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Poughkeepsie

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Poughkeepsie Flights as Low as $140

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

Breeze Airways
Sun, May 4 - Mon, May 5
MCO
Orlando Intl.
SWF
Stewart Intl.
$140 Roundtrip, found 4 days ago
$140
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 $140 found 4 days ago
Breeze Airways
Fri, Apr 25 - Mon, Apr 28
CHS
Charleston Intl.
SWF
Stewart Intl.
$143 Roundtrip, found 2 days ago
$143
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Fri, Apr 25 from Charleston Intl. to Stewart Intl., returning Mon, Apr 28, priced at $143 found 2 days ago
Breeze Airways
Sun, May 4 - Mon, May 5
MCO
Orlando Intl.
SWF
Stewart Intl.
$145 Roundtrip, found 4 days ago
$145
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 $145 found 4 days ago
Breeze Airways
Fri, Apr 25 - Mon, Apr 28
CHS
Charleston Intl.
SWF
Stewart Intl.
$146 Roundtrip, found 2 days ago
$146
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Fri, Apr 25 from Charleston Intl. to Stewart Intl., returning Mon, Apr 28, priced at $146 found 2 days ago
Breeze Airways
Sun, May 4 - Mon, May 5
MCO
Orlando Intl.
SWF
Stewart Intl.
$150 Roundtrip, found 4 days ago
$150
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 $150 found 4 days ago
Breeze Airways
Fri, Apr 25 - Mon, Apr 28
CHS
Charleston Intl.
SWF
Stewart Intl.
$153 Roundtrip, found 2 days ago
$153
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Fri, Apr 25 from Charleston Intl. to Stewart Intl., returning Mon, Apr 28, priced at $153 found 2 days ago
Breeze Airways
Sun, May 4 - Mon, May 5
MCO
Orlando Intl.
SWF
Stewart Intl.
$155 Roundtrip, found 4 days ago
$155
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 $155 found 4 days ago
Breeze Airways
Fri, Apr 25 - Mon, Apr 28
CHS
Charleston Intl.
SWF
Stewart Intl.
$156 Roundtrip, found 1 day ago
$156
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Fri, Apr 25 from Charleston Intl. to Stewart Intl., returning Mon, Apr 28, priced at $156 found 1 day ago
Breeze Airways
Sun, May 4 - Mon, May 5
MCO
Orlando Intl.
SWF
Stewart Intl.
$157 Roundtrip, just found
$157
Roundtrip
just found
Select Breeze Airways flight, departing Sun, May 4 from Orlando Intl. to Stewart Intl., returning Mon, May 5, priced at $157 just found
Breeze Airways
Sun, May 4 - Mon, May 5
MCO
Orlando Intl.
SWF
Stewart Intl.
$160 Roundtrip, found 4 days ago
$160
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 $160 found 4 days ago
Breeze Airways
Fri, Apr 25 - Mon, Apr 28
CHS
Charleston Intl.
SWF
Stewart Intl.
$161 Roundtrip, found 1 hour ago
$161
Roundtrip
found 1 hour ago
Select Breeze Airways flight, departing Fri, Apr 25 from Charleston Intl. to Stewart Intl., returning Mon, Apr 28, priced at $161 found 1 hour ago
Breeze Airways
Fri, Apr 25 - Mon, Apr 28
CHS
Charleston Intl.
SWF
Stewart Intl.
$162 Roundtrip, found 10 hours ago
$162
Roundtrip
found 10 hours ago
Select Breeze Airways flight, departing Fri, Apr 25 from Charleston Intl. to Stewart Intl., returning Mon, Apr 28, priced at $162 found 10 hours ago
Breeze Airways
Fri, Jun 13 - Sun, Jun 15
CHS
Charleston Intl.
HPN
Westchester County
$177 Roundtrip, found 1 hour ago
$177
Roundtrip
found 1 hour ago
Select Breeze Airways flight, departing Fri, Jun 13 from Charleston Intl. to Westchester County, returning Sun, Jun 15, priced at $177 found 1 hour ago
JetBlue Airways
Tue, Jun 17 - Tue, Jun 24
MCO
Orlando Intl.
HPN
Westchester County
$237 Roundtrip, just found
$237
Roundtrip
just found
Select JetBlue Airways flight, departing Tue, Jun 17 from Orlando Intl. to Westchester County, returning Tue, Jun 24, priced at $237 just found
Delta
Tue, Jun 17 - Tue, Jun 24
MCO
Orlando Intl.
HPN
Westchester County
$257 Roundtrip, just found
$257
Roundtrip
just found
Select Delta flight, departing Tue, Jun 17 from Orlando Intl. to Westchester County, returning Tue, Jun 24, priced at $257 just found
American Airlines
Tue, Jun 17 - Tue, Jun 24
MCO
Orlando Intl.
HPN
Westchester County
$257 Roundtrip, just found
$257
Roundtrip
just found
Select American Airlines flight, departing Tue, Jun 17 from Orlando Intl. to Westchester County, returning Tue, Jun 24, priced at $257 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 $140, 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 $140 right now, why wait?

Poughkeepsie Flight Information
Destination airport
Westchester County
Destination airport IATA code
HPN
Roundtrip price
$356

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 $132 per night from Apr 20 to Apr 21
$132
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! (1,003 reviews)
"Lovely staff, and very clean hotel"

Reviewed on Apr 9, 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 20 to Apr 21
$128
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 ...
8.6/10 Excellent! (1,001 reviews)
"Helpful staff"

Reviewed on Apr 10, 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 Apr 20 to Apr 21
$124
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! (1,002 reviews)
"Great hotel!"

Reviewed on Mar 29, 2025

Courtyard by Marriott 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 20 to Apr 21
$127
includes taxes & fees
Apr 20 - Apr 21
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! (1,004 reviews)
"My husband and I had a wonderful night ,we were in town and wanted room we rested really well,but can I tell you about Megan at the front desk she was AMAZING she made us feel so welcome,we are definitely gonna keep this hotel as our spot whenever we go to Poughkeepsie."

Reviewed on Apr 13, 2025

Holiday Inn Express Poughkeepsie by IHG
Homewood Suites by Hilton Poughkeepsie
Homewood Suites by Hilton Poughkeepsie
3 out of 5
900 Thomas Watson Dr, Poughkeepsie, NY
The price is $171 per night from Apr 21 to Apr 22
$171
includes taxes & fees
Apr 21 - Apr 22
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! (901 reviews)
"Enjoyed the stay. Will come back."

Reviewed on Apr 10, 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 $143 per night from Apr 21 to Apr 22
$143
includes taxes & fees
Apr 21 - Apr 22
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! (237 reviews)
"Everything was nice, neat and clean"

Reviewed on Apr 13, 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 $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! (578 reviews)
"Nice and quiet, great staff"

Reviewed on Apr 13, 2025

Residence Inn by Marriott Poughkeepsie
The Heartwood
The Heartwood
2.5 out of 5
165 College Avenue, Poughkeepsie, NY
The price is $196 per night from Apr 17 to Apr 18
$196
includes taxes & fees
Apr 17 - Apr 18
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! (126 reviews)
Beautiful one night stay
"Beautiful rooms and lobby. Great breakfast and Love everything they offered!"

Reviewed on Apr 14, 2025

The Heartwood
See all 2,436 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.