Cheap Flights to Dutchess County from $43 (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, Dec 3 - Sun, Dec 6
FLL
Fort Lauderdale - Hollywood Intl.
SWF
Stewart Intl.
$86 Roundtrip, found 13 hours ago
$86
Roundtrip
found 13 hours ago
Select Allegiant Air flight, departing Thu, Dec 3 from Fort Lauderdale - Hollywood Intl. to Stewart Intl., returning Sun, Dec 6, priced at $86 found 13 hours ago
Thu, Dec 3 - Sun, Dec 6
FLL
Fort Lauderdale - Hollywood Intl.
SWF
Stewart Intl.
$90 Roundtrip, just found
$90
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 $90 just found
Fri, Nov 13 - Mon, Nov 16
SFB
Orlando Sanford Intl.
SWF
Stewart Intl.
$94 Roundtrip, found 2 days ago
$94
Roundtrip
found 2 days ago
Select Allegiant Air flight, departing Fri, Nov 13 from Orlando Sanford Intl. to Stewart Intl., returning Mon, Nov 16, priced at $94 found 2 days ago
Thu, Dec 3 - Thu, Dec 10
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, Dec 3 from Fort Lauderdale - Hollywood Intl. to Stewart Intl., returning Thu, Dec 10, priced at $95 found 2 days ago
Thu, Oct 22 - Sun, Oct 25
FLL
Fort Lauderdale - Hollywood Intl.
SWF
Stewart Intl.
$99 Roundtrip, just found
$99
Roundtrip
just found
Select Allegiant Air flight, departing Thu, Oct 22 from Fort Lauderdale - Hollywood Intl. to Stewart Intl., returning Sun, Oct 25, priced at $99 just found
Fri, Nov 13 - Mon, Nov 16
SFB
Orlando Sanford Intl.
SWF
Stewart Intl.
$100 Roundtrip, found 2 hours ago
$100
Roundtrip
found 2 hours ago
Select Allegiant Air flight, departing Fri, Nov 13 from Orlando Sanford Intl. to Stewart Intl., returning Mon, Nov 16, priced at $100 found 2 hours ago
Fri, Jan 22 - Wed, Jan 27
RDU
Raleigh - Durham Intl.
HPN
Westchester County
$102 Roundtrip, just found
$102
Roundtrip
just found
Select Breeze Airways flight, departing Fri, Jan 22 from Raleigh - Durham Intl. to Westchester County, returning Wed, Jan 27, priced at $102 just found
Thu, Nov 12 - Sun, Nov 22
FLL
Fort Lauderdale - Hollywood Intl.
SWF
Stewart Intl.
$104 Roundtrip, found 9 hours ago
$104
Roundtrip
found 9 hours ago
Select Allegiant Air flight, departing Thu, Nov 12 from Fort Lauderdale - Hollywood Intl. to Stewart Intl., returning Sun, Nov 22, priced at $104 found 9 hours ago
Thu, Oct 22 - Thu, Nov 5
FLL
Fort Lauderdale - Hollywood Intl.
SWF
Stewart Intl.
$105 Roundtrip, found 5 days ago
$105
Roundtrip
found 5 days ago
Select Allegiant Air flight, departing Thu, Oct 22 from Fort Lauderdale - Hollywood Intl. to Stewart Intl., returning Thu, Nov 5, priced at $105 found 5 days ago
Wed, Feb 3 - Sat, Feb 6
RDU
Raleigh - Durham Intl.
SWF
Stewart Intl.
$107 Roundtrip, found 12 hours ago
$107
Roundtrip
found 12 hours ago
Select Breeze Airways flight, departing Wed, Feb 3 from Raleigh - Durham Intl. to Stewart Intl., returning Sat, Feb 6, priced at $107 found 12 hours ago
Fri, Sep 25 - Sat, Sep 26
MCO
Orlando Intl.
SWF
Stewart Intl.
$145 Roundtrip, found 6 days ago
$145
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Fri, Sep 25 from Orlando Intl. to Stewart Intl., returning Sat, Sep 26, priced at $145 found 6 days ago
OriginDestinationTravel DatesFlights From*
FLLNewburghDecember 3 to December 6$86
PIENewburghNovember 1 to November 15$132
MCONewburghOctober 3 to October 3$147
MCOWest HarrisonOctober 28 to November 17$168
RSWNewburghOctober 3 to October 7$206
FLLWest HarrisonDecember 7 to December 10$224
JAXWest HarrisonOctober 20 to October 27$242
DJTWest HarrisonOctober 27 to November 3$251
TPAWest HarrisonOctober 30 to November 2$251
RSWWest HarrisonNovember 2 to November 5$314
ATLWest HarrisonOctober 28 to October 31$338
ORDWest HarrisonNovember 11 to November 16$417
CLTWest HarrisonOctober 7 to October 10$455
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
MCONewburghSeptember 19 to September 30$186
TPANewburghSeptember 19 to September 26$237
RSWNewburghSeptember 19 to September 23$240
TPAWest HarrisonSeptember 19 to September 29$391
MCOWest HarrisonSeptember 19 to September 24$445
DJTWest HarrisonSeptember 20 to October 29$478
RSWWest HarrisonSeptember 19 to September 22$527
CLTWest HarrisonSeptember 18 to September 21$590
FLLWest HarrisonSeptember 20 to September 21$625
ATLWest HarrisonSeptember 18 to September 21$706
JAXWest HarrisonSeptember 19 to September 26$1,060
ORDWest HarrisonSeptember 18 to September 21$1,284
*Prices include taxes and fees

