Cheap Flights to Dutchess County from $48 (2026/2027)

Wander Wisely with exceptional service, 24/7 supportOpens in a new window

Feel at ease with free flight cancellations within 24 hours of booking

Change your flight without a fee on select flights

Jet to one of Dutchess County's top cities

A river with boats docked on the shore, surrounded by autumn-colored trees.

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 3 days ago
$92
Roundtrip
found 3 days 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 3 days ago
Thu, Jan 14 - Sun, Jan 17
FLL
Fort Lauderdale - Hollywood Intl.
SWF
Stewart Intl.
$94 Roundtrip, found 2 days ago
$94
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 $94 found 2 days ago
Thu, Jan 7 - Sun, Jan 17
FLL
Fort Lauderdale - Hollywood Intl.
SWF
Stewart Intl.
$95 Roundtrip, found 2 days ago
$95
Roundtrip
found 2 days 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 2 days ago
Fri, Feb 12 - Sat, Feb 20
SFB
Orlando Sanford Intl.
SWF
Stewart Intl.
$100 Roundtrip, found 6 days ago
$100
Roundtrip
found 6 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 6 days ago
Thu, Jan 7 - Sun, Jan 10
FLL
Fort Lauderdale - Hollywood Intl.
SWF
Stewart Intl.
$103 Roundtrip, found 2 days ago
$103
Roundtrip
found 2 days 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 2 days ago
Thu, Feb 4 - Sun, Feb 7
FLL
Fort Lauderdale - Hollywood Intl.
SWF
Stewart Intl.
$105 Roundtrip, found 5 hours ago
$105
Roundtrip
found 5 hours ago
Select Allegiant Air flight, departing Thu, Feb 4 from Fort Lauderdale - Hollywood Intl. to Stewart Intl., returning Sun, Feb 7, priced at $105 found 5 hours ago
Fri, Feb 12 - Sat, Feb 20
SFB
Orlando Sanford Intl.
SWF
Stewart Intl.
$106 Roundtrip, found 2 days ago
$106
Roundtrip
found 2 days ago
Select Allegiant Air flight, departing Fri, Feb 12 from Orlando Sanford Intl. to Stewart Intl., returning Sat, Feb 20, priced at $106 found 2 days ago
Sun, Jan 17 - Sun, Jan 24
PIE
St. Petersburg-Clearwater Intl.
SWF
Stewart Intl.
$124 Roundtrip, found 2 days ago
$124
Roundtrip
found 2 days ago
Select Allegiant Air flight, departing Sun, Jan 17 from St. Petersburg-Clearwater Intl. to Stewart Intl., returning Sun, Jan 24, priced at $124 found 2 days ago
Thu, Dec 3 - Sat, Dec 5
MCO
Orlando Intl.
SWF
Stewart Intl.
$153 Roundtrip, found 4 days ago
$153
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Thu, Dec 3 from Orlando Intl. to Stewart Intl., returning Sat, Dec 5, priced at $153 found 4 days ago
OriginDestinationTravel DatesFlights From*
FLLNewburghJanuary 7 to January 17$92
PIENewburghJanuary 17 to January 24$124
MCONewburghJanuary 21 to January 27$157
MCOWest HarrisonFebruary 6 to February 9$179
RSWNewburghJanuary 30 to February 3$181
TPAWest HarrisonJanuary 8 to January 11$189
FLLWest HarrisonJanuary 15 to January 17$217
ATLWest HarrisonNovember 21 to November 23$249
DJTWest HarrisonFebruary 2 to February 8$269
RSWWest HarrisonFebruary 5 to February 8$290
CLTWest HarrisonJanuary 5 to January 5$295
JAXWest HarrisonDecember 11 to January 6$362
ORDWest HarrisonDecember 18 to December 22$439
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
FLLNewburghNovember 8 to November 22$274
MCONewburghNovember 6 to November 14$300
RSWNewburghNovember 6 to November 11$379
TPANewburghNovember 7 to November 16$445
JAXWest HarrisonNovember 7 to November 9$494
ORDWest HarrisonNovember 6 to November 7$521
MCOWest HarrisonNovember 8 to November 10$528
FLLWest HarrisonNovember 6 to November 8$531
RSWWest HarrisonNovember 7 to November 10$546
DJTWest HarrisonNovember 8 to November 21$592
CLTWest HarrisonNovember 6 to November 8$618
TPAWest HarrisonNovember 7 to November 9$669
ATLWest HarrisonNovember 7 to November 8$753
*Prices include taxes and fees

Best Dutchess County Flight and Hotel Packages

Price found within the past 48 hours. Click for updated prices.
JW Marriott Essex House New York
4.5-star property

JW Marriott Essex House New York

Jan 1 - Jan 4

3 night stay

Atlanta (ATL) to New York (JFK)

Frontier Airlines • Roundtrip • Coach
Price was $1,510, price is now $865 per person
$865
per person
found 1 day ago
Beechmont - Perfect for Family Retreat!
5.0-star property

Beechmont - Perfect for Family Retreat!

Dec 27 - Dec 30

3 night stay

Dallas (DFW) to New Haven (HVN)

American Airlines • Roundtrip • Coach
Price was $2,441, price is now $1,277 per person
$1,277
per person
found 1 day ago
1 Hotel Brooklyn Bridge
5.0-star property

1 Hotel Brooklyn Bridge

Jan 21 - Jan 24

3 night stay

Atlanta (ATL) to New York (JFK)

Frontier Airlines • Roundtrip • Coach
Price was $2,034, price is now $1,186 per person
$1,186
per person
found 1 day ago
Don't see what you're looking for?
See all available trips from Atlanta to Dutchess County
View all trips

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! (1,159 reviews)
"Very clean, nice breakfast."

Reviewed on Nov 4, 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.
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
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
Quality Inn Poughkeepsie

Quality Inn Poughkeepsie

2.5 out of 5
536 Haight Ave, Building A Poughkeepsie NY
Book a stay at this business-friendly hotel in Poughkeepsie. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Frances Lehman Loeb Art Center and Vassar Golf Course are located nearby.
Opens in a new windowQuality Inn 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.

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 16 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 $753. 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.