Delivery Driver Jobs in Winter Park, FL — Now Hiring

As of March 2026, there are 33 delivery driver openings in Winter Park, FL. Local pay ranges from $500 to $7,500/year. Listings are updated daily — benefits start Day 1 for most positions.

Lyft

Apply Now in Winter Park:Event Rideshare Driver | Hiring

Winter Park, FL

$2,800 - $5,000

Grubhub

Campus Area Grubhub Driver

Winter Park, FL

$2,600 - $4,800

Uber

Recent Job:Ubereats Large Order Delivery Driver

Winter Park, FL

$3,080 - $5,280

Grubhub

Grubhub Shop and Pay Driver

Winter Park, FL

$2,548 - $4,368

Grubhub

Grubhub Delivery Driver

Winter Park, FL

$2,875 - $5,175

Uber

Winter Park Ubereats Bicycle & Scooter Courier(Gig)

Winter Park, FL

$2,625 - $4,725

Uber

Campus Area Ubereats Driver(Gig)-Winter Park

Winter Park, FL

$2,912 - $5,376

Lyft

Lyft is hiring a Part-time Rideshare Driver in Winter Park | Apply Now

Winter Park, FL

$500 - $1,500

Grubhub

Night Shift Grubhub Courier

Winter Park, FL

$2,380 - $4,080

Uber

Part-time Ubereats Driver(lunch Rush)|Flexible|Winter Park

Winter Park, FL

$840 - $1,890

Uber

$3k-$5.5k/Month EV Rideshare Driver job in Winter Park | Hiring

Winter Park, FL

$3,000 - $5,500

Uber

Winter Park Contractor Role:Suburban Route Ubereats Driver

Winter Park, FL

$2,400 - $4,200

Delivery Driver Jobs in Winter Park — FAQ

How many delivery driver jobs are open in Winter Park, FL?
There are currently 33+ 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 33+ 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 Park

Other Driving Jobs in Winter Park

4 open positions

Part-Time Driving Jobs in Winter Park

1 open positions

Weekend Driving Jobs in Winter Park

1 open positions

Warehouse Jobs in Winter Park

1 open positions

Last updated: March 15, 2026