Cheap Flights from Key West (EYW) to Poughkeepsie (POU)

Secure a cheap one-way flight or cheap return flight from Key West Intl. Airport (EYW) to Dutchess County Airport (POU) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to find our cheapest flight offers on this route.

is the least expensive month to fly from EYW to POU. Traveling during an off-peak travel window is often the key to scoring lower fares.

To find the cheapest airline that'll fly you from EYW to POU, use Expedia's filter tool. Customize your search based on your travel style, such as preferred carriers and number of stops. You can then sort your results by "Price (lowest to highest)" to see the most affordable options first.

There are no daily direct flights available from Key West Intl. Airport (EYW) to Dutchess County Airport (POU). But you can opt for flights with layovers. Filter your search on Expedia to include one or two stops, and you'll be soaring above the clouds in no time.

You'll typically find Tuesday the quietest day for flights, while Fridays are often the busiest.* However this can vary from season to season and during peak travel times or public holidays.

*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.

Select a flight from Key West Intl. Airport (EYW) to Dutchess County Airport (POU) that takes off before 3 PM to reduce the risk of cancellations. Later departures are on average 22% more likely to be canceled.*

*Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.

If you're flying on a direct flight from Key West Intl. Airport (EYW) to Wappingers Falls, LaGuardia Airport (LGA) is the only airport you can land at.

Booking your plane ticket from EYW to POU right before your journey is usually more expensive. However, if you're flexible with your itinerary, you could grab a cheap last-minute fare.

Compared with arranging flights and hotels separately, booking an EYW to POU flight and hotel package with Expedia could lead to significant savings. Better yet, managing everything in one place takes the hassle out of planning your trip. Just secure your flights and choose from our wide range of stays, then tailor your trip with other add-ons like tours, activities and car rentals.

If you reserved your EYW to POU flight in the last 24 hours, you may be able to modify or cancel it at no cost. Depending on the airline and the ticket type you purchased, additional charges may apply for changes beyond that time. Airline policies and contact information can be found in your itinerary or confirmation email. Or, visit our Customer Service portal if you'd like more information.