Driving Jobs in Winter Garden, FL — Apply Today - Page 14

Driving companies hiring in Winter Garden, FL — 160+ open positions across CDL trucking, delivery, courier & more. Weekly pay, benefits available. Browse openings in Winter Garden.

PepsiCo

Winter Garden Flexible Role:Route Sales Delivery Driver

Winter Garden, FL

$4,500 - $7,000

XPO Logistics

Local City Driver(Gig)-Winter Garden

Winter Garden, FL

$5,000 - $8,000

Old Dominion Freight Line

Winter Garden Flexible Role:Old Dominion Linehaul Driver

Winter Garden, FL

$7,000 - $10,000

J.B. Hunt Transport

Winter Garden Contract:J.B. Hunt Regional Intermodal Driver

Winter Garden, FL

$5,500 - $8,500

Last updated: May 12, 2026