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.

Jack Cooper Transport

CDL A Truck Driver - Auto Hauler Car Transport

Winter Garden, FL

$106,400 - $151,200

Granite Construction

Immediate Opening in Winter Garden for a CDL B Water Truck

Winter Garden, FL

$28 - $35

Performance Foodservice

Winter Garden Full-time Role:CDL Class A Route Delivery Driver

Winter Garden, FL

$70,000 - $90,000

Coach USA

Winter Garden,FL:Charter Bus Driver-CDL B With Passenger Endorsement

Winter Garden, FL

$22 - $32

Crete Carrier

CDL A Truck Driver - Regional Dry Van Home Weekly

Winter Garden, FL

$72,000 - $92,000

Southern Glazer's Wine & Spirits

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

Winter Garden, FL

$24 - $30

Clean Harbors

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

Winter Garden, FL

$22 - $30

Shaffer Trucking

CDL A Truck Driver - OTR Refrigerated Reefer

Winter Garden, FL

$88,000 - $104,500

Hunt Transportation

CDL A Truck Driver - Dedicated Account Home Daily

Winter Garden, FL

$59,500 - $80,750

Hot Shot Transportation Co.

Winter Garden Hot Shot Truck Driver-Owner Operator With 1 Ton

Winter Garden, FL

$85,000 - $130,000

Sysco

Sysco Foodservice Delivery Driver - CDL A Home Daily

Winter Garden, FL

$72,250 - $89,250

CRST The Transportation Solution

CDL A Truck Driver - OTR Team Driver

Winter Garden, FL

$86,500 - $110,000

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.

Cdl Driver Jobs in Other Cities

Cdl Driver Jobs in Springfield

154 open positions

Cdl Driver Jobs in Columbus

120 open positions

Cdl Driver Jobs in Lakewood

111 open positions

Cdl Driver Jobs in Columbia

108 open positions

Cdl Driver Jobs in Greenville

106 open positions

Cdl Driver Jobs in Auburn

98 open positions

Cdl Driver Jobs in Bloomington

97 open positions

Cdl Driver Jobs in Franklin

93 open positions

Cdl Driver Jobs in Middletown

92 open positions

Cdl Driver Jobs in Albany

91 open positions

Other Driving Jobs in Winter Garden

Delivery Driver Jobs in Winter Garden

113 open positions

Other Driving Jobs in Winter Garden

12 open positions

DSP Driver Jobs in Winter Garden

3 open positions

Warehouse Jobs in Winter Garden

2 open positions

Yard Jockey Jobs in Winter Garden

1 open positions

Grocery Jobs in Winter Garden

1 open positions

Last updated: May 13, 2026