Driving Jobs in Winter Haven, FL — Hiring Now - Page 8
Driving companies hiring in Winter Haven, FL — 90+ open positions across CDL trucking, delivery, courier & more. Weekly pay, benefits available. Browse openings in Winter Haven.
Hora Express
CDL A Owner Operator Truck Driver - 91% Pay
Winter Haven, FL
$236,600 - $331,240
Black Eagle Express
CDL A Truck Driver - OTR Flatbed Conestoga
Winter Haven, FL
$119,599 - $149,500
Quantix
CDL A Truck Driver - Regional Liquid Tanker Hazmat
Winter Haven, FL
$76,500 - $93,500
Shaffer Trucking
CDL A Truck Driver - OTR Refrigerated Reefer
Winter Haven, FL
$72,800 - $86,450
IEW Construction
CDL A Truck Driver - Local Lowboy Heavy Haul
Winter Haven, FL
$33 - $39
Jack Cooper Transport
CDL A Truck Driver - Auto Hauler Car Transport
Winter Haven, FL
$83,600 - $118,800
Last updated: May 10, 2026