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.

Thu, Jan 14 - Sun, Jan 17
FLL
Fort Lauderdale - Hollywood Intl.
SWF
Stewart Intl.
$96 Roundtrip, found 4 hours ago
$96
Roundtrip
found 4 hours ago
Select Allegiant Air flight, departing Thu, Jan 14 from Fort Lauderdale - Hollywood Intl. to Stewart Intl., returning Sun, Jan 17, priced at $96 found 4 hours ago
Sat, Feb 13 - Sat, Feb 20
SFB
Orlando Sanford Intl.
SWF
Stewart Intl.
$100 Roundtrip, found 19 hours ago
$100
Roundtrip
found 19 hours ago
Select Allegiant Air flight, departing Sat, Feb 13 from Orlando Sanford Intl. to Stewart Intl., returning Sat, Feb 20, priced at $100 found 19 hours ago
Thu, Jan 28 - Sun, Jan 31
FLL
Fort Lauderdale - Hollywood Intl.
SWF
Stewart Intl.
$105 Roundtrip, found 10 hours ago
$105
Roundtrip
found 10 hours ago
Select Allegiant Air flight, departing Thu, Jan 28 from Fort Lauderdale - Hollywood Intl. to Stewart Intl., returning Sun, Jan 31, priced at $105 found 10 hours ago
Thu, Dec 3 - Sun, Dec 6
FLL
Fort Lauderdale - Hollywood Intl.
SWF
Stewart Intl.
$109 Roundtrip, found 4 days ago
$109
Roundtrip
found 4 days ago
Select Allegiant Air flight, departing Thu, Dec 3 from Fort Lauderdale - Hollywood Intl. to Stewart Intl., returning Sun, Dec 6, priced at $109 found 4 days ago
Thu, Feb 4 - Sun, Feb 7
FLL
Fort Lauderdale - Hollywood Intl.
SWF
Stewart Intl.
$110 Roundtrip, found 22 hours ago
$110
Roundtrip
found 22 hours ago
Select Allegiant Air flight, departing Thu, Feb 4 from Fort Lauderdale - Hollywood Intl. to Stewart Intl., returning Sun, Feb 7, priced at $110 found 22 hours ago
Thu, Jan 28 - Thu, Feb 4
FLL
Fort Lauderdale - Hollywood Intl.
SWF
Stewart Intl.
$115 Roundtrip, found 4 days ago
$115
Roundtrip
found 4 days ago
Select Allegiant Air flight, departing Thu, Jan 28 from Fort Lauderdale - Hollywood Intl. to Stewart Intl., returning Thu, Feb 4, priced at $115 found 4 days ago
Thu, Jan 21 - Sun, Jan 24
PIE
St. Petersburg-Clearwater Intl.
SWF
Stewart Intl.
$132 Roundtrip, found 10 hours ago
$132
Roundtrip
found 10 hours ago
Select Allegiant Air flight, departing Thu, Jan 21 from St. Petersburg-Clearwater Intl. to Stewart Intl., returning Sun, Jan 24, priced at $132 found 10 hours ago
Tue, Dec 8 - Tue, Dec 15
MCO
Orlando Intl.
HPN
Westchester County
$150 Roundtrip, found 4 days ago
$150
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Tue, Dec 8 from Orlando Intl. to Westchester County, returning Tue, Dec 15, priced at $150 found 4 days ago
OriginDestinationTravel DatesFlights From*
FLLNewburghJanuary 7 to January 17$96
PIENewburghJanuary 21 to January 24$132
MCONewburghDecember 3 to December 14$150
MCOWest HarrisonDecember 2 to December 8$152
RSWNewburghJanuary 9 to January 16$177
TPAWest HarrisonJanuary 8 to January 11$192
FLLWest HarrisonDecember 8 to December 10$228
DJTWest HarrisonFebruary 2 to February 6$259
RSWWest HarrisonJanuary 8 to January 11$294
ATLWest HarrisonNovember 14 to November 21$299
JAXWest HarrisonDecember 8 to January 8$332
ORDWest HarrisonJanuary 13 to January 15$338
CLTWest HarrisonNovember 21 to November 25$476
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
FLLNewburghNovember 1 to November 22$127
MCONewburghNovember 1 to November 14$164
RSWNewburghOctober 31 to November 7$240
PIENewburghNovember 1 to November 5$354
MCOWest HarrisonNovember 1 to November 7$378
TPAWest HarrisonOctober 31 to November 2$425
DJTWest HarrisonOctober 30 to November 8$513
RSWWest HarrisonOctober 30 to November 20$531
ATLWest HarrisonOctober 30 to November 1$633
FLLWest HarrisonNovember 1 to November 5$659
ORDWest HarrisonNovember 1 to November 3$905
JAXWest HarrisonNovember 1 to November 5$1,088
*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 15 - Jan 18

3 night stay

Atlanta (ATL) to New York (JFK)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,559, price is now $842 per person
$842
per person
found 1 day ago
Beechmont - Perfect for Family Retreat!
5.0-star property

Beechmont - Perfect for Family Retreat!

Dec 30 - Jan 4

5 night stay

Los Angeles (LAX) to New Haven (HVN)

Alaska Airlines • Coach

New Haven (HVN) to Los Angeles (LAX)

Frontier Airlines • Coach
Price was $3,811, price is now $1,790 per person
$1,790
per person
found 17 hours ago
Hotel Riu Plaza Manhattan Times Square
4.0-star property

Hotel Riu Plaza Manhattan Times Square

Dec 2 - Dec 5

3 night stay

Atlanta (ATL) to New York (JFK)

United • Roundtrip • Coach
Price was $2,577, price is now $1,415 per person
$1,415
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.
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 (1,017 reviews)
"Desk clerk was the rudest No room keys Didn’t clean anything. 2 towel no house keeping windows were locked shut I’m sure that’s a fire code violation. Tv remote had one battery in it you need 2 really think the place should be shut down. You should be ashamed to have that on your website"

Reviewed on Oct 28, 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, 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 $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 $1,088. 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.