Cheap Flights from Boston (BOS) to Poughkeepsie (POU)

Popular airlines from Logan International Airport (BOS) to Poughkeepsie, NY (POU-Dutchess County)

  • notification illustration

    Be in the know

    Get alerts if flight prices drop or rise*
  • deals illustration

    Book smarter

    Save up to 30% on select hotels after you book a flight*
  • trophy illustration

    Earn twice

    Earn your airline miles on top of our OneKeyCash
    Learn about One Key

Frequently asked questions

How much does a flight from Logan Intl. Airport (BOS) to Dutchess County Airport (POU) cost?
Grab a cheap one-way flight or cheap return flight from Logan Intl. Airport (BOS) 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.
What is the cheapest month to fly from Logan Intl. Airport (BOS) to Dutchess County Airport (POU)?
The cheapest month to fly from BOS to POU is , when demand is low. Off-peak season is typically when airlines offer lower prices between these airports.
What is the cheapest airline that flies from Logan Intl. Airport (BOS) to Dutchess County Airport (POU)?
Use the filters on Expedia to compare airlines and find the most affordable carrier that'll take you from BOS to POU. Then, sort your results by "Price (lowest to highest)" to snag a great deal.
How many flights per day from Logan Intl. Airport (BOS) to Dutchess County Airport (POU)?
You'll have to book a flight with a layover if you're traveling from Logan Intl. Airport (BOS) to Dutchess County Airport (POU). There are no daily direct flights on this route. However, just filter your search to include one or more stops to find an option that works for you.
What day of the week has the most flights from BOS to POU?
You'll typically find Tuesday the quietest day for flights, while Fridays are often the busiest.* However this can change 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.
What is the best time to fly from Logan Intl. Airport (BOS) to Dutchess County Airport (POU)?
To touch down at Dutchess County Airport (POU) without delays, book a flight that leaves from Logan Intl. Airport (BOS) before 3 PM. The chance of cancellations is 22% higher, on average, for departures after this hour.**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.
What airports do you fly into for Wappingers Falls from Logan Intl. Airport (BOS)?
Browse your flight options from Logan Intl. Airport (BOS) to LaGuardia Airport (LGA). This is the only airport in Wappingers Falls you can jet into if you're taking a direct flight.
Is it cheaper to buy a plane ticket from Logan Intl. Airport (BOS) to Dutchess County Airport (POU) last-minute?
Last-minute bookings from BOS to POU are usually more expensive. To secure the best prices, start searching for flights early. That being said, if you're flexible with your travel plans, you may find a cheap ticket just before your departure.
Is it cheaper to book a BOS to POU flight and hotel package?
You'll typically save money by securing a BOS to POU flight and hotel package compared to booking separately. In fact, travelers could save hundreds of dollars by bundling with Expedia. And it's easy to manage it all in one convenient place. After selecting your preferred flights and accommodations, consider adding extras like car rentals, tours and activities.
Can I cancel or change the date of my flight from Logan Intl. Airport (BOS) to Dutchess County Airport (POU)?
Generally, it's possible to cancel or reschedule your BOS to POU flight. However, if it's been more than 24 hours since booking, additional charges may apply. Check your airline's policies in your itinerary to see what changes are possible and if any costs are involved. You'll also find further details on our Customer Service portal.

Travel information

Origin airport
Logan Intl.
Destination airport
Dutchess County
Distance
155 mi

Book with confidence

Boston to Poughkeepsie Flights

The cheapest times to fly from Boston to Poughkeepsie

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Boston to Poughkeepsie are during the month of . You can find some of the cheapest flights from Boston to Poughkeepsie with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Boston to Poughkeepsie

Sunday is one of the best days to book for cheap flights from Boston to Poughkeepsie: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Boston to Poughkeepsie

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Boston to Poughkeepsie in 2025. You can also book with separate airlines for your outbound and return journeys, from one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Boston to Poughkeepsie flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Boston to Poughkeepsie airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Boston to Poughkeepsie Flights

Explore a world of travel with Expedia

*Available to One Key members.