Driving Jobs in Winter Haven, FL — Start This Week - Page 5
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.
Urban Pedal Logistics
Independent Contractor Driver - Urban E-Bike/Scooter Courier
Winter Haven, FL
$2,700 - $4,860
Shipt
Weekend Shift:Driver Opportunity-Winter Haven
Winter Haven, FL
$16 - $22
Gannett
Newspaper Delivery Driver
Winter Haven, FL
$1,296 - $2,592
DoorDash
Delivery Driver•Winter Haven,FL•Doordash | Hiring
Winter Haven, FL
$3,000 - $5,200
Costco Wholesale
$27.00/hr Driver Opportunity-Winter Haven(PT)
Winter Haven, FL
$24 - $30
DoorDash
Entry-Level Delivery Driver — No Experience Required
Winter Haven, FL
$2,200 - $3,800
DoorDash
Join Doordash in Winter Haven as a Morning Shift Delivery Driver
Winter Haven, FL
$2,970 - $5,060
United States Postal Service
Neighborhood Postal Carrier
Winter Haven, FL
$3,600 - $5,500
Roadie
Box Truck Delivery Driver
Winter Haven, FL
$4,095 - $7,098
Local Merchant Delivery Network
Flexible Early Morning Bakery/floral in Winter Haven,FL | Hiring
Winter Haven, FL
$2,400 - $4,200
Urban Pedal Logistics
Urban Pedal Logistics is hiring a Independent Contractor Driver-Urban
Winter Haven, FL
$2,800 - $5,040
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
Last updated: May 14, 2026