Cdl Driver Jobs in Winter Garden, FL — Immediate Openings

As of April 2026, there are 12 cdl driver openings in Winter Garden, FL. Local pay ranges from $4,200 to $10,000/year. Listings are updated daily — benefits start Day 1 for most positions.

Old Dominion Freight Line

Old Dominion Linehaul Driver(Contract)|Winter Garden

Winter Garden, FL

$7,000 - $10,000

United Parcel Service (UPS)

UPS Commercial Box Truck Driver (Straight Truck)

Winter Garden, FL

$4,600 - $7,820

Sysco Corporation

Sysco Foodservice Box Truck Driver

Winter Garden, FL

$5,500 - $8,500

Sysco Corporation

Winter Garden Contract:Sysco Local CDL-A Delivery Truck Driver

Winter Garden, FL

$6,000 - $9,000

PepsiCo

PepsiCo Beverage Distribution Box Truck Driver

Winter Garden, FL

$4,250 - $6,375

Cintas Corporation

Cintas Uniform & Linen Box Truck Driver

Winter Garden, FL

$4,500 - $7,000

LKQ Corporation

LKQ Corporation seeks LKQ Heavy Duty Auto Parts Box Truck Driver in

Winter Garden, FL

$4,200 - $6,500

Best Buy Logistics

Best Buy Appliance Delivery Box Truck Driver

Winter Garden, FL

$4,704 - $6,720

United States Postal Service

Class A CDL Tractor Trailer Operator - USPS

Winter Garden, FL

$5,060 - $7,360

XPO Logistics

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

Winter Garden, FL

$4,800 - $7,200

United States Postal Service

USPS Commercial Box Truck Driver (MVO)

Winter Garden, FL

$4,500 - $6,500

FedEx Ground Independent Contractor

FedEx Ground Box Truck Driver (Bulk/Commercial)

Winter Garden, FL

$4,500 - $6,500

Cdl Driver Jobs in Winter Garden — FAQ

How many cdl driver jobs are open in Winter Garden, FL?
There are currently 12+ cdl driver positions in Winter Garden, FL. New cdl driver roles are added regularly — check this page for the latest openings.
How much do cdl driver jobs pay in Winter Garden?
Cdl Driver pay in Winter Garden 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 Garden require experience?
Many cdl driver positions in Winter Garden 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 Garden?
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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Last updated: April 17, 2026