Cheap flights to Dutchess County

View €53 flight on Thu, 17 Sept 2026Opens in a new window

Popular airlines to Dutchess County

  • JetBlue Airways

  • American Airlines

  • Delta

  • Alaska Airlines

  • British Airways

  • KLM

  • Lufthansa

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Cheap round-trip flights to Dutchess County

Prices were available within the past 7 days and start at €53 for one-way flights and €183 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

JetBlue Airways
Mon, 27 Jul - Tue, 28 Jul
MCO
Orlando
HPN
White Plains
€183 Return, found 1 day ago
€183
Return
found 1 day ago
Select JetBlue Airways flight, departing Mon, 27 Jul from Orlando to White Plains, returning Tue, 28 Jul, priced at €183 found 1 day ago
Breeze Airways
Fri, 21 Aug - Sun, 23 Aug
MCO
Orlando
SWF
Newburgh
€184 Return, found 5 days ago
€184
Return
found 5 days ago
Select Breeze Airways flight, departing Fri, 21 Aug from Orlando to Newburgh, returning Sun, 23 Aug, priced at €184 found 5 days ago
JetBlue Airways
Mon, 27 Jul - Tue, 28 Jul
MCO
Orlando
HPN
White Plains
€190 Return, found 1 day ago
€190
Return
found 1 day ago
Select JetBlue Airways flight, departing Mon, 27 Jul from Orlando to White Plains, returning Tue, 28 Jul, priced at €190 found 1 day ago
American Airlines
Mon, 27 Jul - Tue, 28 Jul
MCO
Orlando
HPN
White Plains
€192 Return, found 1 day ago
€192
Return
found 1 day ago
Select American Airlines flight, departing Mon, 27 Jul from Orlando to White Plains, returning Tue, 28 Jul, priced at €192 found 1 day ago
Breeze Airways
Wed, 11 Nov - Wed, 18 Nov
MCO
Orlando
SWF
Newburgh
€193 Return, found 2 days ago
€193
Return
found 2 days ago
Select Breeze Airways flight, departing Wed, 11 Nov from Orlando to Newburgh, returning Wed, 18 Nov, priced at €193 found 2 days ago
JetBlue Airways
Mon, 27 Jul - Tue, 28 Jul
MCO
Orlando
HPN
White Plains
€199 Return, found 1 day ago
€199
Return
found 1 day ago
Select JetBlue Airways flight, departing Mon, 27 Jul from Orlando to White Plains, returning Tue, 28 Jul, priced at €199 found 1 day ago
Breeze Airways
Thu, 13 Aug - Mon, 17 Aug
MCO
Orlando
SWF
Newburgh
€201 Return, found 7 hours ago
€201
Return
found 7 hours ago
Select Breeze Airways flight, departing Thu, 13 Aug from Orlando to Newburgh, returning Mon, 17 Aug, priced at €201 found 7 hours ago
JetBlue Airways
Mon, 27 Jul - Tue, 28 Jul
MCO
Orlando
HPN
White Plains
€202 Return, found 1 day ago
€202
Return
found 1 day ago
Select JetBlue Airways flight, departing Mon, 27 Jul from Orlando to White Plains, returning Tue, 28 Jul, priced at €202 found 1 day ago
Breeze Airways
Mon, 27 Jul - Tue, 28 Jul
MCO
Orlando
HPN
White Plains
€204 Return, found 1 day ago
€204
Return
found 1 day ago
Select Breeze Airways flight, departing Mon, 27 Jul from Orlando to White Plains, returning Tue, 28 Jul, priced at €204 found 1 day ago
Delta
Mon, 27 Jul - Tue, 28 Jul
MCO
Orlando
HPN
White Plains
€214 Return, found 1 day ago
€214
Return
found 1 day ago
Select Delta flight, departing Mon, 27 Jul from Orlando to White Plains, returning Tue, 28 Jul, priced at €214 found 1 day ago

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.

Iberia
Sat, 8 Aug - Sat, 15 Aug
DUB
Dublin
HPN
White Plains
€716 Return, found 13 hours ago
€716
Return
found 13 hours ago
Select Iberia flight, departing Sat, 8 Aug from Dublin to White Plains, returning Sat, 15 Aug, priced at €716 found 13 hours ago

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. €183 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 €183 and €795. Many lucky holiday makers scored one-way flights from Orlando (MCO) for just €53.
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 €183 and €795. 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
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