Driving Jobs in Winter Haven, FL — See Openings - Page 5
Driving companies hiring in Winter Haven, FL — 200+ open positions across CDL trucking, delivery, courier & more. Weekly pay, benefits available. Browse openings in Winter Haven.
Secure Document Couriers
Secure Document Couriers Needs Night Shift Legal/document Courier in
Winter Haven, FL
$2,800 - $5,000
XPO Logistics
Flexible Local City Driver(Winter Haven)
Winter Haven, FL
$5,000 - $8,000
On-Demand Tasks Network
On-demand Tasks Network seeks Independent Contractor Driver-On-demand
Winter Haven, FL
$2,000 - $4,000
Local Logistics Pros
Part-Time Local Package Delivery Driver – Winter Haven FL | Part
Winter Haven, FL
$3,000 - $4,500
Uber
Winter Haven Contractor Role:Night Shift Ubereats Courier
Winter Haven, FL
$2,800 - $4,800
Uber
Winter Haven,FL:WAV Driver at Uber | Hiring
Winter Haven, FL
$3,185 - $5,005
Mobile Tool Networks
Mobile Tool Sales Route Driver(Part-Time)-Winter Haven
Winter Haven, FL
$4,500 - $8,000
Heavy Freight Logistics
Independent Contractor Driver - Cargo Van / Box Truck Specialist
Winter Haven, FL
$4,250 - $7,225
City Waste Solutions
Immediate Hire:Residential Waste & Recycling Route Driver(Part-Time)
Winter Haven, FL
$4,500 - $6,500
Instacart
Urban E-Bike Instacart Courier
Winter Haven, FL
$2,625 - $4,725
Final Mile Delivery Co.
Independent Contractor Driver - Final Mile Parcel
Winter Haven, FL
$3,360 - $6,160
Uber
Winter Haven Contractor Role:Part-time Ubereats Driver
Winter Haven, FL
$680 - $1,530
Last updated: May 03, 2026