Flights To Dutchess County - Cheap Flights Starting at CA $72

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Poughkeepsie

Flights
Poughkeepsie

How Much Does it Cost To Fly To Dutchess County?

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

Sun, Jan 17 - Thu, Jan 21
RDU
Raleigh - Durham Intl.
HPN
Westchester County
CA $145 Roundtrip, found 6 hours ago
CA $145
Roundtrip
found 6 hours ago
Select Breeze Airways flight, departing Sun, Jan 17 from Raleigh - Durham Intl. to Westchester County, returning Thu, Jan 21, priced at CA $145 found 6 hours ago
Thu, Dec 3 - Mon, Dec 7
RDU
Raleigh - Durham Intl.
HPN
Westchester County
CA $147 Roundtrip, found 17 hours ago
CA $147
Roundtrip
found 17 hours ago
Select Breeze Airways flight, departing Thu, Dec 3 from Raleigh - Durham Intl. to Westchester County, returning Mon, Dec 7, priced at CA $147 found 17 hours ago
Wed, Dec 9 - Wed, Dec 16
RDU
Raleigh - Durham Intl.
HPN
Westchester County
CA $152 Roundtrip, found 12 hours ago
CA $152
Roundtrip
found 12 hours ago
Select Breeze Airways flight, departing Wed, Dec 9 from Raleigh - Durham Intl. to Westchester County, returning Wed, Dec 16, priced at CA $152 found 12 hours ago
Sat, Oct 31 - Sat, Nov 7
RDU
Raleigh - Durham Intl.
SWF
Stewart Intl.
CA $187 Roundtrip, found 4 hours ago
CA $187
Roundtrip
found 4 hours ago
Select Breeze Airways flight, departing Sat, Oct 31 from Raleigh - Durham Intl. to Stewart Intl., returning Sat, Nov 7, priced at CA $187 found 4 hours ago
Fri, Nov 6 - Mon, Nov 9
RDU
Raleigh - Durham Intl.
HPN
Westchester County
CA $190 Roundtrip, found 3 days ago
CA $190
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Fri, Nov 6 from Raleigh - Durham Intl. to Westchester County, returning Mon, Nov 9, priced at CA $190 found 3 days ago
Wed, Nov 4 - Wed, Nov 18
RDU
Raleigh - Durham Intl.
SWF
Stewart Intl.
CA $195 Roundtrip, found 4 hours ago
CA $195
Roundtrip
found 4 hours ago
Select Breeze Airways flight, departing Wed, Nov 4 from Raleigh - Durham Intl. to Stewart Intl., returning Wed, Nov 18, priced at CA $195 found 4 hours ago
Sat, Oct 31 - Wed, Nov 4
RDU
Raleigh - Durham Intl.
SWF
Stewart Intl.
CA $202 Roundtrip, found 4 hours ago
CA $202
Roundtrip
found 4 hours ago
Select Breeze Airways flight, departing Sat, Oct 31 from Raleigh - Durham Intl. to Stewart Intl., returning Wed, Nov 4, priced at CA $202 found 4 hours ago
Thu, Dec 3 - Mon, Dec 7
MCO
Orlando Intl.
SWF
Stewart Intl.
CA $215 Roundtrip, found 7 hours ago
CA $215
Roundtrip
found 7 hours ago
Select Breeze Airways flight, departing Thu, Dec 3 from Orlando Intl. to Stewart Intl., returning Mon, Dec 7, priced at CA $215 found 7 hours ago
Sat, Oct 17 - Sat, Oct 24
YYZ
Pearson Intl.
HPN
Westchester County
CA $543 Roundtrip, found 3 days ago
CA $543
Roundtrip
found 3 days ago
Select Delta flight, departing Sat, Oct 17 from Pearson Intl. to Westchester County, returning Sat, Oct 24, priced at CA $543 found 3 days ago
Sat, Oct 17 - Sat, Oct 24
YYZ
Pearson Intl.
HPN
Westchester County
CA $543 Roundtrip, found 3 days ago
CA $543
Roundtrip
found 3 days ago
Select American Airlines flight, departing Sat, Oct 17 from Pearson Intl. to Westchester County, returning Sat, Oct 24, priced at CA $543 found 3 days ago
Thu, Nov 5 - Sun, Nov 8
YYZ
Pearson Intl.
HPN
Westchester County
CA $587 Roundtrip, found 4 days ago
CA $587
Roundtrip
found 4 days ago
Select American Airlines flight, departing Thu, Nov 5 from Pearson Intl. to Westchester County, returning Sun, Nov 8, priced at CA $587 found 4 days ago
OriginDestinationTravel datesFlights from*
MCONewburghDecember 3 to December 7CA $215
TPANewburghNovember 7 to November 14CA $239
MCOWest HarrisonNovember 12 to November 15CA $327
DJTWest HarrisonNovember 10 to November 17CA $349
FLLWest HarrisonDecember 5 to December 9CA $383
TPAWest HarrisonNovember 6 to November 9CA $399
RSWWest HarrisonNovember 9 to November 13CA $557
JAXWest HarrisonDecember 6 to January 10CA $835
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
MCONewburghOctober 11 to October 17CA $441
TPAWest HarrisonOctober 9 to October 11CA $922
DJTWest HarrisonOctober 9 to October 11CA $947
*Prices include taxes and fees
Price found within the past 48 hours. Click for updated prices.
Beechmont - Perfect for Family Retreat!
5.0-star property

