Driving Jobs in Winter Garden, FL — Immediate Openings - Page 2
180+ driving jobs in Winter Garden, FL hiring now — CDL, delivery driver, courier & more. $18–$90K+, many with benefits. See what's open in Winter Garden.
DoorDash
Part-Time DoorDash Driver (Lunch Rush Specialist)
Winter Garden, FL
$704 - $1,584
Shipt
[Part-Time] Driver Opportunity-Winter Garden
Winter Garden, FL
$2,500 - $4,500
Regional Expedite Logistics
Independent Contractor Driver - Long Distance / Regional Courier
Winter Garden, FL
$3,920 - $6,720
On-Demand Tasks Network
FL Career:Independent Contractor Driver-On-demand Errands in Winter
Winter Garden, FL
$2,000 - $4,000
Grubhub
Part-Time Bicycle & Scooter Courier Job in Winter Garden | Part
Winter Garden, FL
$2,500 - $4,500
Uber
FL Career:Campus Area Ubereats Driver in Winter Garden | Hiring
Winter Garden, FL
$2,600 - $4,800
Uber
Apply Now:Event Driver in Winter Garden | Hiring
Winter Garden, FL
$3,219 - $5,750
DoorDash
Bicycle/E-Bike DoorDash Courier (Urban Delivery)
Winter Garden, FL
$2,275 - $4,095
J.B. Hunt Transport
Winter Garden Flexible Role:J.B. Hunt Regional Intermodal Driver
Winter Garden, FL
$5,500 - $8,500
Urban Pedal Logistics
Winter Garden Independent Contractor Driver-Urban E-bike/scooter
Winter Garden, FL
$2,875 - $5,175
Uber
Winter Garden Job:Connect Package Delivery Driver(Contractor)
Winter Garden, FL
$3,000 - $5,500
Sysco Corporation
Winter Garden Flexible Role:Sysco Local CDL-A Delivery Truck
Winter Garden, FL
$6,000 - $9,000
Last updated: May 04, 2026