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Poughkeepsie

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Poughkeepsie Flights as Low as $122

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Breeze Airways
Thu, Jun 5 - Sun, Jun 8
MCO
Orlando Intl.
SWF
Stewart Intl.
$122 Roundtrip, found 2 days ago
$122
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Thu, Jun 5 from Orlando Intl. to Stewart Intl., returning Sun, Jun 8, priced at $122 found 2 days ago
Breeze Airways
Thu, Jun 5 - Sun, Jun 8
MCO
Orlando Intl.
SWF
Stewart Intl.
$127 Roundtrip, found 2 days ago
$127
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Thu, Jun 5 from Orlando Intl. to Stewart Intl., returning Sun, Jun 8, priced at $127 found 2 days ago
Breeze Airways
Thu, Apr 3 - Tue, Apr 8
MCO
Orlando Intl.
SWF
Stewart Intl.
$129 Roundtrip, found 4 days ago
$129
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Thu, Apr 3 from Orlando Intl. to Stewart Intl., returning Tue, Apr 8, priced at $129 found 4 days ago
Breeze Airways
Thu, Jun 5 - Sun, Jun 8
MCO
Orlando Intl.
SWF
Stewart Intl.
$132 Roundtrip, found 2 days ago
$132
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Thu, Jun 5 from Orlando Intl. to Stewart Intl., returning Sun, Jun 8, priced at $132 found 2 days ago
Breeze Airways
Thu, Jun 5 - Sun, Jun 8
MCO
Orlando Intl.
SWF
Stewart Intl.
$137 Roundtrip, found 2 days ago
$137
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Thu, Jun 5 from Orlando Intl. to Stewart Intl., returning Sun, Jun 8, priced at $137 found 2 days ago
Breeze Airways
Thu, Apr 3 - Tue, Apr 8
MCO
Orlando Intl.
SWF
Stewart Intl.
$139 Roundtrip, found 4 days ago
$139
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Thu, Apr 3 from Orlando Intl. to Stewart Intl., returning Tue, Apr 8, priced at $139 found 4 days ago
Breeze Airways
Fri, May 2 - Sun, May 4
MCO
Orlando Intl.
SWF
Stewart Intl.
$149 Roundtrip, found 1 day ago
$149
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Fri, May 2 from Orlando Intl. to Stewart Intl., returning Sun, May 4, priced at $149 found 1 day ago
Breeze Airways
Tue, Apr 1 - Tue, Apr 8
MCO
Orlando Intl.
SWF
Stewart Intl.
$149 Roundtrip, found 5 days ago
$149
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Tue, Apr 1 from Orlando Intl. to Stewart Intl., returning Tue, Apr 8, priced at $149 found 5 days ago
Breeze Airways
Fri, May 2 - Sun, May 4
MCO
Orlando Intl.
SWF
Stewart Intl.
$154 Roundtrip, found 1 day ago
$154
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Fri, May 2 from Orlando Intl. to Stewart Intl., returning Sun, May 4, priced at $154 found 1 day ago
Breeze Airways
Fri, May 2 - Sun, May 4
MCO
Orlando Intl.
SWF
Stewart Intl.
$154 Roundtrip, found 3 days ago
$154
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Fri, May 2 from Orlando Intl. to Stewart Intl., returning Sun, May 4, priced at $154 found 3 days ago
Breeze Airways
Fri, May 2 - Sun, May 4
MCO
Orlando Intl.
SWF
Stewart Intl.
$159 Roundtrip, found 1 day ago
$159
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Fri, May 2 from Orlando Intl. to Stewart Intl., returning Sun, May 4, priced at $159 found 1 day ago
Breeze Airways
Fri, May 2 - Sun, May 4
MCO
Orlando Intl.
SWF
Stewart Intl.
$159 Roundtrip, found 3 days ago
$159
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Fri, May 2 from Orlando Intl. to Stewart Intl., returning Sun, May 4, priced at $159 found 3 days ago
Breeze Airways
Fri, May 23 - Sun, May 25
MCO
Orlando Intl.
SWF
Stewart Intl.
$258 Roundtrip, found 3 days ago
$258
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Fri, May 23 from Orlando Intl. to Stewart Intl., returning Sun, May 25, priced at $258 found 3 days ago
Breeze Airways
Thu, Apr 10 - Tue, Apr 15
MCO
Orlando Intl.
SWF
Stewart Intl.
$262 Roundtrip, found 4 days ago
$262
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Thu, Apr 10 from Orlando Intl. to Stewart Intl., returning Tue, Apr 15, priced at $262 found 4 days ago
Breeze Airways
Fri, May 23 - Sun, May 25
MCO
Orlando Intl.
SWF
Stewart Intl.
$268 Roundtrip, found 3 days ago
$268
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Fri, May 23 from Orlando Intl. to Stewart Intl., returning Sun, May 25, priced at $268 found 3 days ago
Breeze Airways
Thu, Apr 10 - Tue, Apr 15
MCO
Orlando Intl.
SWF
Stewart Intl.
$272 Roundtrip, found 4 days ago
$272
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Thu, Apr 10 from Orlando Intl. to Stewart Intl., returning Tue, Apr 15, priced at $272 found 4 days ago

Cheap Flights to Poughkeepsie

Fall in love at first flight with your vacation to Poughkeepsie by saving a ton of cash on your last-minute cheap flight. There’s no more scouring the internet for a good deal—book your flight to Poughkeepsie on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Poughkeepsie, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Poughkeepsie

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Poughkeepsie with a tiny bag of pretzels in your hand before you can say “tray tables in the upright position”—and for a ticket price that works for your vacay budget.

So all you have to worry about is where you’re headed after the POU airport.

What is the cheapest month to fly to Poughkeepsie?

