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.

Sun, Nov 1 - Sun, Nov 15
FLL
Fort Lauderdale - Hollywood Intl.
SWF
Stewart Intl.
$96 Roundtrip, found 4 days ago
$96
Roundtrip
found 4 days ago
Select Allegiant Air flight, departing Sun, Nov 1 from Fort Lauderdale - Hollywood Intl. to Stewart Intl., returning Sun, Nov 15, priced at $96 found 4 days ago
Thu, Dec 3 - Sun, Dec 6
FLL
Fort Lauderdale - Hollywood Intl.
SWF
Stewart Intl.
$100 Roundtrip, found 7 hours ago
$100
Roundtrip
found 7 hours ago
Select Allegiant Air flight, departing Thu, Dec 3 from Fort Lauderdale - Hollywood Intl. to Stewart Intl., returning Sun, Dec 6, priced at $100 found 7 hours ago
Sat, Dec 5 - Sat, Dec 12
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, Dec 5 from Raleigh - Durham Intl. to Stewart Intl., returning Sat, Dec 12, priced at $102 found 1 hour ago
Fri, Jan 15 - Mon, Jan 18
RDU
Raleigh - Durham Intl.
HPN
Westchester County
$102 Roundtrip, found 5 hours ago
$102
Roundtrip
found 5 hours ago
Select Breeze Airways flight, departing Fri, Jan 15 from Raleigh - Durham Intl. to Westchester County, returning Mon, Jan 18, priced at $102 found 5 hours ago
Thu, Dec 3 - Mon, Dec 7
RDU
Raleigh - Durham Intl.
HPN
Westchester County
$103 Roundtrip, found 17 hours ago
$103
Roundtrip
found 17 hours ago
Select Breeze Airways flight, departing Thu, Dec 3 from Raleigh - Durham Intl. to Westchester County, returning Mon, Dec 7, priced at $103 found 17 hours ago
Sun, Nov 1 - Sun, Nov 15
FLL
Fort Lauderdale - Hollywood Intl.
SWF
Stewart Intl.
$104 Roundtrip, found 13 hours ago
$104
Roundtrip
found 13 hours ago
Select Allegiant Air flight, departing Sun, Nov 1 from Fort Lauderdale - Hollywood Intl. to Stewart Intl., returning Sun, Nov 15, priced at $104 found 13 hours ago
Thu, Dec 3 - Sun, Dec 6
FLL
Fort Lauderdale - Hollywood Intl.
SWF
Stewart Intl.
$105 Roundtrip, just found
$105
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 $105 just found
Tue, Nov 3 - Tue, Nov 17
MCO
Orlando Intl.
HPN
Westchester County
$146 Roundtrip, found 2 days ago
$146
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Tue, Nov 3 from Orlando Intl. to Westchester County, returning Tue, Nov 17, priced at $146 found 2 days ago
OriginDestinationTravel DatesFlights From*
FLLNewburghDecember 3 to December 6$100
MCOWest HarrisonNovember 3 to November 17$146
MCONewburghDecember 3 to December 6$147
TPANewburghNovember 11 to November 14$148
RSWNewburghDecember 5 to December 9$189
TPAWest HarrisonDecember 5 to December 7$214
DJTWest HarrisonNovember 10 to November 14$238
FLLWest HarrisonDecember 4 to December 6$243
JAXWest HarrisonOctober 31 to November 3$263
RSWWest HarrisonDecember 4 to December 7$301
ATLWest HarrisonOctober 22 to October 26$338
ORDWest HarrisonDecember 16 to December 20$437
CLTWest HarrisonOctober 22 to October 25$442
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
FLLNewburghOctober 11 to October 25$175
MCONewburghOctober 11 to October 24$242
PIENewburghOctober 11 to October 18$391
TPAWest HarrisonOctober 10 to October 22$464
RSWNewburghOctober 10 to October 19$466
MCOWest HarrisonOctober 10 to October 13$468
DJTWest HarrisonOctober 10 to October 19$478
ORDWest HarrisonOctober 10 to October 11$494
RSWWest HarrisonOctober 10 to October 18$544
FLLWest HarrisonOctober 9 to October 13$604
ATLWest HarrisonOctober 9 to October 12$613
JAXWest HarrisonOctober 11 to October 16$965
CLTWest HarrisonOctober 10 to October 12$1,039
*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

Nov 12 - Nov 15

3 night stay

Atlanta (ATL) to New York (JFK)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,222, price is now $700 per person
$700
per person
found 1 day ago
Beechmont - Perfect for Family Retreat!
5.0-star property

Beechmont - Perfect for Family Retreat!

Nov 12 - Nov 16

4 night stay

Atlanta (ATL) to New Haven (HVN)

Xtra Airways • Roundtrip • Coach
Save 100% on your flight
Price was $2,981, price is now $1,582 per person
$1,582
per person
found 1 day ago
Lotte New York Palace
4.5-star property

Lotte New York Palace

Dec 27 - Dec 30

3 night stay

Atlanta (ATL) to New York (JFK)

JetBlue Airways • Roundtrip • Coach
Save 100% on your flight
Price was $2,032, 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
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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! (1,102 reviews)
"Nice, clean comfortable place to stay. Staff was super friendly. Shout out to Grace at the front desk for being very helpful. Only thing room lacked was a microwave."

Reviewed on Oct 5, 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! (1,011 reviews)
"I was up early during my stay but around 7:15 am leaf blowers were being used across the street. It probably woke up everyone in the building where I was staying."

Reviewed on Oct 5, 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.
6/10 (1,007 reviews)
"The microwave was filthy, The sink was just as bad! Paid $82 incidental fee , got $70 back , but didn't use anything to be billed $12!!!"

Reviewed on Oct 5, 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 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, November 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 $1,039. 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.