPS Part-Time Jobs in Winter Haven
16 open positions
UPS Fulfillment Center Jobs in Winter Haven
10 open positions
UPS Warehouse Jobs in Winter Haven
5 open positions
UPS CDL Driver Jobs in Winter Haven
3 open positions
UPS Weekend Jobs in Winter Haven
3 open positions
UPS Sortation Center Jobs in Winter Haven
2 open positions
UPS Overnight Jobs in Winter Haven
2 open positions
UPS Manager Jobs in Winter Haven
2 open positions
Last updated: July 30, 2026