Driving Jobs in Winter Garden, FL — Immediate Openings - Page 5
80+ driving jobs in Winter Garden, FL hiring now — CDL, delivery driver, courier & more. $18–$90K+, many with benefits. See what's open in Winter Garden.
E-Comm Transit Solutions
Courier needed in Winter Garden(Apply Now)
Winter Garden, FL
$3,200 - $4,800
Local Logistics Pros
$43.25/hr Driver Opportunity-Winter Garden(PT)
Winter Garden, FL
$3,000 - $4,500
Regional Expedite Logistics
Independent Contractor Driver - Long Distance / Regional Courier
Winter Garden, FL
$3,920 - $6,720
Urban Pedal Logistics
Independent Contractor Driver - Urban E-Bike/Scooter Courier
Winter Garden, FL
$2,500 - $4,500
On-Demand Tasks Network
Independent Contractor Driver - On-Demand Errands (TaskRabbit/Roadie)
Winter Garden, FL
$2,200 - $4,400
Secure Document Couriers
Independent Contractor Driver - Night Shift Legal/Document Courier
Winter Garden, FL
$2,800 - $5,000
Heavy Freight Logistics
Independent Contractor Driver - Cargo Van / Box Truck Specialist
Winter Garden, FL
$4,600 - $7,820
Local Merchant Delivery Network
Independent Contractor Driver - Early Morning Bakery/Floral
Winter Garden, FL
$2,400 - $4,200
Corporate Catering Couriers
Independent Contractor Driver - Catering Logistics
Winter Garden, FL
$3,500 - $6,000
Final Mile Delivery Co.
Independent Contractor Driver - Final Mile Parcel
Winter Garden, FL
$3,449 - $6,324
Auto Logistics Pros
Independent Contractor Driver - Auto Parts Courier
Winter Garden, FL
$2,380 - $4,080
United Parcel Service (UPS)
UPS Package Delivery Driver
Winter Garden, FL
$4,600 - $8,625
Last updated: September 11, 2026