Delivery Driver Jobs in Winter Park, FL — Now Hiring

As of May 2026, there are 47 delivery driver openings in Winter Park, FL. Local pay ranges from $500 to $8,500/year. Listings are updated daily — benefits start Day 1 for most positions.

Uber

Immediate Opening in Winter Park for a Uberx Driver | Hiring

Winter Park, FL

$2,640 - $4,400

Heavy Route Couriers

Dedicated Route Freight Courier (Cargo Van)

Winter Park, FL

$4,000 - $6,000

Healthway Logistics

Independent Medical Specimen Courier

Winter Park, FL

$3,000 - $5,000

Uber

Apply Now:Campus Area Ubereats Driver in Winter Park | Hiring

Winter Park, FL

$2,600 - $4,800

Secure Legal Logistics

Legal & Secure Document Courier

Winter Park, FL

$3,675 - $5,775

United Parcel Service (UPS)

UPS Package Delivery Driver(Logistics And Transportation)Vacancy in

Winter Park, FL

$4,000 - $7,500

Secure Document Couriers

Winter Park Independent Contractor Driver-Night Shift Legal/document

Winter Park, FL

$2,800 - $5,000

Uber

Night Shift Ubereats Courier Position in Winter Park | Hiring

Winter Park, FL

$2,800 - $4,800

Auto Logistics Pros

Auto Logistics Pros Needs Independent Contractor Driver-Auto Parts

Winter Park, FL

$2,800 - $4,800

Uber

Flexible Ubereats Bicycle & Scooter Courier in Winter Park,FL

Winter Park, FL

$2,500 - $4,500

Night Owl Expedite

Overnight Regional Expedite Courier (Hot Shot)

Winter Park, FL

$3,800 - $5,800

Local Logistics Network

Winter Park Independent Contractor Driver-Medical

Winter Park, FL

$3,300 - $5,500

Delivery Driver Jobs in Winter Park — FAQ

How many delivery driver jobs are open in Winter Park, FL?
There are currently 47+ 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 47+ 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

844 open positions

Delivery Driver Jobs in Columbus

653 open positions

Delivery Driver Jobs in Columbia

603 open positions

Delivery Driver Jobs in Lakewood

603 open positions

Delivery Driver Jobs in Greenville

569 open positions

Delivery Driver Jobs in Bloomington

553 open positions

Delivery Driver Jobs in Auburn

531 open positions

Delivery Driver Jobs in Franklin

527 open positions

Delivery Driver Jobs in Albany

510 open positions

Delivery Driver Jobs in Middletown

494 open positions

Other Driving Jobs in Winter Park

Other Driving Jobs in Winter Park

2 open positions

Warehouse Jobs in Winter Park

1 open positions

Last updated: May 03, 2026