Driving Jobs in Winter Garden, FL — Start This Week - Page 21
Driving jobs near Winter Garden — 250+ positions open now. CDL & non-CDL roles, no experience required for many positions. Benefits, weekly pay & sign-on bonuses.
Last Mile Logistics Network
Independent Contractor Driver - Last-Mile Logistics
Winter Garden, FL
$3,219 - $5,750
Auto Logistics Pros
Independent Contractor Driver - Auto Parts Courier
Winter Garden, FL
$2,380 - $4,080
Final Mile Delivery Co.
Independent Contractor Driver - Final Mile Parcel
Winter Garden, FL
$3,000 - $5,500
Corporate Catering Couriers
Independent Contractor Driver - Catering Logistics
Winter Garden, FL
$3,920 - $6,720
Local Merchant Delivery Network
Independent Contractor Driver - Early Morning Bakery/Floral
Winter Garden, FL
$2,400 - $4,200
Secure Document Couriers
Independent Contractor Driver - Night Shift Legal/Document Courier
Winter Garden, FL
$2,800 - $5,000
Heavy Freight Logistics
Independent Contractor Driver - Cargo Van / Box Truck Specialist
Winter Garden, FL
$5,000 - $8,500
On-Demand Tasks Network
Independent Contractor Driver - On-Demand Errands (TaskRabbit/Roadie)
Winter Garden, FL
$2,000 - $4,000
Urban Pedal Logistics
Independent Contractor Driver - Urban E-Bike/Scooter Courier
Winter Garden, FL
$2,275 - $4,095
Regional Expedite Logistics
Independent Contractor Driver - Long Distance / Regional Courier
Winter Garden, FL
$3,920 - $6,720
Last updated: October 03, 2026