Cheap Flights to Dutchess County from $49 (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 14 - Sun, Jan 17
FLL
Fort Lauderdale - Hollywood Intl.
SWF
Stewart Intl.
$98 Roundtrip, found 2 days ago
$98
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 $98 found 2 days ago
Fri, Feb 12 - Sat, Feb 20
SFB
Orlando Sanford Intl.
SWF
Stewart Intl.
$100 Roundtrip, found 1 day ago
$100
Roundtrip
found 1 day ago
Select Allegiant Air flight, departing Fri, Feb 12 from Orlando Sanford Intl. to Stewart Intl., returning Sat, Feb 20, priced at $100 found 1 day ago
Thu, Jan 14 - Sun, Jan 17
FLL
Fort Lauderdale - Hollywood Intl.
SWF
Stewart Intl.
$103 Roundtrip, found 7 hours ago
$103
Roundtrip
found 7 hours ago
Select Allegiant Air flight, departing Thu, Jan 14 from Fort Lauderdale - Hollywood Intl. to Stewart Intl., returning Sun, Jan 17, priced at $103 found 7 hours ago
Thu, Jan 21 - Sun, Jan 31
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 21 from Fort Lauderdale - Hollywood Intl. to Stewart Intl., returning Sun, Jan 31, priced at $105 found 3 hours ago
Sat, Feb 13 - Sat, Feb 20
SFB
Orlando Sanford Intl.
SWF
Stewart Intl.
$106 Roundtrip, found 1 day ago
$106
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 $106 found 1 day ago
Thu, Jan 28 - Sun, Jan 31
FLL
Fort Lauderdale - Hollywood Intl.
SWF
Stewart Intl.
$107 Roundtrip, found 11 hours ago
$107
Roundtrip
found 11 hours ago
Select Allegiant Air flight, departing Thu, Jan 28 from Fort Lauderdale - Hollywood Intl. to Stewart Intl., returning Sun, Jan 31, priced at $107 found 11 hours ago
Thu, Feb 4 - Sun, Feb 7
FLL
Fort Lauderdale - Hollywood Intl.
SWF
Stewart Intl.
$108 Roundtrip, found 8 hours ago
$108
Roundtrip
found 8 hours ago
Select Allegiant Air flight, departing Thu, Feb 4 from Fort Lauderdale - Hollywood Intl. to Stewart Intl., returning Sun, Feb 7, priced at $108 found 8 hours ago
Thu, Jan 7 - Sun, Jan 10
FLL
Fort Lauderdale - Hollywood Intl.
SWF
Stewart Intl.
$109 Roundtrip, found 2 hours ago
$109
Roundtrip
found 2 hours ago
Select Allegiant Air flight, departing Thu, Jan 7 from Fort Lauderdale - Hollywood Intl. to Stewart Intl., returning Sun, Jan 10, priced at $109 found 2 hours ago
Sun, Jan 17 - Sun, Jan 24
PIE
St. Petersburg-Clearwater Intl.
SWF
Stewart Intl.
$124 Roundtrip, found 15 hours ago
$124
Roundtrip
found 15 hours 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 15 hours ago
OriginDestinationTravel DatesFlights From*
FLLNewburghJanuary 14 to January 17$98
PIENewburghJanuary 17 to January 24$124
MCOWest HarrisonJanuary 12 to January 19$140
MCONewburghJanuary 29 to February 1$151
RSWNewburghJanuary 16 to January 23$192
TPAWest HarrisonJanuary 8 to January 11$193
FLLWest HarrisonJanuary 11 to January 11$216
RSWWest HarrisonJanuary 9 to January 11$256
DJTWest HarrisonDecember 8 to December 16$278
ATLWest HarrisonDecember 4 to December 8$288
JAXWest HarrisonDecember 8 to December 12$296
CLTWest HarrisonDecember 9 to December 12$390
ORDWest HarrisonDecember 19 to January 2$403
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
MCONewburghNovember 13 to November 21$237
FLLNewburghNovember 15 to December 13$239
RSWNewburghNovember 14 to November 18$277
MCOWest HarrisonNovember 14 to December 2$329
JAXWest HarrisonNovember 14 to November 22$363
TPAWest HarrisonNovember 13 to November 14$364
TPANewburghNovember 14 to November 18$371
RSWWest HarrisonNovember 13 to November 30$402
DJTWest HarrisonNovember 15 to November 18$533
FLLWest HarrisonNovember 13 to November 15$567
ATLWest HarrisonNovember 14 to November 16$661
CLTWest HarrisonNovember 14 to November 15$1,202
*Prices include taxes and fees

Best Dutchess County Flight and Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Hotel St. James
3.0-star property

Hotel St. James

Jan 15 - Jan 21

6 night stay

Atlanta (ATL) to New York (JFK)

JetBlue Airways • Roundtrip • Coach
Save 100% on your flight
Price was $976, price is now $613 per person
$613
per person
found 1 day ago
JW Marriott Essex House New York
4.5-star property

JW Marriott Essex House New York

Jan 15 - Jan 18

3 night stay

Atlanta (ATL) to New York (JFK)

American Airlines • Non-stop roundtrip • Coach
Price was $1,444, price is now $870 per person
$870
per person
found 1 day ago
The Inn At Fox Hollow Hotel
4.0-star property

The Inn At Fox Hollow Hotel

Dec 23 - Dec 30

7 night stay

Atlanta (ATL) to New York (JFK)

Frontier Airlines • Roundtrip • Coach
Price was $1,885, price is now $1,183 per person
$1,183
per person
found 1 day ago
Don't see what you're looking for?
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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.
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! (1,001 reviews)
"The side entry door for the Townsend rooms does not close properly and lock without some assistance. Staff very help and polite. Room was nice. Town was very quaint and has a few eateries to try."

Reviewed on Nov 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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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.
7.6/10 Good! (624 reviews)
"Conveniently situated, this property offers an affordable accommodation option; a straightforward motel providing basic amenities without additional features."

Reviewed on Nov 9, 2026

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 $98. 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 $98. 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 $98 and $1,202. 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.