Cdl Driver Jobs in Winter Haven, FL — Open Positions

As of May 2026, there are 12 cdl driver openings in Winter Haven, FL. Local pay ranges from $3,822 to $10,000/year. Listings are updated daily — benefits start Day 1 for most positions.

FedEx Ground Independent Contractor

FedEx Ground Box Truck Driver (Bulk/Commercial)

Winter Haven, FL

$4,500 - $6,500

Sysco Corporation

Winter Haven Flexible Role:Sysco Local CDL-A Delivery Truck

Winter Haven, FL

$6,000 - $9,000

United Parcel Service (UPS)

UPS Commercial Box Truck Driver (Straight Truck)

Winter Haven, FL

$5,750 - $9,775

PepsiCo

PepsiCo Beverage Distribution Box Truck Driver

Winter Haven, FL

$5,400 - $8,100

Old Dominion Freight Line

Flexible Old Dominion Linehaul Driver(Winter Haven)

Winter Haven, FL

$7,000 - $10,000

Cintas Corporation

Cintas Uniform & Linen Box Truck Driver

Winter Haven, FL

$4,500 - $7,000

Best Buy Logistics

Best Buy Appliance Delivery Box Truck Driver

Winter Haven, FL

$3,822 - $5,460

XPO Logistics

XPO Logistics LTL Box Truck Driver (City P&D)

Winter Haven, FL

$5,376 - $8,064

Sysco Corporation

Sysco Foodservice Box Truck Driver

Winter Haven, FL

$6,050 - $9,350

United States Postal Service

USPS Commercial Box Truck Driver (MVO)

Winter Haven, FL

$4,725 - $6,825

LKQ Corporation

Work in Winter Haven:LKQ Heavy Duty Auto Parts Box Truck Driver

Winter Haven, FL

$4,200 - $6,500

United States Postal Service

Class A CDL Tractor Trailer Operator - USPS

Winter Haven, FL

$5,775 - $8,400

Cdl Driver Jobs in Winter Haven — FAQ

How many cdl driver jobs are open in Winter Haven, FL?
There are currently 12+ 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 12+ 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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199 open positions

Other Driving Jobs in Winter Haven

13 open positions

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1 open positions

Overnight Driving Jobs in Winter Haven

1 open positions

Last updated: May 08, 2026