Driving Jobs in Winter Haven, FL — Start This Week - Page 2
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.
Gopuff
Weekend Shift:Driver Opportunity-Winter Haven
Winter Haven, FL
$12 - $18
Bimbo Bakeries USA
Part-Time Bakery Product Delivery Driver-Independent Contractor –
Winter Haven, FL
$20 - $28
XPO Logistics
Winter Haven Delivery Driver-Package Handler Box Truck($22-$28/hr)
Winter Haven, FL
$22 - $28
Old Dominion Freight Line
Flexible Old Dominion Linehaul Driver(Winter Haven)
Winter Haven, FL
$7,000 - $10,000
Performance Foodservice
CDL Class A Route Delivery Driver|Flexible|Winter Haven
Winter Haven, FL
$63,700 - $81,900
Pella Windows and Doors
Student-Friendly Part-Time Glass And Window Delivery Driver-CDL B
Winter Haven, FL
$24 - $30
Heavy Legacy LLC
Earn Extra Cash:Driver Opportunity(Winter Haven)
Winter Haven, FL
$90,000 - $125,000
Postmates
Postmates Needs Same-day Delivery Driver in Winter Haven | Hiring
Winter Haven, FL
$2,944 - $4,968
Cintas
Part-Time Uniform And Linen Service Delivery Driver|Winter
Winter Haven, FL
$22 - $28
On-Demand Tasks Network
On-demand Tasks Network is hiring a Independent Contractor
Winter Haven, FL
$2,000 - $4,000
Uber Eats
Apply Now:E-bike Delivery Driver in Winter Haven | Hiring
Winter Haven, FL
$2,400 - $4,200
FedEx
Flexible Ground Delivery Driver(Winter Haven)
Winter Haven, FL
$18 - $22
Last updated: May 14, 2026