Driving Jobs in Winter Haven, FL — Hiring Now - Page 5
80+ driving jobs in Winter Haven, FL hiring now — CDL, delivery driver, courier & more. $18–$90K+, many with benefits. See what's open in Winter Haven.
E-Comm Transit Solutions
Hiring in Winter Haven:Courier(Part-Time)
Winter Haven, FL
$3,200 - $4,800
Local Logistics Pros
Hiring in Winter Haven:Driver Opportunity(Part-Time)
Winter Haven, FL
$3,000 - $4,500
Regional Expedite Logistics
Independent Contractor Driver - Long Distance / Regional Courier
Winter Haven, FL
$3,675 - $6,300
Urban Pedal Logistics
Independent Contractor Driver - Urban E-Bike/Scooter Courier
Winter Haven, FL
$2,700 - $4,860
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
Last updated: September 11, 2026