Cdl Driver Jobs in Winter Garden, FL — Immediate Openings

As of October 2026, there are 58 cdl driver openings in Winter Garden, FL. Local pay ranges from $20 to $382,200/year. Listings are updated daily — benefits start Day 1 for most positions.

First Student

School Bus Driver - CDL B with Passenger and S Endorsements

Winter Garden, FL

$21 - $30

Sysco

Part-Time Role in Winter Garden:Foodservice Delivery Driver-CDL A

Winter Garden, FL

$72,250 - $89,250

The Home Depot

Winter Garden Part-Time Opening:Home Depot Pro Delivery Driver-CDL

Winter Garden, FL

$23 - $31

Coach USA

Charter Bus Driver - CDL B with Passenger Endorsement

Winter Garden, FL

$22 - $32

United Parcel Service (UPS)

Flexible UPS Commercial Box Truck Driver(Winter Garden)

Winter Garden, FL

$5,000 - $8,500

MTA New York City Transit

Transit Bus Driver - CDL B Public Transportation

Winter Garden, FL

$26 - $35

PepsiCo

Winter Garden Beverage Distribution Box Truck Driver(Gig)

Winter Garden, FL

$5,000 - $7,500

Black Eagle Express

CDL A Truck Driver - OTR Flatbed Conestoga

Winter Garden, FL

$109,200 - $136,500

J.B. Hunt Intermodal

CDL A Truck Driver - Intermodal Container Drayage

Winter Garden, FL

$78,750 - $99,750

LKQ Corporation

LKQ Heavy Duty Auto Parts Box Truck Driver•Winter Garden,FL•LKQ

Winter Garden, FL

$4,536 - $7,020

Prime Beverage Distributors

Beverage Distribution Route Driver (CDL-A)

Winter Garden, FL

$5,500 - $8,800

LKQ Corporation

Part-Time LKQ Heavy Duty Auto Parts Box Truck Driver|Winter

Winter Garden, FL

$4,200 - $6,500

Cdl Driver Jobs in Winter Garden — FAQ

How many cdl driver jobs are open in Winter Garden, FL?
There are currently 58+ 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 58+ 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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Other Driving Jobs in Winter Garden

Delivery Driver Jobs in Winter Garden

171 open positions

Other Driving Jobs in Winter Garden

7 open positions

DSP Driver Jobs in Winter Garden

6 open positions

Part-Time Driving Jobs in Winter Garden

3 open positions

Warehouse Jobs in Winter Garden

1 open positions

Grocery Jobs in Winter Garden

1 open positions

Yard Jockey Jobs in Winter Garden

1 open positions

Overnight Driving Jobs in Winter Garden

1 open positions

Last updated: October 03, 2026