Delivery Driver Jobs in Winter Haven, FL — Now Hiring - Page 4
63+ 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.
On-Demand Tasks Network
Independent Contractor Driver - On-Demand Errands (TaskRabbit/Roadie)
Winter Haven, FL
$2,160 - $4,320
Heavy Freight Logistics
Independent Contractor Driver - Cargo Van / Box Truck Specialist
Winter Haven, FL
$5,000 - $8,500
Secure Document Couriers
Independent Contractor Driver - Night Shift Legal/Document Courier
Winter Haven, FL
$2,380 - $4,250
Local Merchant Delivery Network
Independent Contractor Driver - Early Morning Bakery/Floral
Winter Haven, FL
$2,040 - $3,570
Corporate Catering Couriers
Independent Contractor Driver - Catering Logistics
Winter Haven, FL
$2,975 - $5,100
Final Mile Delivery Co.
Independent Contractor Driver - Final Mile Parcel
Winter Haven, FL
$2,730 - $5,005
Auto Logistics Pros
Independent Contractor Driver - Auto Parts Courier
Winter Haven, FL
$2,464 - $4,224
United Parcel Service (UPS)
UPS Package Delivery Driver
Winter Haven, FL
$4,200 - $7,875
Elite Hand Courier
White-glove Specialty Courier(Contract)|Winter Haven
Winter Haven, FL
$4,600 - $7,474
CareDrop Couriers
Flexible Pharmacy Delivery Courier(Winter Haven)
Winter Haven, FL
$2,730 - $4,095
Mechanic's Choice Transport
Flexible Automotive Parts Courier(Winter Haven)
Winter Haven, FL
$2,800 - $4,200
Night Owl Expedite
Overnight Regional Expedite Courier(hot Shot)(Gig)-Winter Haven
Winter Haven, FL
$3,344 - $5,104
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Last updated: September 11, 2026