Delivery Driver Jobs in Winter Garden, FL — Apply Today - Page 12
137+ open delivery driver roles in Winter Garden, FL. Weekly pay, health insurance, no experience needed for many positions. See what's available in Winter Garden now.
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
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Last updated: May 13, 2026