UPS Delivery Driver Jobs in Winter Haven, FL — Immediate Openings

As of September 2026, there are 27 UPS delivery driver openings in Winter Haven, FL. Local pay ranges from $18 to $50/hr. Listings are updated daily — benefits start Day 1 for most positions.

UPS

Driver Helper—Entry-level,No License Required|Winter Haven,FL|UPS

Winter Haven, FL

$18 - $21

UPS

Winter Haven-based Weekend Delivery Driver—Weekdays Always Free

Winter Haven, FL

$23 - $30

UPS

$31.50/hr Driver Opportunity-Winter Haven(PT)

Winter Haven, FL

$21 - $42

UPS

Earn Extra Cash:Driver Opportunity(Winter Haven)

Winter Haven, FL

$21 - $26

UPS

UPS Package Car Driver — Full-Time Driving Career

Winter Haven, FL

$28 - $42

UPS

Part-Time Package Car Driver—Full-time Driving Career – Winter

Winter Haven, FL

$28 - $42

UPS

Driver/Gig:Driver Opportunity in Winter Haven

Winter Haven, FL

$18 - $21

UPS

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

Winter Haven, FL

$21 - $25

UPS

UPS Weekend Delivery Driver — Weekdays Always Free

Winter Haven, FL

$25 - $33

UPS

Winter Haven Part-Time Job:Part-time Air Driver—Early Morning

Winter Haven, FL

$23 - $28

UPS

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

Winter Haven, FL

$26 - $32

UPS

Part-Time 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 27+ 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 27+ 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

75 open positions

UPS Fulfillment Center Jobs in Winter Haven

51 open positions

UPS Warehouse Jobs in Winter Haven

24 open positions

UPS Overnight Jobs in Winter Haven

15 open positions

UPS Sortation Center Jobs in Winter Haven

11 open positions

UPS Other UPS Jobs in Winter Haven

10 open positions

UPS Manager Jobs in Winter Haven

10 open positions

UPS CDL Driver Jobs in Winter Haven

8 open positions

Last updated: September 19, 2026