Driving Jobs in Winter Garden, FL — Start This Week - Page 10
Driving companies hiring in Winter Garden, FL — 120+ open positions across CDL trucking, delivery, courier & more. Weekly pay, benefits available. Browse openings in Winter Garden.
Auto Logistics Pros
Winter Garden Contractor Independent Contractor Driver-Auto Parts
Winter Garden, FL
$2,464 - $4,224
Local Logistics Network
Winter Garden Independent Contractor Driver-Medical Courier
Winter Garden, FL
$3,000 - $5,000
Last Mile Logistics Network
Independent Contractor Driver - Last-Mile Logistics
Winter Garden, FL
$2,800 - $5,000
Auto Logistics Pros
Independent Contractor Driver - Auto Parts Courier
Winter Garden, FL
$3,136 - $5,376
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
$3,080 - $5,280
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
$2,576 - $4,600
Heavy Freight Logistics
Independent Contractor Driver - Cargo Van / Box Truck Specialist
Winter Garden, FL
$5,500 - $9,350
On-Demand Tasks Network
Independent Contractor Driver - On-Demand Errands (TaskRabbit/Roadie)
Winter Garden, FL
$1,820 - $3,640
Urban Pedal Logistics
Independent Contractor Driver - Urban E-Bike/Scooter Courier
Winter Garden, FL
$2,500 - $4,500
Regional Expedite Logistics
Independent Contractor Driver - Long Distance / Regional Courier
Winter Garden, FL
$3,920 - $6,720
Last updated: March 20, 2026