UPS Delivery Driver Jobs in Winter Haven, FL — Hiring Now

As of September 2026, there are 13 UPS delivery driver openings in Winter Haven, FL. Local pay ranges from $18 to $46/hr. Listings are updated daily — benefits start Day 1 for most positions.

UPS

Urgent Hire:Delivery Driver—$42 Per Hour Top Rate,Full Benefits in

Winter Haven, FL

$21 - $42

UPS

$23-$30/hr Weekend Delivery Driver—Weekdays Always Free job in Winter

Winter Haven, FL

$23 - $30

UPS

Join UPS in Winter Haven as a Driver Helper—Entry-level,No License

Winter Haven, FL

$18 - $21

UPS

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

Winter Haven, FL

$23 - $28

UPS

Immediate Opening in Winter Haven for a Driver—No Experience

Winter Haven, FL

$21 - $42

UPS

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

Winter Haven, FL

$21 - $25

UPS

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

Winter Haven, FL

$22 - $45

UPS

UPS Weekend Delivery Driver — Weekdays Always Free

Winter Haven, FL

$26 - $34

UPS

UPS Driver Helper — Entry-Level, No License Required

Winter Haven, FL

$18 - $21

UPS

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

Winter Haven, FL

$20 - $25

UPS

UPS Driver — No Experience Required, Paid Training Provided

Winter Haven, FL

$23 - $46

UPS

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

Winter Haven, FL

$21 - $25

UPS Delivery Driver Jobs in Winter Haven — FAQ

How many UPS delivery driver jobs are open in Winter Haven, FL?
There are currently 13+ 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 13+ 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

45 open positions

UPS Fulfillment Center Jobs in Winter Haven

20 open positions

UPS Overnight Jobs in Winter Haven

8 open positions

UPS Warehouse Jobs in Winter Haven

6 open positions

UPS CDL Driver Jobs in Winter Haven

6 open positions

UPS Sortation Center Jobs in Winter Haven

5 open positions

UPS Weekend Jobs in Winter Haven

3 open positions

UPS Manager Jobs in Winter Haven

3 open positions

Last updated: September 25, 2026