Cheap Flights from Madison (MSN) to Poughkeepsie (POU)

Popular airlines from Dane County Regional Airport (MSN) to Poughkeepsie, NY (POU-Dutchess County)

Alternative airports near Poughkeepsie

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to Stewart Intl. SWF. Cheapest option available. Average driving time to city center is 33 minutes. Flights from $1,156
SWF
Stewart Intl.
Cheapest
Average driving time to city center33 min
Flights from $1,156

Frequently asked questions

How much does a flight from Dane County Regional Airport (MSN) to Dutchess County Airport (POU) cost?
Snag a cheap one-way flight or cheap return flight from Dane County Regional Airport (MSN) to Dutchess County Airport (POU) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to see our cheapest flight deals on this route.
What is the cheapest month to fly from Dane County Regional Airport (MSN) to Dutchess County Airport (POU)?
is the cheapest month to fly from MSN to POU. Traveling during an off-peak travel window is often the key to finding better fares.
What is the cheapest airline that flies from Dane County Regional Airport (MSN) to Dutchess County Airport (POU)?
Use the filter tool on Expedia to compare different airlines and find the cheapest carrier that'll take you from MSN to POU. Then, sort your results by "Price (lowest to highest)" to snag a good deal.
How many flights per day from Dane County Regional Airport (MSN) to Dutchess County Airport (POU)?
You'll need to take a flight with a layover if you're traveling from Dane County Regional Airport (MSN) to Dutchess County Airport (POU). Direct flights don't operate daily on this route. However, simply filter your search to include one or more stops to discover the best option for your trip.
What day of the week has the most flights from MSN to POU?
You'll usually find Tuesday the quietest day for flights, while Fridays tend to be 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.
What is the best time to fly from Dane County Regional Airport (MSN) to Dutchess County Airport (POU)?
To arrive at Dutchess County Airport (POU) on time, choose a flight that leaves from Dane County Regional Airport (MSN) before 3 PM. The likelihood of cancellations is 22% higher, on average, for departures after this time.**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 Dane County Regional Airport (MSN)?
LaGuardia Airport (LGA) is the only airport in Wappingers Falls with direct flights from Dane County Regional Airport (MSN). Explore the options and find cheap fares on Expedia.
Is it cheaper to buy a plane ticket from Dane County Regional Airport (MSN) to Dutchess County Airport (POU) last-minute?
Holding off until just before your trip to book a flight from MSN to POU often results in higher prices. Although you may find some last-minute offers, they aren't always guaranteed. Keep your travel plans flexible to boost your chances of getting a bargain.
Is it cheaper to book a MSN to POU flight and hotel package?
Compared with arranging flights and hotels separately, booking a MSN to POU flight and hotel package with Expedia could result in significant savings. What's more, having everything in one convenient place will take the stress out of travel planning. Simply secure your flights and select from our wide range of hotels, then customize your trip with extras like car rentals and activities.
Can I cancel or change the date of my flight from Dane County Regional Airport (MSN) to Dutchess County Airport (POU)?
In most instances, you're able to reschedule or cancel your MSN to POU flight. However, additional fees may apply, especially if your booking was made more than 24 hours ago. Check your itinerary for the airline's policies and fees on flight changes, or if you need further details, visit our Customer Service portal.

Travel information

Origin airport
Dane County Regional
Destination airport
Dutchess County
Distance
794 mi

Book with confidence

Madison to Poughkeepsie Flights

The cheapest times to fly from Madison 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 Madison to Poughkeepsie are during the month of . You can find some of the cheapest flights from Madison to Poughkeepsie with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Madison to Poughkeepsie

Sunday is one of the best days to book for cheap flights from Madison 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 Madison 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 Madison 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 Madison 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 Madison 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.

 

Madison to Poughkeepsie Flights

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*Available to One Key members.