Cheap Flights to Dutchess County from $43 (2026/2027)

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A river with boats docked on the shore, surrounded by autumn-colored trees.

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, Dec 3 - Sun, Dec 6
FLL
Fort Lauderdale - Hollywood Intl.
SWF
Stewart Intl.
$86 Roundtrip, found 6 days ago
$86
Roundtrip
found 6 days ago
Select Allegiant Air flight, departing Thu, Dec 3 from Fort Lauderdale - Hollywood Intl. to Stewart Intl., returning Sun, Dec 6, priced at $86 found 6 days ago
Sat, Dec 5 - Sat, Dec 12
RDU
Raleigh - Durham Intl.
SWF
Stewart Intl.
$102 Roundtrip, found 1 day ago
$102
Roundtrip
found 1 day 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 day ago
Mon, Dec 7 - Wed, Dec 9
RDU
Raleigh - Durham Intl.
HPN
Westchester County
$102 Roundtrip, found 6 hours ago
$102
Roundtrip
found 6 hours ago
Select Breeze Airways flight, departing Mon, Dec 7 from Raleigh - Durham Intl. to Westchester County, returning Wed, Dec 9, priced at $102 found 6 hours ago
Sat, Jan 30 - Sat, Feb 6
RDU
Raleigh - Durham Intl.
SWF
Stewart Intl.
$107 Roundtrip, found 3 days ago
$107
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Sat, Jan 30 from Raleigh - Durham Intl. to Stewart Intl., returning Sat, Feb 6, priced at $107 found 3 days ago
Fri, Jan 22 - Fri, Jan 29
CHS
Charleston Intl.
SWF
Stewart Intl.
$112 Roundtrip, found 4 days ago
$112
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Fri, Jan 22 from Charleston Intl. to Stewart Intl., returning Fri, Jan 29, priced at $112 found 4 days ago
Fri, Dec 4 - Sun, Dec 6
RDU
Raleigh - Durham Intl.
HPN
Westchester County
$112 Roundtrip, found 7 hours ago
$112
Roundtrip
found 7 hours ago
Select Breeze Airways flight, departing Fri, Dec 4 from Raleigh - Durham Intl. to Westchester County, returning Sun, Dec 6, priced at $112 found 7 hours ago
Wed, Nov 18 - Wed, Dec 2
RDU
Raleigh - Durham Intl.
SWF
Stewart Intl.
$113 Roundtrip, found 1 day ago
$113
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Wed, Nov 18 from Raleigh - Durham Intl. to Stewart Intl., returning Wed, Dec 2, priced at $113 found 1 day ago
Fri, Jan 8 - Sat, Jan 16
CHS
Charleston Intl.
HPN
Westchester County
$137 Roundtrip, found 1 hour ago
$137
Roundtrip
found 1 hour ago
Select Breeze Airways flight, departing Fri, Jan 8 from Charleston Intl. to Westchester County, returning Sat, Jan 16, priced at $137 found 1 hour ago
Tue, Nov 3 - Tue, Nov 17
MCO
Orlando Intl.
HPN
Westchester County
$139 Roundtrip, found 1 day ago
$139
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Tue, Nov 3 from Orlando Intl. to Westchester County, returning Tue, Nov 17, priced at $139 found 1 day ago
OriginDestinationTravel DatesFlights From*
FLLNewburghDecember 3 to December 6$86
MCOWest HarrisonNovember 3 to November 17$139
MCONewburghDecember 4 to December 13$146
TPANewburghNovember 14 to November 18$157
RSWNewburghDecember 5 to December 9$189
TPAWest HarrisonDecember 5 to December 7$214
FLLWest HarrisonOctober 30 to November 3$226
DJTWest HarrisonNovember 10 to November 15$247
JAXWest HarrisonOctober 31 to November 3$263
RSWWest HarrisonDecember 1 to December 8$297
ATLWest HarrisonDecember 17 to December 21$333
CLTWest HarrisonDecember 3 to December 6$435
ORDWest HarrisonNovember 27 to December 1$437
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
FLLNewburghOctober 11 to October 25$175
MCONewburghOctober 11 to October 24$239
RSWNewburghOctober 10 to October 17$331
MCOWest HarrisonOctober 10 to October 19$343
PIENewburghOctober 11 to October 18$391
TPAWest HarrisonOctober 10 to October 22$464
DJTWest HarrisonOctober 11 to October 12$483
FLLWest HarrisonOctober 11 to October 15$494
ORDWest HarrisonOctober 9 to October 11$530
RSWWest HarrisonOctober 10 to October 18$544
CLTWest HarrisonOctober 9 to October 10$548
ATLWest HarrisonOctober 10 to October 13$606
JAXWest HarrisonOctober 11 to October 16$965
*Prices include taxes and fees

Best Dutchess County Flight and Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Lotte New York Palace
4.5-star property

Lotte New York Palace

Dec 14 - Dec 17

3 night stay

Atlanta (ATL) to New York (JFK)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,809, price is now $1,020 per person
$1,020
per person
found 1 day ago
Beechmont - Perfect for Family Retreat!
5.0-star property

Beechmont - Perfect for Family Retreat!

Dec 8 - Dec 11

3 night stay

Dallas (DFW) to New Haven (HVN)

Frontier Airlines • Roundtrip • Coach
Price was $2,213, price is now $1,092 per person
$1,092
per person
found 6 hours ago
1 Hotel Central Park
5.0-star property

1 Hotel Central Park

Dec 1 - Dec 5

4 night stay

Atlanta (ATL) to New York (JFK)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $3,779, price is now $2,186 per person
$2,186
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 🏨

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.
Opens in a new windowQuality Inn Poughkeepsie
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! (1,006 reviews)
"Not your cookie cutter hotel. Beds were clean and comfortable. Room was large TV was small."

Reviewed on Oct 2, 2026

Opens in a new windowBeekman Arms and Delamater Inn
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! (1,096 reviews)
"Great clean place"

Reviewed on Oct 3, 2026

Opens in a new windowHyatt Place Poughkeepsie / Hudson Valley
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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! (1,006 reviews)
"We found the facility neat, clean and well kept. Enjoyed the breakfast options. Did not interact with staff other than the desk clerk but they were pleasant and helpful."

Reviewed on Oct 1, 2026

Opens in a new windowComfort Suites Fishkill near Interstate 84
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 $86. 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 17 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, December 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 $86. 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 $86 and $965. 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.