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
Fri, Feb 12 - Sat, Feb 20
SFB
Orlando Sanford Intl.
SWF
Stewart Intl.
$100 Roundtrip, found 3 hours ago
$100
Roundtrip
found 3 hours ago
Select Allegiant Air flight, departing Fri, Feb 12 from Orlando Sanford Intl. to Stewart Intl., returning Sat, Feb 20, priced at $100 found 3 hours ago
Thu, Jan 7 - Sun, Jan 10
FLL
Fort Lauderdale - Hollywood Intl.
SWF
Stewart Intl.
$100 Roundtrip, found 12 hours ago
$100
Roundtrip
found 12 hours ago
Select Allegiant Air flight, departing Thu, Jan 7 from Fort Lauderdale - Hollywood Intl. to Stewart Intl., returning Sun, Jan 10, priced at $100 found 12 hours ago
Wed, Dec 9 - Sat, Dec 12
RDU
Raleigh - Durham Intl.
SWF
Stewart Intl.
$102 Roundtrip, found 15 hours ago
$102
Roundtrip
found 15 hours ago
Select Breeze Airways flight, departing Wed, Dec 9 from Raleigh - Durham Intl. to Stewart Intl., returning Sat, Dec 12, priced at $102 found 15 hours ago
Fri, Jan 22 - Mon, Jan 25
RDU
Raleigh - Durham Intl.
HPN
Westchester County
$102 Roundtrip, found 1 hour ago
$102
Roundtrip
found 1 hour ago
Select Breeze Airways flight, departing Fri, Jan 22 from Raleigh - Durham Intl. to Westchester County, returning Mon, Jan 25, priced at $102 found 1 hour ago
Thu, Feb 4 - Sun, Feb 7
FLL
Fort Lauderdale - Hollywood Intl.
SWF
Stewart Intl.
$105 Roundtrip, found 1 hour ago
$105
Roundtrip
found 1 hour 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 1 hour ago
Wed, Dec 2 - Fri, Dec 4
RDU
Raleigh - Durham Intl.
HPN
Westchester County
$107 Roundtrip, found 1 hour ago
$107
Roundtrip
found 1 hour ago
Select Breeze Airways flight, departing Wed, Dec 2 from Raleigh - Durham Intl. to Westchester County, returning Fri, Dec 4, priced at $107 found 1 hour ago
Thu, Dec 3 - Sun, Dec 6
FLL
Fort Lauderdale - Hollywood Intl.
SWF
Stewart Intl.
$110 Roundtrip, just found
$110
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 $110 just found
Wed, Dec 9 - Mon, Dec 14
RDU
Raleigh - Durham Intl.
HPN
Westchester County
$112 Roundtrip, found 18 hours ago
$112
Roundtrip
found 18 hours ago
Select Breeze Airways flight, departing Wed, Dec 9 from Raleigh - Durham Intl. to Westchester County, returning Mon, Dec 14, priced at $112 found 18 hours ago
Tue, Dec 8 - Tue, Dec 8
MCO
Orlando Intl.
HPN
Westchester County
$142 Roundtrip, found 14 hours ago
$142
Roundtrip
found 14 hours ago
Select Breeze Airways flight, departing Tue, Dec 8 from Orlando Intl. to Westchester County, returning Tue, Dec 8, priced at $142 found 14 hours ago
OriginDestinationTravel DatesFlights From*
FLLNewburghJanuary 7 to January 10$96
PIENewburghDecember 3 to December 6$140
MCOWest HarrisonDecember 8 to December 8$142
MCONewburghDecember 10 to December 14$150
RSWNewburghNovember 7 to November 14$192
TPAWest HarrisonDecember 4 to December 7$211
FLLWest HarrisonDecember 7 to December 9$225
DJTWest HarrisonNovember 3 to November 7$272
RSWWest HarrisonJanuary 7 to January 11$297
ATLWest HarrisonJanuary 5 to January 30$304
ORDWest HarrisonNovember 19 to November 26$307
JAXWest HarrisonNovember 10 to November 14$341
CLTWest HarrisonDecember 16 to January 6$457
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
MCONewburghOctober 25 to October 31$239
RSWNewburghOctober 24 to October 31$263
FLLNewburghOctober 25 to December 6$297
TPANewburghOctober 24 to October 31$355
MCOWest HarrisonOctober 24 to October 29$439
DJTWest HarrisonOctober 25 to November 7$467
FLLWest HarrisonOctober 25 to November 2$548
ORDWest HarrisonOctober 23 to October 25$557
TPAWest HarrisonOctober 25 to October 30$588
ATLWest HarrisonOctober 23 to October 26$613
RSWWest HarrisonOctober 23 to October 25$643
CLTWest HarrisonOctober 24 to October 31$1,102
FCOWest HarrisonOctober 24 to October 30$2,847
*Prices include taxes and fees

Best Dutchess County Flight and Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Bay Ridge ApartHotel
2.0-star property

Bay Ridge ApartHotel

Dec 27 - Jan 2

6 night stay

Dallas (DFW) to New York (JFK)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,853, price is now $979 per person
$979
per person
found 1 day ago
Beechmont - Perfect for Family Retreat!
5.0-star property

Beechmont - Perfect for Family Retreat!

Dec 14 - Dec 17

3 night stay

Atlanta (ATL) to New Haven (HVN)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $2,120, price is now $1,168 per person
$1,168
per person
found 18 hours ago
Park Lane New York
5.0-star property

Park Lane New York

Dec 10 - Dec 13

3 night stay

Atlanta (ATL) to New York (JFK)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $2,394, price is now $1,409 per person
$1,409
per person
found 1 day ago
Don't see what you're looking for?
See all available trips from Dallas 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! (1,126 reviews)
"👌"

Reviewed on Oct 19, 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
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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 Van Wyck Homestead Museum and Fishkill Golf Course are located nearby.
6/10 (1,002 reviews)
"This is a scam. We were at the Hotel but they said that the system was down. We end up going home and OYO Hotel was trying to charge me 135$?!!!"

Reviewed on Oct 18, 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 18 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 $2,847. 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.