Best Dutchess County Flight and Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Lotte New York Palace
4.5-star property

Lotte New York Palace

Nov 5 - Nov 8

3 night stay

Atlanta (ATL) to New York (JFK)

Frontier Airlines • Roundtrip • Coach
Price was $1,374, price is now $671 per person
$671
per person
found 1 day ago
Beechmont - Perfect for Family Retreat!
5.0-star property

Beechmont - Perfect for Family Retreat!

Dec 13 - Dec 16

3 night stay

Atlanta (ATL) to New Haven (HVN)

JetBlue Airways • Coach

New Haven (HVN) to Atlanta (ATL)

Frontier Airlines • Coach
Price was $2,224, price is now $1,062 per person
$1,062
per person
found 8 hours ago
The William Hotel Midtown, New York
3.5-star property

The William Hotel Midtown, New York

Dec 6 - Dec 10

4 night stay

Atlanta (ATL) to New York (JFK)

Frontier Airlines • Roundtrip • Coach
Price was $2,191, price is now $1,151 per person
$1,151
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 🏨

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
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! (1,015 reviews)
"The Beekman Arms is conveniently located in the heart of downtown Rhinebeck, walking distance to great restaurants and shops. The rooms are dated, but clean, comfortable, and quite spacious. The staff is amazing."

Reviewed on Sep 14, 2026

Opens in a new windowBeekman Arms and Delamater Inn
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! (1,070 reviews)
"Fantastic staff, very clean room and a great breakfast. Highly recommend this hotel"

Reviewed on Sep 14, 2026

Opens in a new windowHyatt Place Poughkeepsie / Hudson Valley
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
Holiday Inn Express Poughkeepsie by IHG

Holiday Inn Express Poughkeepsie by IHG

2.5 out of 5
2750 South Road Poughkeepsie NY
Stay at this 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 Locust Grove and McCann Golf Course are located nearby.
8.8/10 Excellent! (1,004 reviews)
"The room was clean and quiet. The mattress was on the soft side. The toilet made a screeching sound for a few minutes after use that thankfully stopped. The bathroom was quite dated. There is a complimentary breakfast with pre-made omlettes, toast, cereal etc with paper plates and plastic cutlery. ..."

Reviewed on Sep 13, 2026

Opens in a new windowHoliday Inn Express Poughkeepsie by IHG
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 $86. 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, 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 $86. 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 $86 and $1,284. 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.