Cdl Driver Jobs in Winter Haven, FL — Hiring Now
As of May 2026, there are 3 cdl driver openings in Winter Haven, FL. Local pay ranges from $5,775 to $10,000/year. Listings are updated daily — benefits start Day 1 for most positions.
United States Postal Service
Class A CDL Tractor Trailer Operator - USPS
Winter Haven, FL
$5,775 - $8,400
Old Dominion Freight Line
Flexible Old Dominion Linehaul Driver(Winter Haven)
Winter Haven, FL
$7,000 - $10,000
Sysco Corporation
Winter Haven Flexible Role:Sysco Local CDL-A Delivery Truck
Winter Haven, FL
$6,000 - $9,000
Cdl Driver Jobs in Winter Haven — FAQ
How many cdl driver jobs are open in Winter Haven, FL?
There are currently 3+ cdl driver positions in Winter Haven, FL. New cdl driver roles are added regularly — check this page for the latest openings.
How much do cdl driver jobs pay in Winter Haven?
Cdl Driver pay in Winter Haven varies by employer, route type, and experience level. Many positions offer shift differentials, mileage bonuses, and sign-on bonuses. Browse the listings above to see pay details for each opening.
Do cdl driver jobs in Winter Haven require experience?
Many cdl driver positions in Winter Haven welcome entry-level applicants. Employers like Amazon, FedEx, and UPS often provide paid training. CDL positions may require a valid commercial license — check individual listings for specific requirements.
How do I apply for cdl driver jobs in Winter Haven?
Browse the 3+ cdl driver listings above, click on any position for full details including pay, schedule, and requirements, then follow the application link. Most driving positions have a simple online application.
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Last updated: May 03, 2026