Cheap Flights to Dutchess County from $46 (2026/2027)

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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.

Fri, Feb 12 - Sat, Feb 20
SFB
Orlando Sanford Intl.
SWF
Stewart Intl.
$100 Roundtrip, found 1 day ago
$100
Roundtrip
found 1 day ago
Select Allegiant Air flight, departing Fri, Feb 12 from Orlando Sanford Intl. to Stewart Intl., returning Sat, Feb 20, priced at $100 found 1 day ago
Thu, Jan 14 - Sun, Jan 17
FLL
Fort Lauderdale - Hollywood Intl.
SWF
Stewart Intl.
$100 Roundtrip, found 2 days ago
$100
Roundtrip
found 2 days ago
Select Allegiant Air flight, departing Thu, Jan 14 from Fort Lauderdale - Hollywood Intl. to Stewart Intl., returning Sun, Jan 17, priced at $100 found 2 days ago
Sat, Dec 5 - Wed, Dec 9
RDU
Raleigh - Durham Intl.
SWF
Stewart Intl.
$102 Roundtrip, just found
$102
Roundtrip
just found
Select Breeze Airways flight, departing Sat, Dec 5 from Raleigh - Durham Intl. to Stewart Intl., returning Wed, Dec 9, priced at $102 just found
Sat, Jan 16 - Wed, Jan 20
RDU
Raleigh - Durham Intl.
HPN
Westchester County
$102 Roundtrip, found 4 hours ago
$102
Roundtrip
found 4 hours ago
Select Breeze Airways flight, departing Sat, Jan 16 from Raleigh - Durham Intl. to Westchester County, returning Wed, Jan 20, priced at $102 found 4 hours ago
Thu, Jan 28 - Sun, Jan 31
FLL
Fort Lauderdale - Hollywood Intl.
SWF
Stewart Intl.
$102 Roundtrip, found 9 hours ago
$102
Roundtrip
found 9 hours ago
Select Allegiant Air flight, departing Thu, Jan 28 from Fort Lauderdale - Hollywood Intl. to Stewart Intl., returning Sun, Jan 31, priced at $102 found 9 hours ago
Thu, Jan 21 - Sun, Jan 31
FLL
Fort Lauderdale - Hollywood Intl.
SWF
Stewart Intl.
$105 Roundtrip, found 1 day ago
$105
Roundtrip
found 1 day ago
Select Allegiant Air flight, departing Thu, Jan 21 from Fort Lauderdale - Hollywood Intl. to Stewart Intl., returning Sun, Jan 31, priced at $105 found 1 day ago
Thu, Jan 14 - Sun, Jan 17
FLL
Fort Lauderdale - Hollywood Intl.
SWF
Stewart Intl.
$106 Roundtrip, found 1 day ago
$106
Roundtrip
found 1 day ago
Select Allegiant Air flight, departing Thu, Jan 14 from Fort Lauderdale - Hollywood Intl. to Stewart Intl., returning Sun, Jan 17, priced at $106 found 1 day ago
Thu, Jan 28 - Sun, Jan 31
FLL
Fort Lauderdale - Hollywood Intl.
SWF
Stewart Intl.
$107 Roundtrip, found 4 hours ago
$107
Roundtrip
found 4 hours ago
Select Allegiant Air flight, departing Thu, Jan 28 from Fort Lauderdale - Hollywood Intl. to Stewart Intl., returning Sun, Jan 31, priced at $107 found 4 hours ago
Thu, Dec 3 - Sun, Dec 6
FLL
Fort Lauderdale - Hollywood Intl.
SWF
Stewart Intl.
$109 Roundtrip, found 6 days ago
$109
Roundtrip
found 6 days ago
Select Allegiant Air flight, departing Thu, Dec 3 from Fort Lauderdale - Hollywood Intl. to Stewart Intl., returning Sun, Dec 6, priced at $109 found 6 days ago
Tue, Dec 8 - Tue, Dec 15
MCO
Orlando Intl.
HPN
Westchester County
$150 Roundtrip, found 6 days ago
$150
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Tue, Dec 8 from Orlando Intl. to Westchester County, returning Tue, Dec 15, priced at $150 found 6 days ago
OriginDestinationTravel DatesFlights From*
FLLNewburghJanuary 7 to January 17$96
PIENewburghJanuary 17 to January 24$124
MCONewburghDecember 3 to December 14$150
MCOWest HarrisonDecember 2 to December 8$152
RSWNewburghJanuary 9 to January 16$177
TPAWest HarrisonJanuary 8 to January 11$192
FLLWest HarrisonDecember 8 to December 10$228
DJTWest HarrisonNovember 18 to December 16$233
ATLWest HarrisonDecember 28 to January 2$279
RSWWest HarrisonJanuary 8 to January 11$294
CLTWest HarrisonJanuary 5 to January 5$295
JAXWest HarrisonDecember 8 to January 8$332
ORDWest HarrisonJanuary 13 to January 15$338
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
MCONewburghNovember 6 to November 13$207
RSWNewburghNovember 7 to November 11$208
TPANewburghNovember 7 to November 18$233
FLLNewburghNovember 8 to November 15$277
MCOWest HarrisonNovember 7 to November 10$348
TPAWest HarrisonNovember 7 to November 9$376
RSWWest HarrisonNovember 7 to November 14$406
FLLWest HarrisonNovember 6 to November 8$417
DJTWest HarrisonNovember 8 to November 12$554
JAXWest HarrisonNovember 6 to November 8$592
CLTWest HarrisonNovember 6 to November 9$678
ORDWest HarrisonNovember 6 to November 10$713
*Prices include taxes and fees

