Search Cheap Flights to
Poughkeepsie

Search 400 airlines and 321,000 hotels worldwide.

Stop Planning & Start Exploring

FREE 24 hour cancellation on most flights

Poughkeepsie Flights as Low as $154

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.
$154 Roundtrip, found 22 hours ago
$154
Roundtrip
found 22 hours ago
Select Breeze Airways flight, departing Thu, Jun 5 from Orlando Intl. to Stewart Intl., returning Sun, Jun 8, priced at $154 found 22 hours ago
Breeze Airways
Thu, Jun 5 - Sun, Jun 8
MCO
Orlando Intl.
SWF
Stewart Intl.
$159 Roundtrip, found 22 hours ago
$159
Roundtrip
found 22 hours ago
Select Breeze Airways flight, departing Thu, Jun 5 from Orlando Intl. to Stewart Intl., returning Sun, Jun 8, priced at $159 found 22 hours ago
Breeze Airways
Sun, Jun 15 - Thu, Jun 19
MCO
Orlando Intl.
SWF
Stewart Intl.
$164 Roundtrip, found 6 days ago
$164
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Sun, Jun 15 from Orlando Intl. to Stewart Intl., returning Thu, Jun 19, priced at $164 found 6 days ago
Breeze Airways
Thu, Jun 5 - Sun, Jun 8
MCO
Orlando Intl.
SWF
Stewart Intl.
$164 Roundtrip, found 22 hours ago
$164
Roundtrip
found 22 hours ago
Select Breeze Airways flight, departing Thu, Jun 5 from Orlando Intl. to Stewart Intl., returning Sun, Jun 8, priced at $164 found 22 hours ago
Breeze Airways
Sun, Jun 15 - Thu, Jun 19
MCO
Orlando Intl.
SWF
Stewart Intl.
$169 Roundtrip, found 6 days ago
$169
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Sun, Jun 15 from Orlando Intl. to Stewart Intl., returning Thu, Jun 19, priced at $169 found 6 days ago
Breeze Airways
Thu, May 8 - Sun, May 11
MCO
Orlando Intl.
SWF
Stewart Intl.
$169 Roundtrip, found 16 hours ago
$169
Roundtrip
found 16 hours ago
Select Breeze Airways flight, departing Thu, May 8 from Orlando Intl. to Stewart Intl., returning Sun, May 11, priced at $169 found 16 hours ago
Breeze Airways
Sun, Jun 15 - Thu, Jun 19
MCO
Orlando Intl.
SWF
Stewart Intl.
$174 Roundtrip, found 6 days ago
$174
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Sun, Jun 15 from Orlando Intl. to Stewart Intl., returning Thu, Jun 19, priced at $174 found 6 days ago
Breeze Airways
Fri, May 9 - Mon, May 12
MCO
Orlando Intl.
SWF
Stewart Intl.
$181 Roundtrip, found 3 days ago
$181
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Fri, May 9 from Orlando Intl. to Stewart Intl., returning Mon, May 12, priced at $181 found 3 days ago
Breeze Airways
Fri, May 9 - Mon, May 12
MCO
Orlando Intl.
SWF
Stewart Intl.
$191 Roundtrip, found 3 days ago
$191
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Fri, May 9 from Orlando Intl. to Stewart Intl., returning Mon, May 12, priced at $191 found 3 days ago
Breeze Airways
Tue, Jul 8 - Thu, Jul 10
MCO
Orlando Intl.
SWF
Stewart Intl.
$199 Roundtrip, found 2 days ago
$199
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Tue, Jul 8 from Orlando Intl. to Stewart Intl., returning Thu, Jul 10, priced at $199 found 2 days ago
Breeze Airways
Fri, Jun 6 - Mon, Jun 9
MCO
Orlando Intl.
SWF
Stewart Intl.
$200 Roundtrip, found 5 days ago
$200
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Fri, Jun 6 from Orlando Intl. to Stewart Intl., returning Mon, Jun 9, priced at $200 found 5 days ago
Breeze Airways
Fri, Jun 6 - Mon, Jun 9
MCO
Orlando Intl.
SWF
Stewart Intl.
$201 Roundtrip, found 1 day ago
$201
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Fri, Jun 6 from Orlando Intl. to Stewart Intl., returning Mon, Jun 9, priced at $201 found 1 day ago
Breeze Airways
Fri, Aug 15 - Mon, Aug 18
CHS
Charleston Intl.
SWF
Stewart Intl.
$209 Roundtrip, found 4 days ago
$209
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Fri, Aug 15 from Charleston Intl. to Stewart Intl., returning Mon, Aug 18, priced at $209 found 4 days ago
Breeze Airways
Thu, Jun 12 - Mon, Jun 16
CHS
Charleston Intl.
HPN
Westchester County
$212 Roundtrip, found 2 days ago
$212
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Thu, Jun 12 from Charleston Intl. to Westchester County, returning Mon, Jun 16, priced at $212 found 2 days ago
Delta
Wed, Jun 4 - Tue, Jun 10
CHS
Charleston Intl.
HPN
Westchester County
$251 Roundtrip, found 3 days ago
$251
Roundtrip
found 3 days ago
Select Delta flight, departing Wed, Jun 4 from Charleston Intl. to Westchester County, returning Tue, Jun 10, priced at $251 found 3 days ago
American Airlines
Thu, Jun 12 - Mon, Jun 16
CHS
Charleston Intl.
HPN
Westchester County
$261 Roundtrip, found 2 days ago
$261
Roundtrip
found 2 days ago
Select American Airlines flight, departing Thu, Jun 12 from Charleston Intl. to Westchester County, returning Mon, Jun 16, priced at $261 found 2 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 $154, 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 $154 right now, why wait?

