Driving Jobs in Winter Garden, FL — Hiring Now - Page 8
Driving jobs near Winter Garden — 90+ positions open now. CDL & non-CDL roles, no experience required for many positions. Benefits, weekly pay & sign-on bonuses.
Hora Express
CDL A Owner Operator Truck Driver - 91% Pay
Winter Garden, FL
$291,200 - $407,680
Black Eagle Express
CDL A Truck Driver - OTR Flatbed Conestoga
Winter Garden, FL
$114,400 - $143,000
Quantix
CDL A Truck Driver - Regional Liquid Tanker Hazmat
Winter Garden, FL
$90,000 - $110,000
Shaffer Trucking
CDL A Truck Driver - OTR Refrigerated Reefer
Winter Garden, FL
$73,600 - $87,400
IEW Construction
CDL A Truck Driver - Local Lowboy Heavy Haul
Winter Garden, FL
$32 - $38
Jack Cooper Transport
CDL A Truck Driver - Auto Hauler Car Transport
Winter Garden, FL
$86,450 - $122,850
Last updated: May 10, 2026