Driving Jobs in Winter Garden, FL — Hiring Now - Page 10
Driving companies hiring in Winter Garden, FL — 200+ open positions across CDL trucking, delivery, courier & more. Weekly pay, benefits available. Browse openings in Winter Garden.
Urban Pedal Logistics
Winter Garden Independent Contractor Driver-Urban E-bike/scooter
Winter Garden, FL
$2,500 - $4,500
United States Postal Service
Winter Garden Flexible Role:USPS City Carrier Assistant
Winter Garden, FL
$3,400 - $4,800
United States Postal Service
Neighborhood Postal Carrier
Winter Garden, FL
$3,600 - $5,500
DoorDash
Night Shift DoorDash Driver (Late Night Logistics)
Winter Garden, FL
$2,800 - $4,800
Task & Dash Couriers
On-Demand Local Courier (Gig Economy)
Winter Garden, FL
$2,100 - $4,200
Regional Expedite Logistics
Independent Contractor Driver-Long Distance / Regional
Winter Garden, FL
$3,675 - $6,300
DoorDash
Weekend DoorDash Driver
Winter Garden, FL
$1,936 - $3,344
FedEx Ground Independent Service Provider
Flexible Fedex Ground Route Delivery Driver(Winter Garden)
Winter Garden, FL
$3,500 - $5,500
Shipt
Winter Garden Job:Driver Opportunity(No Exp Req*)
Winter Garden, FL
$2,500 - $4,500
Campus Courier Network
Weekend Shift:Driver Opportunity-Winter Garden
Winter Garden, FL
$2,470 - $4,560
Sysco Corporation
Sysco Local CDL-A Delivery Truck Driver(Gig)-Winter Garden
Winter Garden, FL
$6,000 - $9,000
Uber
Weekend Ubereats Delivery Professional|Flexible|Winter Garden
Winter Garden, FL
$2,420 - $4,180
Last updated: May 03, 2026