Driving Jobs in Winter Haven, FL — See Openings - Page 8
Driving companies hiring in Winter Haven, FL — 200+ open positions across CDL trucking, delivery, courier & more. Weekly pay, benefits available. Browse openings in Winter Haven.
Metro Parcel Delivery
Part-Time Role in Winter Haven:Urban Step Van Courier | Part Time
Winter Haven, FL
$4,256 - $6,160
Midday Logistics Co.
Driver Opportunity(Part-Time)@ Midday Logistics Co.-Winter Haven
Winter Haven, FL
$1,050 - $2,100
Uber
Urgent Hire:Connect Package Delivery Driver
Winter Haven, FL
$3,000 - $5,500
Secure Document Couriers
Winter Haven Independent Contractor Driver-Night Shift Legal/document
Winter Haven, FL
$2,940 - $5,250
Heavy Route Couriers
Dedicated Route Freight Courier (Cargo Van)
Winter Haven, FL
$4,000 - $6,000
SecureShred Logistics
Winter Haven Part-Time:Secure Document Destruction Route Driver
Winter Haven, FL
$3,800 - $5,200
Grubhub
Part-Time Weekend Delivery Professional Job – Winter Haven Hiring
Winter Haven, FL
$2,200 - $3,800
Task & Dash Couriers
On-Demand Local Courier (Gig Economy)
Winter Haven, FL
$2,000 - $4,000
DoorDash
DoorDash Shop & Deliver Expert (Grocery/Retail)
Winter Haven, FL
$3,136 - $5,376
Prime Beverage Distributors
Beverage Distribution Route Driver(Part-Time)-Winter Haven
Winter Haven, FL
$5,000 - $8,000
Urban Pedal Logistics
Independent Contractor Driver-Urban E-bike/scooter Courier Position in
Winter Haven, FL
$2,625 - $4,725
United Parcel Service (UPS)
Winter Haven UPS Package Delivery Driver with $4k-$7.5k/Month Pay
Winter Haven, FL
$4,000 - $7,500
Last updated: May 03, 2026