Beechmont - Perfect for Family Retreat!

Oct 9 - Oct 11

2 night stay

Toronto (YTO) to New Haven (HVN)

American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was CA $2,518, price is now CA $1,535 per person
CA $1,535
per person
found 1 day ago
33 Hotel, New York City, Seaport
5.0-star property

33 Hotel, New York City, Seaport

Dec 26 - Dec 31

5 night stay

Ottawa (YOW) to New York (JFK)

United • Roundtrip • Coach
Save 100% on your flight
Price was CA $3,083, price is now CA $1,850 per person
CA $1,850
per person
just found
Hotel Riu Plaza Manhattan Times Square
4.0-star property

Hotel Riu Plaza Manhattan Times Square

Dec 26 - Dec 31

5 night stay

Ottawa (YOW) to New York (JFK)

United • Roundtrip • Coach
Save 100% on your flight
Price was CA $4,184, price is now CA $2,516 per person
CA $2,516
per person
found 1 day ago
Don't see what you're looking for?
See all available trips from Toronto to Dutchess County
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Frequently asked questions

How much is the cheapest flight to Dutchess County?
The next trip you take doesn't have to make a huge dent in your budget. In the last seven days, the cheapest roundtrip flight to Dutchess County cost CA $145. Find your ideal fare and spend the dollars you save on awesome experiences. This price was available on Travelocity for flights to Dutchess County departing within the next year. Prices and availability are subject to change. Additional terms apply.
Which airlines fly to Dutchess County?
You can pick from 20 airline companies when you want to lock in your flight to Dutchess County. Let Allegiant Air fly you there. This highly rated carrier has 26 services a month to Poughkeepsie, Dutchess County's gateway city.
What is the cheapest month to fly to Dutchess County?
If you're planning a getaway in Dutchess County, January is the cheapest month to travel there. This is according to Travelocity's direct return flight demand from January to December last year. Select your ideal travel dates and reserve your seat today.
How can I check my flight status to Dutchess County?
"Trips" is your one-stop shop when it comes to the ins and outs of your flight to Dutchess County. This handy customer portal lets you organize everything in the one place, from checking your flight status to updating or canceling your booking. Click on Trips at the top of the Travelocity homepage and then create an account or sign in. Alternatively, download the Travelocity app and access your info on the go. Whether you have the family flying with you or you're a solo wanderer, all your bookings are right there in your grasp.
How do I find the best deals on flights to Dutchess County?
It's wise to book well in advance, and if you can, avoid flying during the busy tourist season. Another smart way to save is by clicking the "Flexible dates" box at the top of the page after searching for your flights. This lets you compare prices for nearby days. In the last seven days, the lowest price for a return flight to Dutchess County was CA $145. This price was available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
Why should I book my flight to Dutchess County with Travelocity?
A memorable vacation is only a click of a button away when you arrange your trip with Travelocity. With great deals on cheap family flights, places to stay and more, we make it easy to locate the best prices to suit your needs. You can also enjoy our 24/7 customer assistance and free cancellations on most hotels throughout every step of the process. Wander wisely with us and snag your cheap flights to Dutchess County today.
What are the most popular flight routes to Dutchess County?
To help you choose your flights to Dutchess County, here's our list of some of the major routes:

  • Myrtle Beach, SC (MYR-Myrtle Beach Intl.) to Stewart Intl. Airport (SWF) - 17 flights a month.
  • St. Petersburg, FL (PIE-St. Petersburg-Clearwater Intl.) to Stewart Intl. Airport (SWF) - 8 flights a month.
  • Savannah, GA (SAV-Savannah - Hilton Head Intl.) to Stewart Intl. Airport (SWF) - 8 flights a month.

How much is a flight to Dutchess County on average?
Get your next break off to a great start by picking up an incredible deal with Travelocity. In the last seven days, roundtrip flights to Dutchess County cost between CA $145 and CA $947. Browse our site and secure an airfare that matches your budget. These prices were available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.