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Poughkeepsie

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Poughkeepsie Flights as Low as $149

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.
$149 Roundtrip, found 6 days ago
$149
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Thu, Jun 5 from Orlando Intl. to Stewart Intl., returning Sun, Jun 8, priced at $149 found 6 days ago
Breeze Airways
Thu, Jun 5 - Sun, Jun 8
MCO
Orlando Intl.
SWF
Stewart Intl.
$154 Roundtrip, found 6 days ago
$154
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Thu, Jun 5 from Orlando Intl. to Stewart Intl., returning Sun, Jun 8, priced at $154 found 6 days ago
Breeze Airways
Thu, Jun 5 - Sun, Jun 8
MCO
Orlando Intl.
SWF
Stewart Intl.
$159 Roundtrip, found 6 days ago
$159
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Thu, Jun 5 from Orlando Intl. to Stewart Intl., returning Sun, Jun 8, priced at $159 found 6 days ago
Breeze Airways
Sun, Jun 15 - Thu, Jun 19
MCO
Orlando Intl.
SWF
Stewart Intl.
$164 Roundtrip, found 20 hours ago
$164
Roundtrip
found 20 hours ago
Select Breeze Airways flight, departing Sun, Jun 15 from Orlando Intl. to Stewart Intl., returning Thu, Jun 19, priced at $164 found 20 hours ago
Breeze Airways
Sun, Jun 15 - Thu, Jun 19
MCO
Orlando Intl.
SWF
Stewart Intl.
$169 Roundtrip, found 20 hours ago
$169
Roundtrip
found 20 hours ago
Select Breeze Airways flight, departing Sun, Jun 15 from Orlando Intl. to Stewart Intl., returning Thu, Jun 19, priced at $169 found 20 hours ago
Breeze Airways
Sun, Jun 15 - Thu, Jun 19
MCO
Orlando Intl.
SWF
Stewart Intl.
$174 Roundtrip, found 20 hours ago
$174
Roundtrip
found 20 hours ago
Select Breeze Airways flight, departing Sun, Jun 15 from Orlando Intl. to Stewart Intl., returning Thu, Jun 19, priced at $174 found 20 hours ago
Breeze Airways
Fri, May 16 - Sun, May 18
MCO
Orlando Intl.
HPN
Westchester County
$178 Roundtrip, found 6 days ago
$178
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Fri, May 16 from Orlando Intl. to Westchester County, returning Sun, May 18, priced at $178 found 6 days ago
Breeze Airways
Fri, May 16 - Sun, May 18
MCO
Orlando Intl.
SWF
Stewart Intl.
$183 Roundtrip, found 6 days ago
$183
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Fri, May 16 from Orlando Intl. to Stewart Intl., returning Sun, May 18, priced at $183 found 6 days ago
Breeze Airways
Fri, May 16 - Sun, May 18
MCO
Orlando Intl.
HPN
Westchester County
$183 Roundtrip, found 6 days ago
$183
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Fri, May 16 from Orlando Intl. to Westchester County, returning Sun, May 18, priced at $183 found 6 days ago
Breeze Airways
Fri, May 16 - Sun, May 18
MCO
Orlando Intl.
SWF
Stewart Intl.
$188 Roundtrip, found 6 days ago
$188
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Fri, May 16 from Orlando Intl. to Stewart Intl., returning Sun, May 18, priced at $188 found 6 days ago
Breeze Airways
Fri, May 16 - Sun, May 18
MCO
Orlando Intl.
SWF
Stewart Intl.
$193 Roundtrip, found 6 days ago
$193
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Fri, May 16 from Orlando Intl. to Stewart Intl., returning Sun, May 18, priced at $193 found 6 days ago
Breeze Airways
Thu, Aug 28 - Tue, Sep 2
MCO
Orlando Intl.
SWF
Stewart Intl.
$206 Roundtrip, found 6 days ago
$206
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Thu, Aug 28 from Orlando Intl. to Stewart Intl., returning Tue, Sep 2, priced at $206 found 6 days ago
Breeze Airways
Sun, May 4 - Mon, May 5
MCO
Orlando Intl.
SWF
Stewart Intl.
$209 Roundtrip, found 6 days ago
$209
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Sun, May 4 from Orlando Intl. to Stewart Intl., returning Mon, May 5, priced at $209 found 6 days ago
JetBlue Airways
Fri, May 16 - Sun, May 18
MCO
Orlando Intl.
HPN
Westchester County
$211 Roundtrip, found 6 days ago
$211
Roundtrip
found 6 days ago
Select JetBlue Airways flight, departing Fri, May 16 from Orlando Intl. to Westchester County, returning Sun, May 18, priced at $211 found 6 days ago
American Airlines
Fri, May 16 - Sun, May 18
MCO
Orlando Intl.
HPN
Westchester County
$231 Roundtrip, found 6 days ago
$231
Roundtrip
found 6 days ago
Select American Airlines flight, departing Fri, May 16 from Orlando Intl. to Westchester County, returning Sun, May 18, priced at $231 found 6 days ago
Delta
Tue, Jun 17 - Tue, Jun 24
MCO
Orlando Intl.
HPN
Westchester County
$241 Roundtrip, found 3 days ago
$241
Roundtrip
found 3 days ago
Select Delta flight, departing Tue, Jun 17 from Orlando Intl. to Westchester County, returning Tue, Jun 24, priced at $241 found 3 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 $149, 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 $149 right now, why wait?

