Cheap Flights from Oakland (OAK) to Poughkeepsie (POU)

Popular airlines from Oakland Intl. Airport (OAK) to Poughkeepsie, NY (POU-Dutchess County)

Frequently asked questions

How much does a flight from Oakland Intl. Airport (OAK) to Dutchess County Airport (POU) cost?
Get a cheap one-way flight or cheap return flight from Oakland Intl. Airport (OAK) to Dutchess County Airport (POU) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to see our cheapest flight offers on this route.
What is the cheapest month to fly from Oakland Intl. Airport (OAK) to Dutchess County Airport (POU)?
Planning your trip for is a great way to save, as it's the cheapest month for flights between OAK and POU. You'll typically find the lowest fares during off-peak months.
What is the cheapest airline that flies from Oakland Intl. Airport (OAK) to Dutchess County Airport (POU)?
Expedia's filter tool lets you easily compare different airlines, travel time and fares all in one place. Select your preferences, then sort by "Price (lowest to highest)" to see which carrier offers the cheapest OAK to POU flight.
How many flights per day from Oakland Intl. Airport (OAK) to Dutchess County Airport (POU)?
You'll need to take a flight with a layover if you're traveling from Oakland Intl. Airport (OAK) to Dutchess County Airport (POU). Direct flights don't operate daily on this route. However, just 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 OAK to POU?
You'll typically find Tuesday the quietest day for flights, while Fridays tend to be 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 Oakland Intl. Airport (OAK) to Dutchess County Airport (POU)?
Select a flight from Oakland Intl. Airport (OAK) to Dutchess County Airport (POU) that leaves before 3 PM to reduce the likelihood of delays and cancellations. Departures after this time have a 22% higher chance of being canceled, on average.**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.
Is it cheaper to buy a plane ticket from Oakland Intl. Airport (OAK) to Dutchess County Airport (POU) last-minute?
Waiting until just before your departure to book a flight from OAK to POU often results in higher prices. While you may find some last-minute offers, they aren't always guaranteed. Be flexible with your travel plans for a better chance of landing a bargain.
Is it cheaper to book an OAK to POU flight and hotel package?
Compared with arranging hotels and flights separately, booking an OAK to POU flight and hotel package with Expedia could result in significant savings. Better still, having it all in one place takes the hassle out of planning your trip. Simply pick your flights and choose from our wide range of hotels, then tailor your trip with other add-ons like tours, activities and car rentals.
Can I cancel or change the date of my flight from Oakland Intl. Airport (OAK) to Dutchess County Airport (POU)?
Typically, you can cancel or modify your OAK to POU flight. However, additional fees may apply, especially if you made your booking over 24 hours ago. Double-check your itinerary for the airline's rules and fees on flight changes, or if you want further information, head to our Customer Service portal.

Travel information

Origin airport
Oakland Intl.
Destination airport
Dutchess County
Distance
2550 mi

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Oakland to Poughkeepsie Flights

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

 

The best time to book a flight from Oakland to Poughkeepsie

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

 

Oakland to Poughkeepsie Flights

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*Available to One Key members.