UPS Delivery Driver Jobs in Winter Haven, FL — Now Hiring
As of August 2026, there are 16 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
[Part-Time] Driver Opportunity-Winter Haven
Winter Haven, FL
$21 - $42
UPS
(Winter Haven)Driver Opportunity-Contract/Gig
Winter Haven, FL
$18 - $21
UPS
Driver Opportunity needed in Winter Haven(Apply Now)
Winter Haven, FL
$23 - $30
UPS
Flexible Hours:Driver Opportunity-Winter Haven
Winter Haven, FL
$24 - $42
UPS
Evening Role:Driver Opportunity(Winter Haven)
Winter Haven, FL
$19 - $39
UPS
Start ASAP:Driver Opportunity(Winter Haven)
Winter Haven, FL
$23 - $28
UPS
Driver Opportunity needed in Winter Haven(Apply Now)
Winter Haven, FL
$22 - $26
UPS
(Winter Haven)Driver Opportunity-Contract/Gig
Winter Haven, FL
$22 - $29
UPS
Winter Haven Needs:Driver Opportunity(Part-Time)
Winter Haven, FL
$35 - $50
UPS
Part-Time Job in Winter Haven:Delivery Driver—$42 Per Hour Top
Winter Haven, FL
$21 - $42
UPS
Evening Part-Time Weekend Delivery Driver—Weekdays Always Free –
Winter Haven, FL
$23 - $30
UPS
Part-Time Driver Helper—Entry-level,No License Required|Winter
Winter Haven, FL
$18 - $21
UPS Delivery Driver Jobs in Winter Haven — FAQ
How many UPS delivery driver jobs are open in Winter Haven, FL?
There are currently 16+ 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 16+ 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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Last updated: August 25, 2026