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Poughkeepsie

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Poughkeepsie Flights as Low as $159

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

Breeze Airways
Fri, May 16 - Sun, May 18
MCO
Orlando Intl.
HPN
Westchester County
$159 Roundtrip, just found
$159
Roundtrip
just found
Select Breeze Airways flight, departing Fri, May 16 from Orlando Intl. to Westchester County, returning Sun, May 18, priced at $159 just found
Breeze Airways
Fri, May 16 - Sun, May 18
MCO
Orlando Intl.
HPN
Westchester County
$164 Roundtrip, just found
$164
Roundtrip
just found
Select Breeze Airways flight, departing Fri, May 16 from Orlando Intl. to Westchester County, returning Sun, May 18, priced at $164 just found
Breeze Airways
Sun, May 4 - Mon, May 5
MCO
Orlando Intl.
SWF
Stewart Intl.
$168 Roundtrip, found 1 day ago
$168
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Sun, May 4 from Orlando Intl. to Stewart Intl., returning Mon, May 5, priced at $168 found 1 day ago
Breeze Airways
Sun, May 4 - Mon, May 5
MCO
Orlando Intl.
SWF
Stewart Intl.
$173 Roundtrip, found 1 day ago
$173
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Sun, May 4 from Orlando Intl. to Stewart Intl., returning Mon, May 5, priced at $173 found 1 day ago
Breeze Airways
Sun, May 4 - Mon, May 5
MCO
Orlando Intl.
SWF
Stewart Intl.
$178 Roundtrip, found 1 day ago
$178
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Sun, May 4 from Orlando Intl. to Stewart Intl., returning Mon, May 5, priced at $178 found 1 day ago
Breeze Airways
Sun, May 4 - Mon, May 5
MCO
Orlando Intl.
SWF
Stewart Intl.
$189 Roundtrip, just found
$189
Roundtrip
just found
Select Breeze Airways flight, departing Sun, May 4 from Orlando Intl. to Stewart Intl., returning Mon, May 5, priced at $189 just found
Breeze Airways
Sun, May 4 - Mon, May 5
MCO
Orlando Intl.
SWF
Stewart Intl.
$190 Roundtrip, found 6 days ago
$190
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 $190 found 6 days ago
Breeze Airways
Sun, May 4 - Mon, May 5
MCO
Orlando Intl.
SWF
Stewart Intl.
$194 Roundtrip, just found
$194
Roundtrip
just found
Select Breeze Airways flight, departing Sun, May 4 from Orlando Intl. to Stewart Intl., returning Mon, May 5, priced at $194 just found
Breeze Airways
Sun, May 4 - Mon, May 5
MCO
Orlando Intl.
SWF
Stewart Intl.
$195 Roundtrip, found 6 days ago
$195
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 $195 found 6 days ago
Breeze Airways
Sun, May 4 - Mon, May 5
MCO
Orlando Intl.
SWF
Stewart Intl.
$199 Roundtrip, just found
$199
Roundtrip
just found
Select Breeze Airways flight, departing Sun, May 4 from Orlando Intl. to Stewart Intl., returning Mon, May 5, priced at $199 just found
Breeze Airways
Sun, May 4 - Mon, May 5
MCO
Orlando Intl.
SWF
Stewart Intl.
$200 Roundtrip, found 6 days ago
$200
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 $200 found 6 days ago
JetBlue Airways
Tue, May 13 - Fri, May 16
MCO
Orlando Intl.
HPN
Westchester County
$211 Roundtrip, found 6 days ago
$211
Roundtrip
found 6 days ago
Select JetBlue Airways flight, departing Tue, May 13 from Orlando Intl. to Westchester County, returning Fri, May 16, priced at $211 found 6 days ago
Breeze Airways
Sun, May 4 - Mon, May 5
MCO
Orlando Intl.
SWF
Stewart Intl.
$214 Roundtrip, found 4 days ago
$214
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Sun, May 4 from Orlando Intl. to Stewart Intl., returning Mon, May 5, priced at $214 found 4 days ago
JetBlue Airways
Tue, May 13 - Fri, May 23
MCO
Orlando Intl.
HPN
Westchester County
$230 Roundtrip, found 6 days ago
$230
Roundtrip
found 6 days ago
Select JetBlue Airways flight, departing Tue, May 13 from Orlando Intl. to Westchester County, returning Fri, May 23, priced at $230 found 6 days ago
Delta
Fri, May 16 - Sat, May 17
MCO
Orlando Intl.
HPN
Westchester County
$230 Roundtrip, found 6 days ago
$230
Roundtrip
found 6 days ago
Select Delta flight, departing Fri, May 16 from Orlando Intl. to Westchester County, returning Sat, May 17, priced at $230 found 6 days ago
American Airlines
Fri, May 16 - Sun, May 18
MCO
Orlando Intl.
HPN
Westchester County
$230 Roundtrip, just found
$230
Roundtrip
just found
Select American Airlines flight, departing Fri, May 16 from Orlando Intl. to Westchester County, returning Sun, May 18, priced at $230 just found

