Cheap Flights to Dutchess County from $41 (2026/2027)

Wander Wisely with exceptional service, 24/7 supportOpens in a new window

Feel at ease with free flight cancellations within 24 hours of booking

Change your flight without a fee on select flights

Jet to one of Dutchess County's top cities

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.

Sat, Sep 19 - Fri, Sep 25
RDU
Raleigh - Durham Intl.
HPN
Westchester County
$82 Roundtrip, found 4 hours ago
$82
Roundtrip
found 4 hours ago
Select Breeze Airways flight, departing Sat, Sep 19 from Raleigh - Durham Intl. to Westchester County, returning Fri, Sep 25, priced at $82 found 4 hours ago
Sat, Sep 19 - Sat, Sep 26
RDU
Raleigh - Durham Intl.
HPN
Westchester County
$87 Roundtrip, found 1 day ago
$87
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Sat, Sep 19 from Raleigh - Durham Intl. to Westchester County, returning Sat, Sep 26, priced at $87 found 1 day ago
Sat, Sep 19 - Sat, Sep 26
RDU
Raleigh - Durham Intl.
HPN
Westchester County
$92 Roundtrip, found 1 day ago
$92
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Sat, Sep 19 from Raleigh - Durham Intl. to Westchester County, returning Sat, Sep 26, priced at $92 found 1 day ago
Wed, Jun 10 - Tue, Sep 1
RDU
Raleigh - Durham Intl.
HPN
Westchester County
$94 Roundtrip, found 2 days ago
$94
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Wed, Jun 10 from Raleigh - Durham Intl. to Westchester County, returning Tue, Sep 1, priced at $94 found 2 days ago
Fri, Sep 11 - Mon, Sep 14
RDU
Raleigh - Durham Intl.
HPN
Westchester County
$97 Roundtrip, found 1 day ago
$97
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Fri, Sep 11 from Raleigh - Durham Intl. to Westchester County, returning Mon, Sep 14, priced at $97 found 1 day ago
Sat, Sep 5 - Wed, Sep 9
RDU
Raleigh - Durham Intl.
SWF
Stewart Intl.
$102 Roundtrip, found 17 hours ago
$102
Roundtrip
found 17 hours ago
Select Breeze Airways flight, departing Sat, Sep 5 from Raleigh - Durham Intl. to Stewart Intl., returning Wed, Sep 9, priced at $102 found 17 hours ago
Thu, Sep 3 - Sun, Sep 6
MCO
Orlando Intl.
SWF
Stewart Intl.
$122 Roundtrip, found 5 hours ago
$122
Roundtrip
found 5 hours ago
Select Breeze Airways flight, departing Thu, Sep 3 from Orlando Intl. to Stewart Intl., returning Sun, Sep 6, priced at $122 found 5 hours ago
Tue, Aug 25 - Tue, Sep 1
MCO
Orlando Intl.
HPN
Westchester County
$144 Roundtrip, found 10 hours ago
$144
Roundtrip
found 10 hours ago
Select Breeze Airways flight, departing Tue, Aug 25 from Orlando Intl. to Westchester County, returning Tue, Sep 1, priced at $144 found 10 hours ago
OriginDestinationTravel DatesFlights From*
MCONewburghSeptember 3 to September 6$122
MCOWest HarrisonAugust 25 to September 1$144
TPANewburghAugust 26 to August 29$164
TPAWest HarrisonAugust 25 to August 31$173
PBIWest HarrisonJune 30 to July 4$186
RSWWest HarrisonAugust 18 to August 28$191
FLLWest HarrisonJuly 21 to July 29$217
RSWNewburghAugust 29 to September 2$227
JAXWest HarrisonJune 17 to July 8$234
ATLWest HarrisonJune 30 to July 5$295
CLTWest HarrisonJune 16 to June 22$335
ORDWest HarrisonJune 24 to August 18$367
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
MCONewburghMay 29 to June 6$173
RSWNewburghMay 29 to May 30$252
TPANewburghMay 30 to June 6$357
PBIWest HarrisonMay 30 to June 6$364
ATLWest HarrisonMay 29 to June 5$378
RSWWest HarrisonMay 31 to June 10$382
MCOWest HarrisonMay 31 to June 7$385
FLLWest HarrisonMay 30 to June 1$456
TPAWest HarrisonMay 30 to June 11$466
JAXWest HarrisonMay 29 to June 1$488
ORDWest HarrisonMay 29 to June 2$1,041
*Prices include taxes and fees

Best Dutchess County Flight and Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Radio Hotel
4.0-star property

Radio Hotel

Aug 11 - Aug 18

7 night stay

Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)

Delta • Roundtrip • Coach
Save 100% on your flight
Price was $1,276, price is now $764 per person
$764
per person
found 1 day ago
2 bedroom luxury Empire State VIEW
2.0-star property

2 bedroom luxury Empire State VIEW

Jul 10 - Jul 13

3 night stay

Atlanta (ATL) to New York (JFK)

JetBlue Airways • Coach

New York (JFK) to Atlanta (ATL)

American Airlines • Coach
Price was $4,063, price is now $1,969 per person
$1,969
per person
found 1 day ago
The Towers at Lotte New York Palace
5.0-star property

The Towers at Lotte New York Palace

Jul 31 - Aug 4

4 night stay

Atlanta (ATL) to New York (JFK)

JetBlue Airways • Roundtrip • Coach
Save 100% on your flight
Price was $3,010, price is now $1,660 per person
$1,660
per person
found 1 day ago
Don't see what you're looking for?
See all available trips from Atlanta to Dutchess County
View all trips

Travelers ❤️ These Dutchess County 🏨

Studio 6 Extended Stay Fishkill Route 9 NY

Studio 6 Extended Stay Fishkill Route 9 NY

2.5 out of 5
25 Merritt Blvd Fishkill NY
Stay at this hotel in Fishkill. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Van Wyck Homestead Museum and Fishkill Golf Course are located nearby.
6.6/10 (1,001 reviews)
"Was not able to stay there due to accommodations. It’s a good thing though. The place smelt like dog urine and looked run down. Still waiting on my refund and it’s been 5 days."

Reviewed on May 19, 2026

Opens in a new windowStudio 6 Extended Stay Fishkill Route 9 NY
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 WiFi, free parking, and breakfast (surcharge). 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! (1,001 reviews)
"Good breakfast, clean hotel, and great staff."

Reviewed on May 22, 2026

Opens in a new windowHyatt Place Poughkeepsie / Hudson Valley
Spark by Hilton Fishkill

Spark by Hilton Fishkill

3 out of 5
20 Schuyler Blvd Fishkill NY
Book a stay at this golf 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 Van Wyck Homestead Museum and Fishkill Golf Course are located nearby.
8.2/10 Very Good! (101 reviews)
"The room was nice. The bathroom could use some updates as the tub had chips and the tub spout was practically sideways as opposed to facing down. The breakfast was minimal (hard boiled eggs, cereals, bagels, muffins) not the most nutritious. The gym was very small and doesn't open until 7am which ..."

Reviewed on May 21, 2026

Opens in a new windowSpark by Hilton Fishkill
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
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.
6.2/10 (958 reviews)
"Problems began at checkin: I was given keys and went to the room number on my folio card, only to find out there were already guests in that room. My friends had to wait while someone went to see if their assigned room had in fact been cleaned. Mind you, this is after 5pm. I finally got a room and ..."

Reviewed on May 22, 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 $82. 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, September 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 $82. 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 $82 and $1,041. 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.