Poughkeepsie Flight Information
Destination airport
Westchester County
Destination airport IATA code
HPN
Roundtrip price
$199

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! (1,001 reviews)
"The Doubletree is an excellent option for anyone interested in staying in downtown Poughkeepsie. I have stayed there on three different occasions in the last three months, each time for several days,and have always had a good experience. The staff is friendly and welcoming, the parking is free, access ..."

Reviewed on Apr 27, 2025

DoubleTree by Hilton Poughkeepsie
Hampton Inn & Suites Poughkeepsie
Hampton Inn & Suites Poughkeepsie
2.5 out of 5
2361 South Rd, Poughkeepsie, NY
The price is $116 per night from May 29 to May 30
$116
includes taxes & fees
May 29 - May 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 ...
8.6/10 Excellent! (1,006 reviews)
"Great location and very clean and comfortable"

Reviewed on May 4, 2025

Hampton Inn & Suites Poughkeepsie
Quality Inn Poughkeepsie
Quality Inn Poughkeepsie
2.5 out of 5
536 Haight Ave, Building A, Poughkeepsie, NY
The price is $113 per night from May 14 to May 15
$113
includes taxes & fees
May 14 - May 15
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
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 May 19 to May 20
$137
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 ...
8.6/10 Excellent! (1,004 reviews)
"Clean modern hotel. Shower temp and pressure were a problem, but hopefully"

Reviewed on May 2, 2025

Hyatt Place Poughkeepsie / Hudson Valley
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 $127 per night from May 11 to May 12
$127
includes taxes & fees
May 11 - May 12
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)
"Hotel was clean & comfortable"

Reviewed on May 2, 2025

Holiday Inn Express Poughkeepsie by IHG
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 26 to May 27
$124
includes taxes & fees
May 26 - May 27
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! (1,003 reviews)
"Great location! Nice, clean hotel, wonderful staff!! This is our second time staying here and we have been pleased with our visit both times!"

Reviewed on May 4, 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 $137 per night from May 26 to May 27
$137
includes taxes & fees
May 26 - May 27
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! (245 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
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 26 to May 27
$177
includes taxes & fees
May 26 - May 27
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
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.