Delivery Driver Jobs in Winter Park, FL — See Openings

As of March 2026, there are 29 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.

Grubhub

Early Morning Grubhub Driver

Winter Park, FL

$1,870 - $3,230

Grubhub

Campus Area Grubhub Driver

Winter Park, FL

$2,600 - $4,800

Grubhub

Part-Time Grubhub Driver (Lunch Rush)

Winter Park, FL

$800 - $1,800

Grubhub

Suburban Route Grubhub Driver

Winter Park, FL

$2,208 - $3,864

Grubhub

Grubhub Bicycle & Scooter Courier

Winter Park, FL

$2,625 - $4,725

Grubhub

Night Shift Grubhub Courier

Winter Park, FL

$2,380 - $4,080

Grubhub

Grubhub Shop and Pay Driver

Winter Park, FL

$2,548 - $4,368

Grubhub

Weekend Grubhub Delivery Professional

Winter Park, FL

$2,200 - $3,800

Grubhub

Grubhub Large Order Delivery Driver

Winter Park, FL

$2,975 - $5,100

Grubhub

Grubhub Delivery Driver

Winter Park, FL

$2,875 - $5,175

Uber

Join Team:Connect Package Delivery Driver(Flexible,Winter Park)

Winter Park, FL

$2,730 - $5,005

Uber

Campus Area Ubereats Driver(Gig)-Winter Park

Winter Park, FL

$2,912 - $5,376

Delivery Driver Jobs in Winter Park — FAQ

How many delivery driver jobs are open in Winter Park, FL?
There are currently 29+ 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 29+ 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

1 open positions

Last updated: March 13, 2026