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

As of May 2026, there are 31 cdl driver openings in Winter Haven, FL. Local pay ranges from $18 to $364,000/year. Listings are updated daily — benefits start Day 1 for most positions.

Coach USA

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

Winter Haven, FL

$19 - $28

Performance Foodservice

CDL Class A Route Delivery Driver|Flexible|Winter Haven

Winter Haven, FL

$63,700 - $81,900

Pella Windows and Doors

Student-Friendly Part-Time Glass And Window Delivery Driver-CDL B

Winter Haven, FL

$24 - $30

US Foods

Part-Time Restaurant Supply Delivery Driver-CDL Class B Job in

Winter Haven, FL

$26 - $35

Transportation Concepts

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

Winter Haven, FL

$18 - $23

Hunt Transportation

CDL A Truck Driver - Dedicated Account Home Daily

Winter Haven, FL

$61,600 - $83,600

Quantix

CDL A Truck Driver - Regional Liquid Tanker Hazmat

Winter Haven, FL

$99,000 - $121,000

First Student

Recruiting:School Bus Driver-CDL B With Passenger And S Endorsements

Winter Haven, FL

$21 - $29

Black Eagle Express

CDL A Truck Driver - OTR Flatbed Conestoga

Winter Haven, FL

$95,680 - $119,600

Sysco

Sysco Foodservice Delivery Driver - CDL A Home Daily

Winter Haven, FL

$91,800 - $113,400

Clean Harbors

Winter Haven Career:CDL B Vacuum Truck Driver-Industrial Cleaning at

Winter Haven, FL

$28 - $38

CRST The Transportation Solution

CDL A Truck Driver - OTR Team Driver

Winter Haven, FL

$79,580 - $101,200

Cdl Driver Jobs in Winter Haven — FAQ

How many cdl driver jobs are open in Winter Haven, FL?
There are currently 31+ 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 31+ 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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113 open positions

Other Driving Jobs in Winter Haven

9 open positions

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3 open positions

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2 open positions

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Last updated: May 13, 2026