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 May, 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 $159, 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 $159 right now, why wait?

Poughkeepsie Flight Information
Destination airport
Westchester County
Destination airport IATA code
HPN
Roundtrip price
$537

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
includes taxes & fees
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! (1,006 reviews)
"Great place. Great customer service!"

Reviewed on Apr 20, 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 Apr 27 to Apr 28
$128
includes taxes & fees
Apr 27 - Apr 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 ...
8.6/10 Excellent! (1,008 reviews)
"Kat and Kayla at the front desk were very accommodating and helpful. Housekeeping was great !"

Reviewed on Apr 21, 2025

Hyatt Place Poughkeepsie / Hudson Valley
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
includes taxes & fees
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 ...
8.6/10 Excellent! (1,000 reviews)
"Middle of nowhere but nice"

Reviewed on Apr 19, 2025

Courtyard by Marriott Poughkeepsie
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
includes taxes & fees
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! (239 reviews)
"Beautiful Propery in a great location walking distance to local food and shopping areas"

Reviewed on Apr 18, 2025

Home2 Suites By Hilton 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 19 to May 20
$177
includes taxes & fees
May 19 - May 20
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! (904 reviews)
Great stay
"My wife and I enjoyed our stay. The fitness room is great and so were the pork carnitas for breakfast."

Reviewed on Apr 18, 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 28 to Apr 29
$122
includes taxes & fees
Apr 28 - Apr 29
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! (1,006 reviews)
"I’ve stayed here before. And it’s always a pleasure."

Reviewed on Apr 20, 2025

Holiday Inn Express Poughkeepsie by IHG
Residence Inn by Marriott Poughkeepsie
Residence Inn by Marriott Poughkeepsie
3 out of 5
2525 South Rd, Poughkeepsie, NY
The price is $156 per night from May 14 to May 15
$156
includes taxes & fees
May 14 - May 15
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! (579 reviews)
"Nice and quiet, great staff"

Reviewed on Apr 13, 2025

Residence Inn by Marriott Poughkeepsie
Hampton Inn & Suites Poughkeepsie
Hampton Inn & Suites Poughkeepsie
2.5 out of 5
2361 South Rd, Poughkeepsie, NY
The price is $108 per night from Apr 29 to Apr 30
$108
includes taxes & fees
Apr 29 - Apr 30
Book a stay at this golf hotel in Poughkeepsie. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our ...
8.4/10 Very Good! (1,002 reviews)
Good Service
"Customer service at front desk was exceptional and the breakfast was great. My only issue, my TV in the room did not work. I notified front desk and they stated someone would come up to look at the tv but no one never came."

Reviewed on Apr 18, 2025

Hampton Inn & Suites Poughkeepsie
See all 2,432 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.