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

As of April 2026, there are 43 delivery driver openings in Winter Park, FL. Local pay ranges from $500 to $9,775/year. Listings are updated daily — benefits start Day 1 for most positions.

Uber

Winter Park Ubereats Bicycle & Scooter Courier(Gig)

Winter Park, FL

$2,625 - $4,725

Uber

Recent Job:Ubereats Large Order Delivery Driver

Winter Park, FL

$3,080 - $5,280

Shipt

[Part-Time] Driver Opportunity-Winter Park

Winter Park, FL

$2,500 - $4,500

Lyft

Apply Now in Winter Park:Event Rideshare Driver | Hiring

Winter Park, FL

$2,800 - $5,000

Grubhub

Grubhub Delivery Driver

Winter Park, FL

$2,875 - $5,175

Uber

Winter Park Contract:Night Shift Ubereats Courier

Winter Park, FL

$2,940 - $5,040

Local Merchant Delivery Network

Independent Contractor Driver - Early Morning Bakery/Floral

Winter Park, FL

$2,184 - $3,822

Uber

Winter Park Rideshare Driver with $3k-$5k/Month Pay | Hiring

Winter Park, FL

$3,000 - $5,000

Grubhub

Grubhub Bicycle & Scooter Courier

Winter Park, FL

$2,625 - $4,725

Urban Pedal Logistics

Independent Contractor Driver - Urban E-Bike/Scooter Courier

Winter Park, FL

$2,500 - $4,500

Uber

Ubereats Delivery Driver(Gig)-Winter Park

Winter Park, FL

$2,500 - $4,500

Grubhub

Suburban Route Grubhub Driver

Winter Park, FL

$2,208 - $3,864

Delivery Driver Jobs in Winter Park — FAQ

How many delivery driver jobs are open in Winter Park, FL?
There are currently 43+ 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 43+ 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.

Delivery Driver Jobs in Other Cities

Delivery Driver Jobs in Springfield

947 open positions

Delivery Driver Jobs in Columbus

696 open positions

Delivery Driver Jobs in Columbia

661 open positions

Delivery Driver Jobs in Lakewood

649 open positions

Delivery Driver Jobs in Bloomington

611 open positions

Delivery Driver Jobs in Greenville

592 open positions

Delivery Driver Jobs in Albany

567 open positions

Delivery Driver Jobs in Franklin

557 open positions

Delivery Driver Jobs in Auburn

551 open positions

Delivery Driver Jobs in Long Beach

519 open positions

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: April 17, 2026