Delivery Driver Jobs in Winter Park, FL — Hiring Now

As of May 2026, there are 38 delivery driver openings in Winter Park, FL. Local pay ranges from $14 to $118,800/year. Listings are updated daily — benefits start Day 1 for most positions.

Uber Eats

Uber Eats is hiring a Alcohol Delivery Driver in Winter Park | Apply

Winter Park, FL

$2,640 - $4,400

GoPuff

Immediate Opening in Winter Park for a Convenience Store Delivery

Winter Park, FL

$2,800 - $4,500

Urban Pedal Logistics

Winter Park,FL:Independent Contractor Driver-Urban E-bike/scooter

Winter Park, FL

$2,500 - $4,500

Secure Document Couriers

Independent Contractor Driver-Night Shift Legal/document

Winter Park, FL

$2,800 - $5,000

Instacart

Flexible Gig:Delivery Driver-Grocery Same Day Service(Winter Park)

Winter Park, FL

$16 - $23

Express Logistics

Delivery Driver-Full Time Local Routes Needed-Winter Park Area

Winter Park, FL

$19 - $24

Shipt

Immediate Opening in Winter Park for a Pharmacy Delivery Driver

Winter Park, FL

$3,410 - $5,720

Grubhub

Apply Now:Suburban Delivery Driver in Winter Park | Hiring

Winter Park, FL

$3,000 - $4,900

Regional Expedite Logistics

Winter Park Contractor Independent Contractor Driver-Long Distance /

Winter Park, FL

$3,500 - $6,000

DoorDash

Winter Park-based Delivery Driver-Food Delivery Part Time Evenings

Winter Park, FL

$15 - $22

Wayfair

Join Wayfair in Winter Park as a Delivery Driver-Furniture And

Winter Park, FL

$21 - $27

Auto Logistics Pros

Independent Contractor Driver-Auto Parts Courier|Winter Park,FL|Auto

Winter Park, FL

$2,800 - $4,800

Delivery Driver Jobs in Winter Park — FAQ

How many delivery driver jobs are open in Winter Park, FL?
There are currently 38+ 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 38+ 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

Cdl Driver Jobs in Winter Park

9 open positions

Other Driving Jobs in Winter Park

2 open positions

Yard Jockey Jobs in Winter Park

1 open positions

Last updated: May 14, 2026