Driving Jobs in Winter Haven, FL — Start This Week - Page 9
180+ 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.
Schneider National
CDL A Truck Driver - OTR Dry Van
Winter Haven, FL
$86,250 - $110,399
Clean Harbors
Winter Haven Career:CDL B Vacuum Truck Driver-Industrial Cleaning at
Winter Haven, FL
$28 - $38
J.B. Hunt Intermodal
Winter Haven Job:Driver Opportunity(No Exp Req*)
Winter Haven, FL
$75,000 - $95,000
First Student
Recruiting:School Bus Driver-CDL B With Passenger And S Endorsements
Winter Haven, FL
$21 - $29
Shaffer Trucking
CDL A Truck Driver - OTR Refrigerated Reefer
Winter Haven, FL
$72,800 - $86,450
Express Logistics
Winter Haven Flexible Job:Delivery Driver-Full Time Local Routes
Winter Haven, FL
$19 - $24
Amazon Flex
Winter Haven Package Delivery Driver(Contractor)-Amazon Flex | Hiring
Winter Haven, FL
$3,600 - $5,800
UPS
Package Delivery Driver(Gig)-Winter Haven
Winter Haven, FL
$23 - $30
Domino's Pizza
Delivery Driver-Pizza Delivery Tips Plus Wages Position in Winter
Winter Haven, FL
$14 - $20
Levin Furniture and Mattress
Student-Friendly Part-Time Mattress Delivery Driver-2 Person Team
Winter Haven, FL
$19 - $25
Auto Logistics Pros
Winter Haven Independent Contractor Driver-Auto Parts Courier with
Winter Haven, FL
$3,136 - $5,376
Black Eagle Express
CDL A Truck Driver - OTR Flatbed Conestoga
Winter Haven, FL
$95,680 - $119,600
Last updated: May 14, 2026