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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 5 days ago
$122
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Thu, Jun 5 from Orlando Intl. to Stewart Intl., returning Sun, Jun 8, priced at $122 found 5 days ago
Breeze Airways
Thu, Jun 5 - Sun, Jun 8
MCO
Orlando Intl.
SWF
Stewart Intl.
$127 Roundtrip, found 5 days ago
$127
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Thu, Jun 5 from Orlando Intl. to Stewart Intl., returning Sun, Jun 8, priced at $127 found 5 days ago
Breeze Airways
Thu, Jun 5 - Sun, Jun 8
MCO
Orlando Intl.
SWF
Stewart Intl.
$132 Roundtrip, found 5 days ago
$132
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Thu, Jun 5 from Orlando Intl. to Stewart Intl., returning Sun, Jun 8, priced at $132 found 5 days ago
Breeze Airways
Thu, Jun 5 - Sun, Jun 8
MCO
Orlando Intl.
SWF
Stewart Intl.
$137 Roundtrip, found 5 days ago
$137
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Thu, Jun 5 from Orlando Intl. to Stewart Intl., returning Sun, Jun 8, priced at $137 found 5 days ago
Breeze Airways
Fri, May 2 - Sun, May 4
MCO
Orlando Intl.
SWF
Stewart Intl.
$149 Roundtrip, found 4 days ago
$149
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Fri, May 2 from Orlando Intl. to Stewart Intl., returning Sun, May 4, priced at $149 found 4 days ago
Breeze Airways
Fri, May 2 - Sun, May 4
MCO
Orlando Intl.
SWF
Stewart Intl.
$154 Roundtrip, found 4 days ago
$154
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Fri, May 2 from Orlando Intl. to Stewart Intl., returning Sun, May 4, priced at $154 found 4 days ago
Breeze Airways
Fri, May 2 - Sun, May 4
MCO
Orlando Intl.
SWF
Stewart Intl.
$154 Roundtrip, found 6 days ago
$154
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Fri, May 2 from Orlando Intl. to Stewart Intl., returning Sun, May 4, priced at $154 found 6 days ago
Breeze Airways
Fri, May 2 - Sun, May 4
MCO
Orlando Intl.
SWF
Stewart Intl.
$159 Roundtrip, found 4 days ago
$159
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Fri, May 2 from Orlando Intl. to Stewart Intl., returning Sun, May 4, priced at $159 found 4 days ago
Breeze Airways
Fri, May 2 - Sun, May 4
MCO
Orlando Intl.
SWF
Stewart Intl.
$159 Roundtrip, found 6 days ago
$159
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Fri, May 2 from Orlando Intl. to Stewart Intl., returning Sun, May 4, priced at $159 found 6 days ago
Breeze Airways
Fri, Jun 13 - Sun, Jun 15
MCO
Orlando Intl.
SWF
Stewart Intl.
$210 Roundtrip, found 1 day ago
$210
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Fri, Jun 13 from Orlando Intl. to Stewart Intl., returning Sun, Jun 15, priced at $210 found 1 day ago
Breeze Airways
Fri, Jun 13 - Sun, Jun 15
MCO
Orlando Intl.
SWF
Stewart Intl.
$211 Roundtrip, found 2 days ago
$211
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Fri, Jun 13 from Orlando Intl. to Stewart Intl., returning Sun, Jun 15, priced at $211 found 2 days ago
Breeze Airways
Fri, Jun 13 - Sun, Jun 15
MCO
Orlando Intl.
SWF
Stewart Intl.
$215 Roundtrip, found 1 day ago
$215
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Fri, Jun 13 from Orlando Intl. to Stewart Intl., returning Sun, Jun 15, priced at $215 found 1 day ago
Breeze Airways
Fri, Jun 13 - Sun, Jun 15
MCO
Orlando Intl.
SWF
Stewart Intl.
$216 Roundtrip, found 2 days ago
$216
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Fri, Jun 13 from Orlando Intl. to Stewart Intl., returning Sun, Jun 15, priced at $216 found 2 days ago
Breeze Airways
Fri, Jun 13 - Sun, Jun 15
MCO
Orlando Intl.
SWF
Stewart Intl.
$220 Roundtrip, found 1 day ago
$220
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Fri, Jun 13 from Orlando Intl. to Stewart Intl., returning Sun, Jun 15, priced at $220 found 1 day ago
Breeze Airways
Fri, Jun 13 - Sun, Jun 15
MCO
Orlando Intl.
SWF
Stewart Intl.
$221 Roundtrip, found 2 days ago
$221
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Fri, Jun 13 from Orlando Intl. to Stewart Intl., returning Sun, Jun 15, priced at $221 found 2 days ago
Breeze Airways
Fri, Apr 25 - Sun, Apr 27
MCO
Orlando Intl.
SWF
Stewart Intl.
$243 Roundtrip, found 20 hours ago
$243
Roundtrip
found 20 hours ago
Select Breeze Airways flight, departing Fri, Apr 25 from Orlando Intl. to Stewart Intl., returning Sun, Apr 27, priced at $243 found 20 hours 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
$209

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 $117 per night from Apr 13 to Apr 14
$117
includes taxes & fees
Apr 13 - Apr 14
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! (1,003 reviews)
"Great breakfast"

Reviewed on Mar 30, 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 $138 per night from Apr 20 to Apr 21
$138
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! (1,000 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)
"Great hotel!"

Reviewed on Mar 29, 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 $167 per night from Apr 20 to Apr 21
$167
includes taxes & fees
Apr 20 - Apr 21
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! (896 reviews)
"Everything was perfect"

Reviewed on Mar 30, 2025

Homewood Suites by Hilton 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 Apr 9 to Apr 10
$137
includes taxes & fees
Apr 9 - Apr 10
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! (233 reviews)
"Hotel was conveniently located and well managed. Staff was courteous. Overall a wonderful stay!"

Reviewed on Mar 30, 2025

Home2 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 $127 per night from Apr 6 to Apr 7
$127
includes taxes & fees
Apr 6 - Apr 7
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! (1,000 reviews)
"Very clean and comfortable."

Reviewed on Mar 30, 2025

Holiday Inn Express Poughkeepsie by IHG
Quality Inn Poughkeepsie
Quality Inn Poughkeepsie
2.5 out of 5
536 Haight Ave, Building A, Poughkeepsie, NY
The price is $132 per night from Apr 21 to Apr 22
$132
includes taxes & fees
Apr 21 - Apr 22
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
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 Apr 20 to Apr 21
$156
includes taxes & fees
Apr 20 - Apr 21
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! (574 reviews)
"Good location.."

Reviewed on Mar 31, 2025

Residence Inn by Marriott Poughkeepsie
See all 2,420 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.