Driving Jobs in Winter Haven, FL — Start This Week - Page 15
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.
Flex Delivery Network
Part-Time Independent Parcel Courier Job – Winter Haven Hiring
Winter Haven, FL
$2,200 - $4,400
Local Logistics Pros
Part-Time Local Package Delivery Driver – Winter Haven FL | Part
Winter Haven, FL
$3,449 - $5,175
Healthway Logistics
Independent Medical Specimen Courier
Winter Haven, FL
$3,000 - $5,000
Metro Pedal Express
Urban Bicycle Courier (Downtown Dispatch)
Winter Haven, FL
$2,375 - $3,800
Corporate Transit Solutions
B2B Corporate Route Courier
Winter Haven, FL
$3,200 - $4,500
Secure Legal Logistics
Legal & Secure Document Courier
Winter Haven, FL
$3,500 - $5,500
Task & Dash Couriers
On-Demand Local Courier (Gig Economy)
Winter Haven, FL
$2,000 - $4,000
Heavy Route Couriers
Dedicated Route Freight Courier (Cargo Van)
Winter Haven, FL
$4,000 - $6,000
Night Owl Expedite
Overnight Regional Expedite Courier (Hot Shot)
Winter Haven, FL
$3,800 - $5,800
Mechanic's Choice Transport
Automotive Parts Courier
Winter Haven, FL
$2,800 - $4,200
CareDrop Couriers
Pharmacy Delivery Courier (Last-Mile Healthcare)
Winter Haven, FL
$3,000 - $4,500
Elite Hand Courier
White-Glove Specialty Courier
Winter Haven, FL
$4,200 - $6,825
Last updated: May 14, 2026