Driving Jobs in Winter Haven, FL — See Openings - Page 8
Driving jobs near Winter Haven — 190+ positions open now. CDL & non-CDL roles, no experience required for many positions. Benefits, weekly pay & sign-on bonuses.
Task & Dash Couriers
On-Demand Local Courier (Gig Economy)
Winter Haven, FL
$2,000 - $4,000
AB Canna Distributors
Cannabis Distribution Delivery Driver
Winter Haven, FL
$19 - $24
Corporate Transit Solutions
B2B Corporate Route Courier
Winter Haven, FL
$3,200 - $4,500
United States Postal Service
Assistant Rural Carrier (Weekend & Holiday Delivery)
Winter Haven, FL
$1,724 - $2,875
Old Dominion Freight Line
Flexible Old Dominion Linehaul Driver(Winter Haven)
Winter Haven, FL
$7,000 - $10,000
Postmates
Postmates Needs Same-day Delivery Driver in Winter Haven | Hiring
Winter Haven, FL
$2,944 - $4,968
XPO Logistics
Winter Haven Delivery Driver-Package Handler Box Truck($22-$28/hr)
Winter Haven, FL
$22 - $28
Transportation Concepts
Winter Haven Non-cdl Box Truck Delivery Driver(Gig)
Winter Haven, FL
$18 - $23
United States Postal Service
Commercial Box Truck Mail Courier (MVO)
Winter Haven, FL
$4,400 - $6,600
E-Comm Transit Solutions
Student-Friendly Part-Time E-commerce Delivery Specialist in
Winter Haven, FL
$3,200 - $4,800
Health Transit Logistics
Part-Time Medical & Pharmacy Package Courier(Winter Haven) | Part
Winter Haven, FL
$3,200 - $4,500
Uber Eats
Winter Haven Premium Delivery Driver($4.5k-$7k/Month) | Hiring
Winter Haven, FL
$4,500 - $7,000
Last updated: May 15, 2026