Driving Jobs in Winter Haven, FL — See Openings - Page 9
160+ 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.
Uber Eats
Daily Pay Delivery Driver
Winter Haven, FL
$2,548 - $4,368
Curri
Hiring in Winter Haven:Driver Opportunity(Part-Time)
Winter Haven, FL
$20 - $35
Regional Expedite Logistics
Winter Haven Independent Contractor Driver-Long Distance / Regional
Winter Haven, FL
$3,500 - $6,000
Heavy Freight Logistics
Heavy Freight Logistics is hiring a Independent Contractor
Winter Haven, FL
$5,000 - $8,500
Jack Cooper Transport
CDL A Truck Driver - Auto Hauler Car Transport
Winter Haven, FL
$80,750 - $114,750
Local Merchant Delivery Network
Winter Haven Career:Independent Contractor Driver-Early Morning
Winter Haven, FL
$2,400 - $4,200
Urban Pedal Logistics
$2.5k-$4.5k/Month Independent Contractor Driver-Urban E-bike/scooter
Winter Haven, FL
$2,500 - $4,500
Hot Shot Transportation Co.
$72.2k-$110.5k/Year Hot Shot Truck Driver-Owner Operator With 1 Ton
Winter Haven, FL
$72,250 - $110,500
Southern Glazer's Wine & Spirits
Part-Time Wine And Spirits Delivery Driver-CDL Class B – Winter
Winter Haven, FL
$24 - $30
DoorDash
Catering Delivery Driver Needed-Winter Haven Area | Hiring
Winter Haven, FL
$4,200 - $6,800
J.B. Hunt Intermodal
Winter Haven Job:Driver Opportunity(No Exp Req*)
Winter Haven, FL
$75,000 - $95,000
Amazon Flex
Winter Haven Package Delivery Driver(Contractor)-Amazon Flex | Hiring
Winter Haven, FL
$3,600 - $5,800
Last updated: May 13, 2026