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.

Thu, Jan 7 - Sun, Jan 17
FLL
Fort Lauderdale - Hollywood Intl.
SWF
Stewart Intl.
$92 Roundtrip, found 1 day ago
$92
Roundtrip
found 1 day ago
Select Allegiant Air flight, departing Thu, Jan 7 from Fort Lauderdale - Hollywood Intl. to Stewart Intl., returning Sun, Jan 17, priced at $92 found 1 day ago
Thu, Jan 14 - Sun, Jan 17
FLL
Fort Lauderdale - Hollywood Intl.
SWF
Stewart Intl.
$94 Roundtrip, just found
$94
Roundtrip
just found
Select Allegiant Air flight, departing Thu, Jan 14 from Fort Lauderdale - Hollywood Intl. to Stewart Intl., returning Sun, Jan 17, priced at $94 just found
Thu, Jan 7 - Sun, Jan 17
FLL
Fort Lauderdale - Hollywood Intl.
SWF
Stewart Intl.
$95 Roundtrip, found 11 hours ago
$95
Roundtrip
found 11 hours ago
Select Allegiant Air flight, departing Thu, Jan 7 from Fort Lauderdale - Hollywood Intl. to Stewart Intl., returning Sun, Jan 17, priced at $95 found 11 hours ago
Fri, Feb 12 - Sat, Feb 20
SFB
Orlando Sanford Intl.
SWF
Stewart Intl.
$100 Roundtrip, found 4 days ago
$100
Roundtrip
found 4 days ago
Select Allegiant Air flight, departing Fri, Feb 12 from Orlando Sanford Intl. to Stewart Intl., returning Sat, Feb 20, priced at $100 found 4 days ago
Thu, Jan 7 - Sun, Jan 10
FLL
Fort Lauderdale - Hollywood Intl.
SWF
Stewart Intl.
$100 Roundtrip, found 1 day ago
$100
Roundtrip
found 1 day ago
Select Allegiant Air flight, departing Thu, Jan 7 from Fort Lauderdale - Hollywood Intl. to Stewart Intl., returning Sun, Jan 10, priced at $100 found 1 day ago
Sat, Jan 23 - Wed, Jan 27
RDU
Raleigh - Durham Intl.
SWF
Stewart Intl.
$102 Roundtrip, found 1 hour ago
$102
Roundtrip
found 1 hour ago
Select Breeze Airways flight, departing Sat, Jan 23 from Raleigh - Durham Intl. to Stewart Intl., returning Wed, Jan 27, priced at $102 found 1 hour ago
Sat, Dec 5 - Tue, Dec 8
RDU
Raleigh - Durham Intl.
HPN
Westchester County
$102 Roundtrip, found 1 hour ago
$102
Roundtrip
found 1 hour ago
Select Breeze Airways flight, departing Sat, Dec 5 from Raleigh - Durham Intl. to Westchester County, returning Tue, Dec 8, priced at $102 found 1 hour ago
Thu, Jan 28 - Sun, Jan 31
FLL
Fort Lauderdale - Hollywood Intl.
SWF
Stewart Intl.
$102 Roundtrip, found 3 days ago
$102
Roundtrip
found 3 days 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 3 days ago
Thu, Jan 7 - Sun, Jan 10
FLL
Fort Lauderdale - Hollywood Intl.
SWF
Stewart Intl.
$103 Roundtrip, found 6 hours ago
$103
Roundtrip
found 6 hours ago
Select Allegiant Air flight, departing Thu, Jan 7 from Fort Lauderdale - Hollywood Intl. to Stewart Intl., returning Sun, Jan 10, priced at $103 found 6 hours ago
Thu, Dec 3 - Mon, Dec 14
MCO
Orlando Intl.
SWF
Stewart Intl.
$150 Roundtrip, found 5 days ago
$150
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Thu, Dec 3 from Orlando Intl. to Stewart Intl., returning Mon, Dec 14, priced at $150 found 5 days ago
OriginDestinationTravel DatesFlights From*
FLLNewburghJanuary 7 to January 17$92
PIENewburghJanuary 17 to January 24$124
MCONewburghDecember 3 to December 14$150
MCOWest HarrisonDecember 4 to December 14$162
TPAWest HarrisonJanuary 8 to January 11$189
RSWNewburghDecember 5 to December 9$202
FLLWest HarrisonJanuary 15 to January 19$227
DJTWest HarrisonNovember 18 to December 16$233
ATLWest HarrisonDecember 27 to January 1$279
RSWWest HarrisonJanuary 8 to January 11$294
CLTWest HarrisonJanuary 5 to January 5$295
JAXWest HarrisonDecember 8 to January 8$332
ORDWest HarrisonDecember 18 to December 22$439
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
MCONewburghNovember 7 to November 14$228
TPANewburghNovember 7 to November 18$233
FLLNewburghNovember 8 to November 15$277
MCOWest HarrisonNovember 6 to November 8$372
TPAWest HarrisonNovember 7 to November 9$376
RSWNewburghNovember 6 to November 11$379
FLLWest HarrisonNovember 6 to November 8$442
JAXWest HarrisonNovember 7 to November 9$494
RSWWest HarrisonNovember 7 to November 10$501
ORDWest HarrisonNovember 6 to November 7$521
DJTWest HarrisonNovember 8 to November 11$643
ATLWest HarrisonNovember 7 to November 8$753
CLTWest HarrisonNovember 7 to November 8$964
*Prices include taxes and fees

Best Dutchess County Flight and Hotel Packages

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!

Nov 13 - Nov 15

2 night stay

Atlanta (ATL) to New Haven (HVN)

Xtra Airways • Roundtrip • Coach
Price was $1,589, price is now $921 per person
$921
per person
found 1 day ago
The St. Regis New York
5.0-star property

The St. Regis New York

Jan 26 - Jan 28

2 night stay

Atlanta (ATL) to New York (JFK)

Frontier Airlines • Roundtrip • Coach
Price was $1,705, price is now $931 per person
$931
per person
found 1 day ago
JW Marriott Essex House New York
4.5-star property

JW Marriott Essex House New York

Jan 20 - Jan 24

4 night stay

Atlanta (ATL) to New York (JFK)

JetBlue Airways • Roundtrip • Coach
Price was $1,724, price is now $964 per person
$964
per person
found 1 day ago
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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! (1,151 reviews)
"My room had bedbugs, I had a terrible night. I let the staff be aware of the issue"

Reviewed on Nov 2, 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! (1,013 reviews)
"Very beautiful and historic. The property and the town. A bit enchanting. Nice boutique, locally owned shops. Fees like you stepped back in time. The room in the courtyard, Courtyard Double, was huge. It had a kitchenette type area with microwave, coffee maker and refrigerator, sitting area with ..."

Reviewed on Nov 2, 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 Blodgett Memorial Library and Van Wyck Homestead Museum are located nearby.
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 $92. 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, 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 $92. 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 $92 and $964. 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.