Delivery Driver Jobs in Winter Garden, FL — Start This Week

As of September 2026, there are 25 delivery driver openings in Winter Garden, FL. Local pay ranges from $14 to $8,075/year. Listings are updated daily — benefits start Day 1 for most positions.

Regional Expedite Logistics

Hiring in Winter Garden:Driver Opportunity(Part-Time)

Winter Garden, FL

$3,500 - $6,000

Urban Pedal Logistics

$40.50/hr Driver Opportunity-Winter Garden(PT)

Winter Garden, FL

$2,500 - $4,500

On-Demand Tasks Network

Evening Role:Driver Opportunity(Winter Garden)

Winter Garden, FL

$2,000 - $4,000

Heavy Freight Logistics

Driver Opportunity(Part-Time)@ Heavy Freight Logistics-Winter Garden

Winter Garden, FL

$4,750 - $8,075

Secure Document Couriers

Urgent Hire in Winter Garden:Driver Opportunity

Winter Garden, FL

$2,800 - $5,000

Local Merchant Delivery Network

Hiring in Winter Garden:Driver Opportunity(Part-Time)

Winter Garden, FL

$2,400 - $4,200

Corporate Catering Couriers

Weekend Shift:Driver Opportunity-Winter Garden

Winter Garden, FL

$3,500 - $6,000

Final Mile Delivery Co.

Winter Garden Needs:Driver Opportunity(Part-Time)

Winter Garden, FL

$2,850 - $5,225

Auto Logistics Pros

Weekend Shift:Driver Opportunity-Winter Garden

Winter Garden, FL

$2,940 - $5,040

Last Mile Logistics Network

Earn Extra Cash:Driver Opportunity(Winter Garden)

Winter Garden, FL

$2,800 - $5,000

US Auto Parts Logistics

Part-Time US Auto Parts-Hybrid Warehouse & Delivery Driver Job in

Winter Garden, FL

$3,200 - $4,800

Carquest Auto Parts

Part-Time Carquest Regional Parts Transfer Driver(Winter Garden)

Winter Garden, FL

$3,400 - $5,000

Delivery Driver Jobs in Winter Garden — FAQ

How many delivery driver jobs are open in Winter Garden, FL?
There are currently 25+ delivery driver positions in Winter Garden, FL. New delivery driver roles are added regularly — check this page for the latest openings.
How much do delivery driver jobs pay in Winter Garden?
Delivery Driver pay in Winter Garden varies by employer, route type, and experience level. Many positions offer shift differentials, mileage bonuses, and sign-on bonuses. Browse the listings above to see pay details for each opening.
Do delivery driver jobs in Winter Garden require experience?
Many delivery driver positions in Winter Garden welcome entry-level applicants. Employers like Amazon, FedEx, and UPS often provide paid training. CDL positions may require a valid commercial license — check individual listings for specific requirements.
How do I apply for delivery driver jobs in Winter Garden?
Browse the 25+ delivery driver listings above, click on any position for full details including pay, schedule, and requirements, then follow the application link. Most driving positions have a simple online application.

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Other Driving Jobs in Winter Garden

Cdl Driver Jobs in Winter Garden

13 open positions

Part-Time Driving Jobs in Winter Garden

1 open positions

DSP Driver Jobs in Winter Garden

1 open positions

Last updated: September 09, 2026