UPS CDL Driver Jobs in Winter Haven, FL — Open Positions

As of July 2026, there are 9 UPS cdl driver openings in Winter Haven, FL. Local pay ranges from $21 to $55/hr. Listings are updated daily — benefits start Day 1 for most positions.

UPS

Winter Haven-based CDL Apprentice Driver—Earn Your CDL While You Work

Winter Haven, FL

$24 - $42

UPS

Immediate Opening in Winter Haven for a Feeder Driver—CDL Class A

Winter Haven, FL

$35 - $50

UPS

UPS Seasonal Driver — No CDL Required, Immediate Start

Winter Haven, FL

$21 - $28

UPS

Part-Time Seasonal Driver—No CDL Required,Immediate Start(Winter

Winter Haven, FL

$21 - $28

UPS

Part-Time Role in Winter Haven:CDL Apprentice Driver—Earn Your

Winter Haven, FL

$24 - $42

UPS

UPS CDL Apprentice Driver — Earn Your CDL While You Work

Winter Haven, FL

$24 - $42

UPS

Work in Winter Haven:Seasonal Driver—No CDL Required,Immediate Start

Winter Haven, FL

$21 - $28

UPS

Part-Time Feeder Driver—CDL Class A Tractor-trailer Career at UPS

Winter Haven, FL

$35 - $50

UPS

UPS Feeder Driver — CDL Class A Tractor-Trailer Career

Winter Haven, FL

$38 - $55

UPS CDL Driver Jobs in Winter Haven — FAQ

How many UPS cdl driver jobs are open in Winter Haven, FL?
There are currently 9+ UPS cdl driver positions in Winter Haven, FL. New cdl driver roles are added regularly — check this page for the latest openings.
How much do UPS cdl driver jobs pay in Winter Haven?
UPS cdl 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 cdl driver positions with no experience in Winter Haven?
Many UPS cdl 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 cdl driver jobs in Winter Haven?
Browse the 9+ cdl 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.

UPS CDL Driver Jobs in Other Cities

UPS CDL Driver Jobs in Springfield

45 open positions

UPS CDL Driver Jobs in Columbus

27 open positions

UPS CDL Driver Jobs in Lakewood

27 open positions

UPS CDL Driver Jobs in Anaheim

27 open positions

UPS CDL Driver Jobs in Pomona

27 open positions

UPS CDL Driver Jobs in Bloomington

27 open positions

UPS CDL Driver Jobs in Albany

27 open positions

UPS CDL Driver Jobs in Bakersfield

27 open positions

UPS CDL Driver Jobs in Columbia

27 open positions

UPS CDL Driver Jobs in San Jose

27 open positions

Other UPS Jobs in Winter Haven

UPS Part-Time Jobs in Winter Haven

79 open positions

UPS Fulfillment Center Jobs in Winter Haven

62 open positions

UPS Delivery Driver Jobs in Winter Haven

28 open positions

UPS Warehouse Jobs in Winter Haven

19 open positions

UPS Overnight Jobs in Winter Haven

15 open positions

UPS Other UPS Jobs in Winter Haven

13 open positions

UPS Sortation Center Jobs in Winter Haven

12 open positions

UPS Manager Jobs in Winter Haven

11 open positions

Last updated: July 29, 2026