Driving Jobs in Winter Haven, FL — See Openings - Page 4
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.
Hunt Transportation
CDL A Truck Driver - Dedicated Account Home Daily
Winter Haven, FL
$61,600 - $83,600
Diakon Logistics
Appliance Delivery Driver - 2 Person Team
Winter Haven, FL
$23 - $29
Postmates
Postmates Needs Same-day Delivery Driver in Winter Haven | Hiring
Winter Haven, FL
$2,944 - $4,968
Quantix
CDL A Truck Driver - Regional Liquid Tanker Hazmat
Winter Haven, FL
$99,000 - $121,000
First Student
Recruiting:School Bus Driver-CDL B With Passenger And S Endorsements
Winter Haven, FL
$21 - $29
Staker Parson Companies
Weekend Shift:Driver Opportunity-Winter Haven
Winter Haven, FL
$27 - $34
Final Mile Delivery Co.
Independent Contractor Driver - Final Mile Parcel
Winter Haven, FL
$2,640 - $4,840
Black Eagle Express
CDL A Truck Driver - OTR Flatbed Conestoga
Winter Haven, FL
$95,680 - $119,600
Sysco
Sysco Foodservice Delivery Driver - CDL A Home Daily
Winter Haven, FL
$91,800 - $113,400
Uber Eats
Apply Now in Winter Haven:Alcohol Delivery Driver | Hiring
Winter Haven, FL
$3,360 - $5,600
Corporate Catering Couriers
Corporate Catering Couriers is hiring a Independent Contractor
Winter Haven, FL
$3,500 - $6,000
Domino's Pizza
Delivery Driver(Contract)-Winter Haven,FL
Winter Haven, FL
$12 - $20
Last updated: May 13, 2026