Airline ticket prices fluctuate all the time, depending on the day of the week or the month of the year. The cheapest round trip flights to Poughkeepsie are in June, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Poughkeepsie?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 16 to choose from for your flight to Poughkeepsie.

What airport is best to fly into Poughkeepsie?

When you’re planning your trip to Poughkeepsie, convenience is the name of the game. Luckily, Poughkeepsie Stewart Intl. Airport is nearby so you can deplane and get going on checking off everything on your Poughkeepsie must-do list.

How much are flights to Poughkeepsie?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Poughkeepsie on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $122, you’ll have leftover cash for at least a magazine and a bottle of water at the airport book store.

How to get cheap flights to Poughkeepsie?

The trick to saving a stack of cash on your flight to Poughkeepsie? Snatch up that Hotwire flight deal when you see a killer rate because it could be gone in a flash. And with flights as low as $122 right now, why wait?

Poughkeepsie Flight Information
Destination airport
Westchester County
Destination airport IATA code
HPN
Roundtrip price
$226

Last Minute Hotel Deals in Poughkeepsie

Hyatt Place Poughkeepsie / Hudson Valley
Hyatt Place Poughkeepsie / Hudson Valley
3 out of 5
2165 South Road, Poughkeepsie, NY
The price is $137 per night from Apr 6 to Apr 7
$137
includes taxes & fees
Apr 6 - Apr 7
Stay at this 3-star business-friendly hotel in Poughkeepsie. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.6/10 Excellent! (1,001 reviews)
"Affordable and modern. Nice pool!"

Reviewed on Mar 28, 2025

Hyatt Place Poughkeepsie / Hudson Valley
DoubleTree by Hilton Poughkeepsie
DoubleTree by Hilton Poughkeepsie
4 out of 5
40 Civic Center Plz, Poughkeepsie, NY
The price is $134 per night from Apr 20 to Apr 21
$134
includes taxes & fees
Apr 20 - Apr 21
Stay at this 4-star business-friendly hotel in Poughkeepsie. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the ...
8.2/10 Very Good! (1,006 reviews)
"Very clean and great customer service."

Reviewed on Mar 29, 2025

DoubleTree by Hilton Poughkeepsie
Courtyard by Marriott Poughkeepsie
Courtyard by Marriott Poughkeepsie
3 out of 5
2641 South Road/Route 9, Poughkeepsie, NY
The price is $119 per night from Apr 20 to Apr 21
$119
includes taxes & fees
Apr 20 - Apr 21
Book a stay at this business-friendly hotel in Poughkeepsie. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
8.6/10 Excellent! (1,000 reviews)
"The gentleman that checked us in also was around at the time we needed help using our cardkey to get in our room. He was very friendly and helpful!"

Reviewed on Mar 20, 2025

Courtyard by Marriott Poughkeepsie
Homewood Suites by Hilton Poughkeepsie
Homewood Suites by Hilton Poughkeepsie
3 out of 5
900 Thomas Watson Dr, Poughkeepsie, NY
The price is $157 per night from Apr 6 to Apr 7
$157
includes taxes & fees
Apr 6 - Apr 7
Stay at this 3-star business-friendly hotel in Poughkeepsie. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9.4/10 Exceptional! (894 reviews)
"Amazing place"

Reviewed on Mar 25, 2025

Homewood Suites by Hilton Poughkeepsie
Holiday Inn Express Poughkeepsie by IHG
Holiday Inn Express Poughkeepsie by IHG
2.5 out of 5
2750 South Road, Poughkeepsie, NY
The price is $122 per night from Apr 30 to May 1
$122
includes taxes & fees
Apr 30 - May 1
Stay at this hotel in Poughkeepsie. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
8.6/10 Excellent! (1,002 reviews)
"Very Nice"

Reviewed on Mar 18, 2025

Holiday Inn Express Poughkeepsie by IHG
Home2 Suites By Hilton Poughkeepsie
Home2 Suites By Hilton Poughkeepsie
3 out of 5
2619 South Road, Poughkeepsie, NY
The price is $139 per night from Apr 6 to Apr 7
$139
includes taxes & fees
Apr 6 - Apr 7
Stay at this 3-star business-friendly hotel in Poughkeepsie. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Locust Grove and McCann Golf ...
9.2/10 Wonderful! (232 reviews)
"Very clean staff was extremely nice"

Reviewed on Mar 25, 2025

Home2 Suites By Hilton Poughkeepsie
Quality Inn Poughkeepsie
Quality Inn Poughkeepsie
2.5 out of 5
536 Haight Ave, Building A, Poughkeepsie, NY
The price is $127 per night from Apr 1 to Apr 2
$127
includes taxes & fees
Apr 1 - Apr 2
Book a stay at this business-friendly hotel in Poughkeepsie. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
7.8/10 Good! (329 reviews)
"Everyone in the office was great. Ease of checking in was fantastic. Had to ask house keeper for towels because there wasnt any in room. Language barrier was a issue and had to wait a few hours to get them. Some of the other guests there are iffy. Floors should definitely be mopped. Dont wear white ..."

Reviewed on Mar 30, 2025

Quality Inn Poughkeepsie
The Heartwood
The Heartwood
2.5 out of 5
165 College Avenue, Poughkeepsie, NY
The price is $208 per night from Apr 1 to Apr 2
$208
includes taxes & fees
Apr 1 - Apr 2
Book a stay at this business-friendly hotel in Poughkeepsie. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Frances Lehman Loeb Art Center ...
9.8/10 Exceptional! (118 reviews)
"Lovely place in the heart of Vassar College."

Reviewed on Mar 29, 2025

The Heartwood
See all 2,418 properties in Poughkeepsie
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.