Driving Jobs in Winter Haven, FL — See Openings - Page 10
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.
Sysco Corporation
Sysco Foodservice Box Truck Driver
Winter Haven, FL
$5,500 - $8,500
Fisher Auto Parts
Hot Shot Delivery Driver Position in Winter Haven | Hiring
Winter Haven, FL
$3,000 - $4,600
J.B. Hunt Transport
J.B. Hunt Regional Intermodal Driver(Contract)|Winter Haven
Winter Haven, FL
$5,500 - $8,500
Regional Expedite Logistics
Independent Contractor Driver - Long Distance / Regional Courier
Winter Haven, FL
$3,500 - $6,000
DoorDash
DoorDash Large Order (Catering) Driver
Winter Haven, FL
$3,850 - $6,600
Flex Delivery Network
Part-Time Independent Parcel Courier – Winter Haven,FL | Part
Winter Haven, FL
$2,160 - $4,320
FedEx Ground Independent Service Provider
Winter Haven Flexible Role:Fedex Ground Route Delivery Driver
Winter Haven, FL
$3,500 - $5,500
DoorDash
Weekend DoorDash Driver
Winter Haven, FL
$2,310 - $3,990
Pep Boys
Apply Now:Mobile Battery Delivery & Install Tech in Winter Haven,FL
Winter Haven, FL
$3,500 - $5,200
Heavy Freight Logistics
Independent Contractor Driver - Cargo Van / Box Truck Specialist
Winter Haven, FL
$4,600 - $7,820
Uber
Winter Haven Flexible Job:Suburban Route Ubereats Driver | Hiring
Winter Haven, FL
$2,400 - $4,200
Lyft
$2.8k-$5k/Month Event Rideshare Driver job in Winter Haven | Hiring
Winter Haven, FL
$2,800 - $5,000
Last updated: April 17, 2026