Driving Jobs in Winter Garden, FL — See Openings - Page 18

Driving companies hiring in Winter Garden, FL — 210+ open positions across CDL trucking, delivery, courier & more. Weekly pay, benefits available. Browse openings in Winter Garden.

Local Merchant Delivery Network

Early Morning Bakery/floral(Part-Time)-Winter Garden

Winter Garden, FL

$2,184 - $3,822

Secure Document Couriers

Winter Garden Hiring:Part-Time Night Shift Legal/document Courier

Winter Garden, FL

$2,800 - $5,000

Heavy Freight Logistics

Part-Time Cargo Van / Box Truck Specialist in Winter Garden

Winter Garden, FL

$4,250 - $7,225

On-Demand Tasks Network

Urgent Part-Time:Independent Contractor Driver-On-demand Errands

Winter Garden, FL

$2,200 - $4,400

Urban Pedal Logistics

Supplemental Income:Independent Contractor Driver-Urban

Winter Garden, FL

$2,500 - $4,500

Regional Expedite Logistics

Winter Garden Area Part-Time:Independent Contractor Driver-Long

Winter Garden, FL

$3,500 - $6,000

Last updated: September 27, 2026