Delivery Driver Jobs in Winter Haven, FL — Start This Week - Page 9
104+ delivery driver jobs in Winter Haven, FL — hiring immediately. See pay, routes & requirements for delivery driver openings in Winter Haven. Benefits, weekly pay. Apply & start within days.
Final Mile Delivery Co.
Independent Contractor Driver - Final Mile Parcel
Winter Haven, FL
$3,360 - $6,160
Corporate Catering Couriers
Independent Contractor Driver - Catering Logistics
Winter Haven, FL
$3,185 - $5,460
Local Merchant Delivery Network
Independent Contractor Driver - Early Morning Bakery/Floral
Winter Haven, FL
$2,208 - $3,864
Secure Document Couriers
Independent Contractor Driver - Night Shift Legal/Document Courier
Winter Haven, FL
$2,464 - $4,400
Heavy Freight Logistics
Independent Contractor Driver - Cargo Van / Box Truck Specialist
Winter Haven, FL
$4,600 - $7,820
On-Demand Tasks Network
Independent Contractor Driver - On-Demand Errands (TaskRabbit/Roadie)
Winter Haven, FL
$1,700 - $3,400
Urban Pedal Logistics
Independent Contractor Driver - Urban E-Bike/Scooter Courier
Winter Haven, FL
$2,275 - $4,095
Regional Expedite Logistics
Independent Contractor Driver - Long Distance / Regional Courier
Winter Haven, FL
$3,500 - $6,000
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Last updated: March 20, 2026