Driving Jobs in Winter Garden, FL — See Openings - Page 15
Driving companies hiring in Winter Garden, FL — 180+ open positions across CDL trucking, delivery, courier & more. Weekly pay, benefits available. Browse openings in Winter Garden.
E-Comm Transit Solutions
Part-Time E-commerce Delivery Specialist at E-comm Transit
Winter Garden, FL
$3,584 - $5,376
Local Logistics Pros
Student-Friendly Part-Time Local Package Delivery Driver in
Winter Garden, FL
$3,150 - $4,725
Healthway Logistics
Independent Medical Specimen Courier
Winter Garden, FL
$3,000 - $5,000
Metro Pedal Express
Urban Bicycle Courier (Downtown Dispatch)
Winter Garden, FL
$2,500 - $4,000
Corporate Transit Solutions
B2B Corporate Route Courier
Winter Garden, FL
$3,040 - $4,275
Secure Legal Logistics
Legal & Secure Document Courier
Winter Garden, FL
$3,500 - $5,500
Task & Dash Couriers
On-Demand Local Courier (Gig Economy)
Winter Garden, FL
$2,000 - $4,000
Heavy Route Couriers
Dedicated Route Freight Courier (Cargo Van)
Winter Garden, FL
$4,000 - $6,000
Night Owl Expedite
Overnight Regional Expedite Courier (Hot Shot)
Winter Garden, FL
$3,610 - $5,510
Mechanic's Choice Transport
Automotive Parts Courier
Winter Garden, FL
$2,800 - $4,200
CareDrop Couriers
Pharmacy Delivery Courier (Last-Mile Healthcare)
Winter Garden, FL
$3,150 - $4,725
Elite Hand Courier
White-Glove Specialty Courier
Winter Garden, FL
$4,200 - $6,825
Last updated: May 13, 2026