Cdl Driver Jobs in Winter Garden, FL — Start This Week

As of May 2026, there are 28 cdl driver openings in Winter Garden, FL. Local pay ranges from $20 to $331,240/year. Listings are updated daily — benefits start Day 1 for most positions.

Schneider National

Winter Garden-based Delivery Driver-CDL Class A Regional Routes

Winter Garden, FL

$70,000 - $85,000

Quantix

CDL A Truck Driver - Regional Liquid Tanker Hazmat

Winter Garden, FL

$97,200 - $118,800

General Beer Northeast

Part-Time Beer Delivery Driver-CDL A Distributor Route – Winter

Winter Garden, FL

$25 - $32

Hora Express

CDL A Owner Operator Truck Driver - 91% Pay

Winter Garden, FL

$236,600 - $331,240

Schneider National

CDL A Truck Driver - OTR Dry Van

Winter Garden, FL

$66,000 - $84,480

Clean Harbors

Apply Now:CDL B Vacuum Truck Driver-Industrial Cleaning in Winter

Winter Garden, FL

$22 - $30

Crete Carrier

CDL A Truck Driver - Regional Dry Van Home Weekly

Winter Garden, FL

$72,000 - $92,000

Transportation Concepts

Non-cdl Box Truck Delivery Driver(Gig)-Winter Garden

Winter Garden, FL

$22 - $29

Sysco Corporation

Sysco Local CDL-A Delivery Truck Driver(Contract)|Winter Garden

Winter Garden, FL

$6,000 - $9,000

First Student

Winter Garden School Bus Driver-CDL B With Passenger And S

Winter Garden, FL

$20 - $28

Southern Glazer's Wine & Spirits

Part-Time Wine And Spirits Delivery Driver-CDL Class B

Winter Garden, FL

$24 - $30

Jack Cooper Transport

CDL A Truck Driver - Auto Hauler Car Transport

Winter Garden, FL

$106,400 - $151,200

Cdl Driver Jobs in Winter Garden — FAQ

How many cdl driver jobs are open in Winter Garden, FL?
There are currently 28+ 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 28+ 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 14, 2026