No direct train; you would need to travel to NYC to catch an Amtrak train.

How long is the flight?

Usually 5 hours with a connection.

Yes, the highways are toll roads.

What is the best route?

I-95 South is the standard route.

New Windsor

Flight Driving

New Windsor to Orlando

Updated: 31 May 2026

The journey from New Windsor to Orlando is approximately 1,100 miles. You can drive via I-95, which takes about 17 hours, or fly from Stewart International Airport (SWF) to Orlando (MCO) with a connection. Orlando is a major commercial and tourist hub in Florida. This route offers a transition from the Hudson Valley to the theme park capital of the world. Traffic can be heavy near the Orlando interchanges.

Total Distance: Driving distance 1,800 km, straight-line air distance 1,600 km.

Fastest Way

Flying is the fastest, taking about 5 hours total.

Cheapest Way

Driving is the most cost-effective for multiple passengers.

Compare New Windsor to Orlando Routes

	Flight Connecting	Driving Direct
Duration	5 hours (including connection)	17 hours
Avg Price	$200-$400	$200-$300 in fuel
Operator	American Airlines	Personal Vehicle
Route	SWF to MCO via Philadelphia or Charlotte.	I-95 South.
Tip	Book your flight in advance for the best rates.	The drive is very long; plan for multiple overnight stops.

Travel Tips

Flight Booking
Use the Stewart International Airport website to check flight schedules.
Traffic Alerts
Use Waze or Google Maps to monitor traffic in Orlando.
Parking
Orlando has several municipal parking garages near the downtown area.
Public Transit
The Lynx bus system is the best way to get around Orlando.
Weather
Orlando weather can be hot and humid; pack accordingly.