Driving Jobs in Winter Haven, FL — See Openings - Page 12
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.
US Postal Service Contractors
Independent Mail Route Contractor
Winter Haven, FL
$4,480 - $7,280
United States Postal Service
Seasonal Postal Delivery Worker
Winter Haven, FL
$2,760 - $5,060
United States Postal Service
Commercial Box Truck Mail Courier (MVO)
Winter Haven, FL
$4,400 - $6,600
United States Postal Service
Class A CDL Tractor Trailer Operator - USPS
Winter Haven, FL
$5,500 - $8,000
United States Postal Service
Assistant Rural Carrier (Weekend & Holiday Delivery)
Winter Haven, FL
$1,724 - $2,875
US Postal Service Contractors
Highway Contract Route (HCR) Driver
Winter Haven, FL
$4,400 - $7,700
United States Postal Service
Rural Carrier Associate (RCA)
Winter Haven, FL
$2,992 - $4,224
United States Postal Service
City Carrier Assistant (CCA)
Winter Haven, FL
$2,720 - $3,825
Regional Expedite Logistics
Winter Haven Independent Contractor Driver-Long Distance / Regional
Winter Haven, FL
$3,500 - $6,000
Urban Pedal Logistics
Urban Pedal Logistics is hiring a Independent Contractor Driver-Urban
Winter Haven, FL
$2,800 - $5,040
On-Demand Tasks Network
On-demand Tasks Network is hiring a Independent Contractor
Winter Haven, FL
$2,000 - $4,000
Heavy Freight Logistics
Join Team:Cargo Van / Box Truck Specialist in Winter Haven,FL
Winter Haven, FL
$5,400 - $9,180
Last updated: May 13, 2026