A large, historic building with a symmetrical facade, green shutters, and a central entrance with steps leading up to it.

Cheap flights to Dutchess County

View €49 flight on Fri, 25 Sept 2026Opens in a new window

Popular airlines to Dutchess County

  • JetBlue Airways

  • American Airlines

  • Delta

  • Alaska Airlines

  • British Airways

  • Lufthansa

  • KLM

  • Be in the know

    Get alerts if flight prices drop or rise*

  • Book smarter

    Save up to 15% on select hotels after you book a flight*

  • Earn twice

    Earn your airline miles on top of our rewards
    Sign in

Cheap round-trip flights to Dutchess County

Prices were available within the past 7 days and start at €49 for one-way flights and €110 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Breeze Airways
Breeze Airways
Breeze Airways
Breeze Airways
Breeze Airways
Breeze Airways
Breeze Airways
Breeze Airways
Breeze Airways
Breeze Airways

Trending flights to Dutchess County

These prices were available within the past 7 days. Prices quoted are per person, return, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines

Frequently asked questions

How do I find cheap flights to Dutchess County that have flexible change policies?
We know that plans can change from one minute to the next, so choosing a flexible ticket with Expedia is always a clever idea. Tick the "No change fee" box directly below the "Flexible change policies" filter. Your low-cost, flexible flight to Dutchess County is just a few clicks away.
Which airlines fly to Dutchess County?
When it's time for a well-earned break, these popular airlines will make travelling to Dutchess County a breeze:
  • Allegiant Air - 17 flights to or near Dutchess County each month, including 17 flights to Stewart Intl. Airport (SWF) per month.
  • Frontier Airlines - 8 flights to or near Dutchess County each month, including 8 flights to Stewart Intl. Airport (SWF) per month.
How can I find cheap tickets to Dutchess County?
You'll always pick up an unbeatable deal with Expedia, but our "flexible dates" search function makes it that much easier. Enter your preferred travel date, then click on the flexible dates link above to see a list of prices for nearby days. €110 was the best price for a flight to Dutchess County in the last seven days.
How much is a flight to Dutchess County?
There were loads of inexpensive fares up for grabs in the last seven days, with the price of a return ticket to Dutchess County varying between €110 and €595. Many lucky holiday makers scored one-way flights from Charleston (CHS) for just €49.
What are the most popular airports to fly into in Dutchess County?
Get set to pack your bags and fly into Stewart Intl. Airport (SWF), Dutchess County's major flight hub. Book a seat on one of the 26 flights that touch down at this popular destination every month.
How much is a plane ticket to Dutchess County?
In the last seven days, plane tickets to Dutchess County cost between €110 and €595. Prices tend to rise over time, so find a bargain today.
What is the best time to go to Dutchess County?
A terrific time to head to Poughkeepsie is after June 20 when the summer season starts. In Dutchess County's most populous city, average temperatures vary from 16ºC to 27ºC during this time — perfect weather for seeing the sights! June, July and August are the most popular months for tourists.
What months are the cheapest to book a flight to Dutchess County?
February is the best month to book your Dutchess County break. Airfares are priciest throughout the busy month of December, so steer clear of this time if you can.

Book with confidence

About Dutchess County

Expedia offers flights to Dutchess County to meet every traveller's needs. Whatever your flight need - Expedia has the flight for you. So choose from flights to Dutchess County or destinations around the world and discover how easy it is to make your flight reservations on Expedia.
About Dutchess County
*Available to Expedia members.