Driving Jobs in Winter Garden, FL — Immediate Openings - Page 5
Driving jobs near Winter Garden — 230+ positions open now. CDL & non-CDL roles, no experience required for many positions. Benefits, weekly pay & sign-on bonuses.
On-Demand Tasks Network
Independent Contractor Driver - On-Demand Errands (TaskRabbit/Roadie)
Winter Garden, FL
$1,820 - $3,640
Lyft
Lyft seeks XL Rideshare Driver in Winter Garden | Hiring
Winter Garden, FL
$4,000 - $6,500
ProWear Logistics
Join Prowear Logistics:Part-Time Uniform & Apparel Route Driver
Winter Garden, FL
$3,500 - $5,500
Task & Dash Couriers
On-Demand Local Courier (Gig Economy)
Winter Garden, FL
$1,900 - $3,800
CareDrop Couriers
Pharmacy Delivery Courier (Last-Mile Healthcare)
Winter Garden, FL
$3,000 - $4,500
Instacart
Suburban Instacart Shopper
Winter Garden, FL
$2,800 - $4,800
Shipt
Winter Garden Job:Midday Shopper(No Exp Req*)
Winter Garden, FL
$1,000 - $2,000
Sysco Corporation
Sysco Foodservice Box Truck Driver
Winter Garden, FL
$5,500 - $8,500
Sysco Corporation
Winter Garden Contract:Sysco Local CDL-A Delivery Truck Driver
Winter Garden, FL
$6,000 - $9,000
Heavy Freight Logistics
Winter Garden Contractor Independent Contractor Driver-Cargo Van / Box
Winter Garden, FL
$5,000 - $8,500
PepsiCo
PepsiCo Beverage Distribution Box Truck Driver
Winter Garden, FL
$4,250 - $6,375
Heavy Freight Logistics
Independent Contractor Driver - Cargo Van / Box Truck Specialist
Winter Garden, FL
$5,500 - $9,350
Last updated: April 17, 2026