Driving Jobs in Winter Garden, FL — Hiring Now - Page 5
Driving companies hiring in Winter Garden, FL — 180+ open positions across CDL trucking, delivery, courier & more. Weekly pay, benefits available. Browse openings in Winter Garden.
Foremost Transport
Immediate Opening in Winter Garden for a Mobile Home Transport
Winter Garden, FL
$97,200 - $129,600
Corporate Catering Couriers
Independent Contractor Driver - Catering Logistics
Winter Garden, FL
$3,500 - $6,000
Spark Driver
Walmart Spark Delivery Driver(Gig)-Winter Garden
Winter Garden, FL
$17 - $24
Amazon Flex
Winter Garden Contract:Delivery Driver-Independent Contractor
Winter Garden, FL
$19 - $27
Crete Carrier
CDL A Truck Driver - Regional Dry Van Home Weekly
Winter Garden, FL
$72,000 - $92,000
FedEx Custom Critical
Winter Garden Career:Expedited Sprinter Van Driver-Time Critical Cargo
Winter Garden, FL
$82,500 - $148,500
United Parcel Service (UPS)
Winter Garden Flexible Role:UPS Package Delivery Driver
Winter Garden, FL
$4,000 - $8,000
Urban Pedal Logistics
Independent Contractor Driver - Urban E-Bike/Scooter Courier
Winter Garden, FL
$2,500 - $4,500
Heavy Freight Logistics
$5k-$8.5k/Month Cargo Van / Box Truck Specialist job in Winter Garden
Winter Garden, FL
$5,000 - $8,500
Transportation Concepts
Non-cdl Box Truck Delivery Driver(Gig)-Winter Garden
Winter Garden, FL
$22 - $29
Sysco Corporation
Sysco Local CDL-A Delivery Truck Driver(Contract)|Winter Garden
Winter Garden, FL
$6,000 - $9,000
First Student
Winter Garden School Bus Driver-CDL B With Passenger And S
Winter Garden, FL
$20 - $28
Last updated: May 14, 2026