Best Dutchess County Flight and Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Manhattan Times Square
4.0-star property

Hotel Riu Plaza Manhattan Times Square

Jan 1 - Jan 3

2 night stay

Atlanta (ATL) to New York (JFK)

Frontier Airlines • Roundtrip • Coach
Price was $791, price is now $445 per person
$445
per person
found 1 day ago
JW Marriott Essex House New York
4.5-star property

JW Marriott Essex House New York

Jan 7 - Jan 10

3 night stay

Atlanta (ATL) to New York (JFK)

Frontier Airlines • Roundtrip • Coach
Price was $1,483, price is now $744 per person
$744
per person
found 1 day ago
The Langham, New York, Fifth Avenue
5.0-star property

The Langham, New York, Fifth Avenue

Jan 8 - Jan 11

3 night stay

Atlanta (ATL) to New York (JFK)

Frontier Airlines • Roundtrip • Coach
Price was $1,329, price is now $711 per person
$711
per person
found 1 day ago
Don't see what you're looking for?
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Travelers ❤️ These Dutchess County 🏨

Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley

3 out of 5
2165 South Road Poughkeepsie NY
Book a stay at this business-friendly hotel in Poughkeepsie. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Bananas Comedy Club and Casperkill Golf Club are located nearby.
Opens in a new windowHyatt Place Poughkeepsie / Hudson Valley
Beekman Arms and Delamater Inn

Beekman Arms and Delamater Inn

3.5 out of 5
6387 MILL ST Rhinebeck NY
Book a stay at this business-friendly inn in Rhinebeck. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Starr Library and Dutchess County Fairgrounds are located nearby.
Opens in a new windowBeekman Arms and Delamater Inn
Comfort Suites Fishkill near Interstate 84

Comfort Suites Fishkill near Interstate 84

2.5 out of 5
835 Route 52 Fishkill NY
Book a stay at this business-friendly hotel in Fishkill. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Blodgett Memorial Library and Fishkill Ridge are located nearby.
9.2/10 Wonderful! (1,001 reviews)
"We appreciated the convenience of having breakfast included with our stay. I would have to say that not having body soap available during our stay was an inconvenience. We had to go to the local store (Walmart) and purchase body soap. Another downside was that housekeeping did not come to clean our ..."

Reviewed on Oct 29, 2026

Opens in a new windowComfort Suites Fishkill near Interstate 84
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Studio 6 Extended Stay Fishkill Westage Center NY

Studio 6 Extended Stay Fishkill Westage Center NY

2.5 out of 5
55 W Merritt Blvd Fishkill NY
Stay at this hotel in Fishkill. Enjoy free WiFi, free parking, and laundry facilities. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Blodgett Memorial Library and Van Wyck Homestead Museum are located nearby.
6/10 (1,018 reviews)
"For an extended stay, there were no plastic cups, no coffee maker. Checked in on Wednesday evening, was told by the front desk staff the key maker was down, so I was let in by the front desk staff with the master key. Each time I left the room, I had to get some one from the front desk to escort ..."

Reviewed on Oct 29, 2026

Opens in a new windowStudio 6 Extended Stay Fishkill Westage Center NY
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.

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 $96. 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 18 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, February 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 $96. 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 $96 and $713. 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.
How long is the average flight to Dutchess County?
The length of your direct flight to Dutchess County depends on your departure point. So you know what to expect, here are the average flight times for some top routes to Dutchess County:

  • Myrtle Beach, SC (MYR-Myrtle Beach Intl.) to Stewart Intl. Airport (SWF) - 1 hour and 50 minutes
  • St. Petersburg, FL (PIE-St. Petersburg-Clearwater Intl.) to Stewart Intl. Airport (SWF) - 2 hours and 45 minutes
  • Savannah, GA (SAV-Savannah - Hilton Head Intl.) to Stewart Intl. Airport (SWF) - 1 hour and 57 minutes

What can I expect on a flight to Dutchess County?
If you're about to hop on a long-haul flight to Dutchess County, you can normally expect meals, drinks and entertainment on board. Airlines endeavor to make longer flights as comfortable as they can for passengers. Shorter trips — as well as flights offered by low-cost airlines — may not have such inclusions. If you're after cheap flights for family vacations with a low-priced carrier, it's likely you'll pay extra for things like snacks and drinks.