Poughkeepsie Flight Information
Destination airport
Westchester County
Destination airport IATA code
HPN
Roundtrip price
$201

Last Minute Hotel Deals in Poughkeepsie

DoubleTree by Hilton Poughkeepsie
DoubleTree by Hilton Poughkeepsie
4 out of 5
40 Civic Center Plz, Poughkeepsie, NY
The price is $138 per night from May 11 to May 12
$138
per night
May 11 - May 12
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! (1,005 reviews)
"The check in was not well managed by hotel staff. There was a line of 7 parties in front of us and only one staff person. A second staff member finally arrived and then things sped up. Of the two elevators in the lobby, only one was working and there was another line. The individual staff were friendly ..."

Reviewed on Apr 27, 2025

DoubleTree by Hilton Poughkeepsie
Hyatt Place Poughkeepsie / Hudson Valley
Hyatt Place Poughkeepsie / Hudson Valley
3 out of 5
2165 South Road, Poughkeepsie, NY
The price is $128 per night from May 12 to May 13
$128
per night
May 12 - May 13
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! (1,006 reviews)
"Everyone was super friendly and helpful!! Place is immaculate! We’ll be back."

Reviewed on Apr 27, 2025

Hyatt Place Poughkeepsie / Hudson Valley
Quality Inn Poughkeepsie
Quality Inn Poughkeepsie
2.5 out of 5
536 Haight Ave, Building A, Poughkeepsie, NY
The price is $124 per night from May 6 to May 7
$124
per night
May 6 - May 7
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! (335 reviews)
"We chose this hotel for its convenience to Vassar College for a visit and it proved to be convenient, comfortable, and affordable. Special appreciation to the night desk clerk who, when I asked if there was a place we could purchase a phone charger because my son had forgotten to bring his, told ..."

Reviewed on Apr 12, 2025

Quality Inn Poughkeepsie
Courtyard by Marriott Poughkeepsie
Courtyard by Marriott Poughkeepsie
3 out of 5
2641 South Road/Route 9, Poughkeepsie, NY
The price is $124 per night from May 19 to May 20
$124
per night
May 19 - May 20
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 ...
"The hotel was perfect for what we needed. We were particularly impressed with the hotels cleanliness. The bed was also extremely comfortable."

Reviewed on Apr 28, 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 $177 per night from May 27 to May 28
$177
per night
May 27 - May 28
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! (907 reviews)
"Very decent property and we enjoyed our stay."

Reviewed on Apr 28, 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 $132 per night from May 4 to May 5
$132
per night
May 4 - May 5
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! (1,003 reviews)
"The staff was very helpful and professional!"

Reviewed on Apr 28, 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 $147 per night from May 18 to May 19
$147
per night
May 18 - May 19
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! (244 reviews)
"Staff was super friendly and very helpful the facility was clean the rooms looked great"

Reviewed on Apr 28, 2025

Home2 Suites By Hilton Poughkeepsie
Residence Inn by Marriott Poughkeepsie
Residence Inn by Marriott Poughkeepsie
3 out of 5
2525 South Rd, Poughkeepsie, NY
The price is $145 per night from May 27 to May 28
$145
per night
May 27 - May 28
Stay at this 3-star business-friendly hotel in Poughkeepsie. Enjoy free breakfast, free parking, and a fitness center. Our guests praise the helpful staff and ...
8.6/10 Excellent! (580 reviews)
"Nice and quiet, great staff"

Reviewed on Apr 13, 2025

Residence Inn by Marriott Poughkeepsie
See all 2,446 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.