Delivery Driver Jobs in Winter Park, FL — Open Positions

As of April 2026, there are 30 delivery driver openings in Winter Park, FL. Local pay ranges from $840 to $8,500/year. Listings are updated daily — benefits start Day 1 for most positions.

Corporate Catering Couriers

Winter Park-based Independent Contractor Driver-Catering Logistics

Winter Park, FL

$3,500 - $6,000

Grubhub

Campus Area Grubhub Driver

Winter Park, FL

$2,366 - $4,368

Grubhub

Grubhub Large Order Delivery Driver

Winter Park, FL

$3,500 - $6,000

Grubhub

Grubhub Bicycle & Scooter Courier

Winter Park, FL

$2,800 - $5,040

Urban Pedal Logistics

Work in Winter Park:Independent Contractor Driver-Urban E-bike/scooter

Winter Park, FL

$2,500 - $4,500

Final Mile Delivery Co.

Winter Park Career:Independent Contractor Driver-Final Mile Parcel at

Winter Park, FL

$3,000 - $5,500

Wholesale Transit Partners

Driver Opportunity needed in Winter Park(Apply Now)

Winter Park, FL

$3,040 - $5,225

Grubhub

Early Morning Grubhub Driver

Winter Park, FL

$1,870 - $3,230

Local Shopper Partners

Urgent Hire in Winter Park:Courier

Winter Park, FL

$1,900 - $3,325

Auto Logistics Pros

Apply Now:Independent Contractor Driver-Auto Parts Courier in Winter

Winter Park, FL

$2,800 - $4,800

Grubhub

Grubhub Shop and Pay Driver

Winter Park, FL

$2,800 - $4,800

Morning Express Couriers

Weekend Shift:Driver Opportunity-Winter Park

Winter Park, FL

$2,200 - $3,800

Delivery Driver Jobs in Winter Park — FAQ

How many delivery driver jobs are open in Winter Park, FL?
There are currently 30+ delivery driver positions in Winter Park, FL. New delivery driver roles are added regularly — check this page for the latest openings.
How much do delivery driver jobs pay in Winter Park?
Delivery Driver pay in Winter Park 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 Park require experience?
Many delivery driver positions in Winter Park 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 Park?
Browse the 30+ 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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Last updated: April 26, 2026