Driving Jobs in Winter Haven, FL — See Openings - Page 15
Driving companies hiring in Winter Haven, FL — 230+ open positions across CDL trucking, delivery, courier & more. Weekly pay, benefits available. Browse openings in Winter Haven.
DoorDash
DoorDash Delivery Driver (Dasher)
Winter Haven, FL
$2,125 - $3,825
City Waste Solutions
Now Hiring Winter Haven:Residential Waste & Recycling Route Driver
Winter Haven, FL
$4,500 - $6,500
United States Postal Service
Assistant Rural Carrier (Weekend & Holiday Delivery)
Winter Haven, FL
$1,680 - $2,800
Heavy Freight Logistics
Cargo Van / Box Truck Specialist(Contract)-Winter Haven | Hiring
Winter Haven, FL
$5,400 - $9,180
Postal Transport Network
Local Mail Transport & Logistics Driver
Winter Haven, FL
$3,230 - $4,675
Midday Logistics Co.
[Part-Time] Driver Opportunity-Winter Haven
Winter Haven, FL
$950 - $1,900
DoorDash
Bicycle/E-Bike DoorDash Courier (Urban Delivery)
Winter Haven, FL
$2,300 - $4,140
DoorDash
Night Shift DoorDash Driver (Late Night Logistics)
Winter Haven, FL
$2,380 - $4,080
CareDrop Couriers
Pharmacy Delivery Courier (Last-Mile Healthcare)
Winter Haven, FL
$3,000 - $4,500
Nightline Freight
Weekend Part-Time Overnight Parcel Transfer Driver – Winter Haven
Winter Haven, FL
$3,888 - $5,616
Shipt
[New] Dedicated Shopper-Winter Haven(PT)
Winter Haven, FL
$3,000 - $5,500
On-Demand Tasks Network
Independent Contractor Driver - On-Demand Errands (TaskRabbit/Roadie)
Winter Haven, FL
$1,700 - $3,400
Last updated: April 17, 2026