Cheap Flights to Dutchess County from $48 (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.

Thu, Dec 3 - Sun, Dec 6
FLL
Fort Lauderdale - Hollywood Intl.
SWF
Stewart Intl.
$100 Roundtrip, just found
$100
Roundtrip
just found
Select Allegiant Air flight, departing Thu, Dec 3 from Fort Lauderdale - Hollywood Intl. to Stewart Intl., returning Sun, Dec 6, priced at $100 just found
Sun, Jan 17 - Sun, Jan 24
FLL
Fort Lauderdale - Hollywood Intl.
SWF
Stewart Intl.
$104 Roundtrip, found 1 day ago
$104
Roundtrip
found 1 day ago
Select Allegiant Air flight, departing Sun, Jan 17 from Fort Lauderdale - Hollywood Intl. to Stewart Intl., returning Sun, Jan 24, priced at $104 found 1 day ago
Thu, Jan 14 - Sun, Jan 17
FLL
Fort Lauderdale - Hollywood Intl.
SWF
Stewart Intl.
$105 Roundtrip, found 3 hours ago
$105
Roundtrip
found 3 hours ago
Select Allegiant Air flight, departing Thu, Jan 14 from Fort Lauderdale - Hollywood Intl. to Stewart Intl., returning Sun, Jan 17, priced at $105 found 3 hours ago
Fri, Feb 12 - Sat, Feb 20
SFB
Orlando Sanford Intl.
SWF
Stewart Intl.
$106 Roundtrip, found 16 hours ago
$106
Roundtrip
found 16 hours ago
Select Allegiant Air flight, departing Fri, Feb 12 from Orlando Sanford Intl. to Stewart Intl., returning Sat, Feb 20, priced at $106 found 16 hours ago
Thu, Nov 12 - Sun, Nov 15
FLL
Fort Lauderdale - Hollywood Intl.
SWF
Stewart Intl.
$109 Roundtrip, found 4 hours ago
$109
Roundtrip
found 4 hours ago
Select Allegiant Air flight, departing Thu, Nov 12 from Fort Lauderdale - Hollywood Intl. to Stewart Intl., returning Sun, Nov 15, priced at $109 found 4 hours ago
Sat, Feb 13 - Sat, Feb 20
SFB
Orlando Sanford Intl.
SWF
Stewart Intl.
$112 Roundtrip, found 1 day ago
$112
Roundtrip
found 1 day ago
Select Allegiant Air flight, departing Sat, Feb 13 from Orlando Sanford Intl. to Stewart Intl., returning Sat, Feb 20, priced at $112 found 1 day ago
Fri, Dec 11 - Mon, Dec 14
SFB
Orlando Sanford Intl.
SWF
Stewart Intl.
$114 Roundtrip, found 9 hours ago
$114
Roundtrip
found 9 hours ago
Select Allegiant Air flight, departing Fri, Dec 11 from Orlando Sanford Intl. to Stewart Intl., returning Mon, Dec 14, priced at $114 found 9 hours ago
Fri, Dec 11 - Mon, Dec 14
SFB
Orlando Sanford Intl.
SWF
Stewart Intl.
$118 Roundtrip, found 4 days ago
$118
Roundtrip
found 4 days ago
Select Allegiant Air flight, departing Fri, Dec 11 from Orlando Sanford Intl. to Stewart Intl., returning Mon, Dec 14, priced at $118 found 4 days ago
OriginDestinationTravel DatesFlights From*
FLLNewburghNovember 1 to November 15$100
PIENewburghJanuary 7 to January 10$141
MCOWest HarrisonNovember 12 to November 17$144
MCONewburghDecember 3 to December 6$147
RSWNewburghJanuary 9 to January 13$190
TPAWest HarrisonDecember 5 to December 11$205
FLLWest HarrisonDecember 11 to January 12$231
DJTWest HarrisonNovember 3 to November 7$233
JAXWest HarrisonNovember 7 to November 11$263
RSWWest HarrisonDecember 8 to December 15$297
CLTWest HarrisonNovember 18 to November 22$345
ATLWest HarrisonDecember 10 to January 9$396
ORDWest HarrisonDecember 19 to January 10$437
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
MCONewburghOctober 18 to October 31$186
FLLNewburghOctober 18 to October 25$270
RSWNewburghOctober 17 to October 21$332
MCOWest HarrisonOctober 17 to October 20$345
PIENewburghOctober 18 to October 25$391
FLLWest HarrisonOctober 16 to October 19$452
DJTWest HarrisonOctober 17 to October 27$483
ORDWest HarrisonOctober 17 to October 30$499
RSWWest HarrisonOctober 16 to October 18$535
TPAWest HarrisonOctober 17 to October 20$561
ATLWest HarrisonOctober 16 to October 18$613
CLTWest HarrisonOctober 16 to November 3$853
JAXWest HarrisonOctober 16 to October 20$1,072
*Prices include taxes and fees

Best Dutchess County Flight and Hotel Packages

Price found within the past 48 hours. Click for updated prices.
33 Hotel, New York City, Seaport
5.0-star property

33 Hotel, New York City, Seaport

Dec 30 - Jan 4

5 night stay

Atlanta (ATL) to New York (JFK)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,936, price is now $1,085 per person
$1,085
per person
found 1 day ago
Beechmont - Perfect for Family Retreat!
5.0-star property

Beechmont - Perfect for Family Retreat!

Dec 24 - Dec 27

3 night stay

Orlando (MCO) to New Haven (HVN)

Breeze Airways • Roundtrip • Coach
Save 100% on your flight
Price was $2,096, price is now $1,199 per person
$1,199
per person
found 1 day ago
1 Hotel Central Park
5.0-star property

1 Hotel Central Park

Dec 23 - Dec 28

5 night stay

Atlanta (ATL) to New York (JFK)

JetBlue Airways • Coach

New York (JFK) to Atlanta (ATL)

Frontier Airlines • Coach
Price was $3,302, price is now $1,954 per person
$1,954
per person
found 1 day ago
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See all available trips from Atlanta to Dutchess County
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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.
9/10 Wonderful! (1,112 reviews)
"Guest room was designed well. Very clean. Comfortable bed. Great shower, strong pressure, like a massage. Breakfast was excellent , fresh and hot. Will be back"

Reviewed on Oct 10, 2026

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.
8.2/10 Very Good! (1,010 reviews)
"This was my first time at this property. My room was not in the Beekman Arms but in its sister property a few blocks away. The room was large and nicely decorated, it was very clean and the bed was comfortable. The bathroom was very nice and soap, shampoo and towels were supplied in abundance. Breakfast ..."

Reviewed on Oct 10, 2026

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.
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 Van Wyck Homestead Museum and Fishkill Golf Course are located nearby.
6/10 (1,004 reviews)
"I had a reservation and the hotel over booked, NO ROOM!"

Reviewed on Oct 10, 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 $100. 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 15 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, December 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 $100. 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 $100 and $1,072. 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.