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 5 days ago
$96
Roundtrip
found 5 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 5 days ago
Thu, Dec 3 - Sun, Dec 6
FLL
Fort Lauderdale - Hollywood Intl.
SWF
Stewart Intl.
$100 Roundtrip, found 11 hours ago
$100
Roundtrip
found 11 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 11 hours ago
Thu, Jan 21 - Sun, Jan 24
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 Thu, Jan 21 from Fort Lauderdale - Hollywood Intl. to Stewart Intl., returning Sun, Jan 24, 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
Fri, Feb 12 - Sat, Feb 20
SFB
Orlando Sanford Intl.
SWF
Stewart Intl.
$112 Roundtrip, found 1 day ago
$112
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 $112 found 1 day ago
Sat, Feb 13 - Sun, Feb 21
PIE
St. Petersburg-Clearwater Intl.
SWF
Stewart Intl.
$132 Roundtrip, found 1 day ago
$132
Roundtrip
found 1 day ago
Select Allegiant Air flight, departing Sat, Feb 13 from St. Petersburg-Clearwater Intl. to Stewart Intl., returning Sun, Feb 21, priced at $132 found 1 day ago
Thu, Dec 3 - Sun, Dec 6
MCO
Orlando Intl.
SWF
Stewart Intl.
$147 Roundtrip, found 1 day ago
$147
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Thu, Dec 3 from Orlando Intl. to Stewart Intl., returning Sun, Dec 6, priced at $147 found 1 day ago
Wed, Nov 11 - Sat, Nov 14
TPA
Tampa Intl.
SWF
Stewart Intl.
$148 Roundtrip, found 2 days ago
$148
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Wed, Nov 11 from Tampa Intl. to Stewart Intl., returning Sat, Nov 14, priced at $148 found 2 days ago
OriginDestinationTravel DatesFlights From*
FLLNewburghDecember 3 to December 6$100
MCONewburghDecember 3 to December 6$147
TPANewburghNovember 11 to November 14$148
MCOWest HarrisonNovember 3 to November 17$153
RSWNewburghDecember 5 to December 9$189
TPAWest HarrisonDecember 5 to December 7$210
FLLWest HarrisonJanuary 8 to January 10$224
DJTWest HarrisonNovember 10 to November 14$238
JAXWest HarrisonNovember 7 to November 11$263
RSWWest HarrisonNovember 4 to November 11$300
ORDWest HarrisonDecember 10 to January 18$345
ATLWest HarrisonNovember 12 to November 15$396
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
MCOWest HarrisonOctober 10 to October 12$397
RSWNewburghOctober 10 to October 19$466
CLTWest HarrisonOctober 10 to October 12$485
ORDWest HarrisonOctober 10 to October 11$494
TPAWest HarrisonOctober 10 to October 12$531
DJTWest HarrisonOctober 9 to November 1$542
FLLWest HarrisonOctober 9 to October 13$600
ATLWest HarrisonOctober 10 to October 11$633
RSWWest HarrisonOctober 11 to October 15$760
JAXWest HarrisonOctober 9 to November 15$1,016
*Prices include taxes and fees

Best Dutchess County Flight and Hotel Packages

Price found within the past 48 hours. Click for updated prices.
The William Hotel Midtown, New York
3.5-star property

The William Hotel Midtown, New York

Dec 10 - Dec 14

4 night stay

Atlanta (ATL) to New York (JFK)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $2,355, price is now $1,353 per person
$1,353
per person
found 1 day ago
Beechmont - Perfect for Family Retreat!
5.0-star property

Beechmont - Perfect for Family Retreat!

Dec 30 - Jan 3

4 night stay

Orlando (MCO) to New Haven (HVN)

Breeze Airways • Non-stop • Coach

New Haven (HVN) to Orlando (MCO)

Frontier Airlines • Non-stop • Coach
Save 100% on your flight
Price was $3,069, price is now $1,664 per person
$1,664
per person
found 1 day ago
Lotte New York Palace
4.5-star property

Lotte New York Palace

Dec 13 - Dec 17

4 night stay

Atlanta (ATL) to New York (JFK)

JetBlue Airways • Roundtrip • Coach
Save 100% on your flight
Price was $2,664, price is now $1,502 per person
$1,502
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.
9.2/10 Wonderful! (1,000 reviews)
"Pretty good in general"

Reviewed on Oct 6, 2026

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 (1,008 reviews)
"Staff was assaultive, straight out of jail and we needed the police, unfortunately. My husband and I are no strangers to deescalation, but this chick came banging down our door at ONE HUNDRED and ready to rumble. The police claim to know this woman and the location well. The officer was supportive, ..."

Reviewed on Oct 6, 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 $1,016. 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.