$43 Cheap flights to Dutchess County

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Top places to visit in Dutchess County

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

Poughkeepsie
A river winding through green hills under a clear blue sky.
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Fishkill

Fishkill

Cheap flights to Dutchess County from $43 One Way, $86 Round Trip

$86 return flights and $43 one-way flights to Dutchess County were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Thu, Oct 1 - Sun, Oct 4
FLL
Fort Lauderdale
SWF
Newburgh
$86 Roundtrip, found 5 hours ago
$86
Roundtrip
found 5 hours ago
Select Allegiant Air flight, departing Thu, Oct 1 from Fort Lauderdale to Newburgh, returning Sun, Oct 4, priced at $86 found 5 hours ago
Thu, Sep 3 - Sun, Sep 6
FLL
Fort Lauderdale
SWF
Newburgh
$90 Roundtrip, just found
$90
Roundtrip
just found
Select Allegiant Air flight, departing Thu, Sep 3 from Fort Lauderdale to Newburgh, returning Sun, Sep 6, priced at $90 just found
Thu, Sep 3 - Sun, Sep 6
FLL
Fort Lauderdale
SWF
Newburgh
$94 Roundtrip, found 20 hours ago
$94
Roundtrip
found 20 hours ago
Select Allegiant Air flight, departing Thu, Sep 3 from Fort Lauderdale to Newburgh, returning Sun, Sep 6, priced at $94 found 20 hours ago
Thu, Dec 3 - Thu, Dec 10
FLL
Fort Lauderdale
SWF
Newburgh
$95 Roundtrip, found 2 hours ago
$95
Roundtrip
found 2 hours ago
Select Allegiant Air flight, departing Thu, Dec 3 from Fort Lauderdale to Newburgh, returning Thu, Dec 10, priced at $95 found 2 hours ago
Fri, Sep 18 - Mon, Sep 21
CHS
Charleston
SWF
Newburgh
$107 Roundtrip, found 13 hours ago
$107
Roundtrip
found 13 hours ago
Select Breeze Airways flight, departing Fri, Sep 18 from Charleston to Newburgh, returning Mon, Sep 21, priced at $107 found 13 hours ago
Sat, Sep 12 - Sat, Sep 19
CHS
Charleston
HPN
White Plains
$122 Roundtrip, found 2 days ago
$122
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Sat, Sep 12 from Charleston to White Plains, returning Sat, Sep 19, priced at $122 found 2 days ago

Deals For This Weekend's Flights

OriginDestinationTravel DatesFlights From*
PIENewburghJuly 19 to July 21$236
MCONewburghJuly 19 to July 29$319
MCOWest HarrisonJuly 19 to August 4$389
TPAWest HarrisonJuly 18 to July 22$394
RSWWest HarrisonJuly 18 to July 25$456
CLTWest HarrisonJuly 18 to July 21$458
RSWNewburghJuly 18 to July 22$520
PBIWest HarrisonJuly 19 to July 27$527
FLLWest HarrisonJuly 18 to July 20$589
ATLWest HarrisonJuly 19 to July 26$599
JAXWest HarrisonJuly 18 to July 24$922
ORDWest HarrisonJuly 18 to July 19$1,076
*Prices include taxes and fees

Find The Perfect Hotel For After Your Flight

Score Epic Dutchess County Accommodation Deals

Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley

3 out of 5
2165 South Road Poughkeepsie NY
Fully refundableReserve now, pay when you stay
$109 nightly
The price is $127 total per night from Aug 9 to Aug 10
$127 total
Aug 9 - Aug 10
Total with taxes and fees
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 ...
9/10 Wonderful! (1,000 reviews)
"The staff at the front desk, Michael and Sara were very polite, helpful and professional. The cleaning staff was helpful and so was the breakfast staff. The bed was super comfortable and the rooms were clean. The only thing I wish our room had was a microwave…besides that everything was great. I’ll ..."

Reviewed on Jul 16, 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
Fully refundableReserve now, pay when you stay
$89 nightly
The price is $103 total per night from Jul 28 to Jul 29
$103 total
Jul 28 - Jul 29
Total with taxes and fees
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 ...
Opens in a new windowSpark by Hilton Fishkill
DoubleTree by Hilton Poughkeepsie Convention Center

DoubleTree by Hilton Poughkeepsie Convention Center

4 out of 5
40 Civic Center Plz Poughkeepsie NY
Fully refundableReserve now, pay when you stay
$113 nightly
The price is $132 total per night from Jul 26 to Jul 27
$132 total
Jul 26 - Jul 27
Total with taxes and fees
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 ...
8.4/10 Very Good! (1,001 reviews)
"My two night stay was perfect. I had a lovely room. The staff members were very friendly and welcoming. I walked across the street to Alex's Restaurant for two of my meals. The free parking was very much appreciated. Thanks to all"

Reviewed on Jul 14, 2026

Opens in a new windowDoubleTree by Hilton Poughkeepsie Convention Center
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Beekman Arms and Delamater Inn

Beekman Arms and Delamater Inn

3.5 out of 5
6387 MILL ST Rhinebeck NY
Fully refundableReserve now, pay when you stay
$159 nightly
The price is $180 total per night from Jul 19 to Jul 20
$180 total
Jul 19 - Jul 20
Total with taxes and fees
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. ...
8.2/10 Very Good! (925 reviews)
"Unique place to stay. We had the smallest room I think I’ve ever stayed in with one chair and a window air conditioner. But it’s old so it is what it is. Loved the tavern in the evening. Friendly kind staff throughout ! Convenient location to everything! Breakfast was served down the block which ..."

Reviewed on Jul 9, 2026

Opens in a new windowBeekman Arms and Delamater Inn
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.

Need a Car For After Your Flight?

Economy

Chevrolet Spark
  • 4 people
Chevrolet Spark
Economy Chevrolet Spark

Compact

Ford Focus
  • 4 people
Ford Focus
Compact Ford Focus

Midsize

Toyota Corolla
  • 5 people
Toyota Corolla
Midsize Toyota Corolla

SUV

Jeep Compass
  • 5 people
Jeep Compass
SUV Jeep Compass

Dutchess County

Why search for low cost fares on your flights to Dutchess County when Orbitz offers the guaranteed lowest prices on foreign and domestic flights? When you travel with Orbitz you can benefit from:

Bargain Flights to Dutchess County

Orbitz offers massive discounts and substantial last-minute savings on your Dutchess County flights. Orbitz ensures that you can find, plan and reserve your flights any destination with ease, all while enjoying the guaranteed lowest prices available anywhere.

Cutting-Edge Mobile Tools to Keep You In The Know

Orbitz sends you free alerts and updates on your Dutchess County flight wherever you are in the world. Once you have downloaded the free app for your iPhone, Android, or iPad, you can review or alter any travel plans that you have made or even book a future flight for business or pleasure. If you need to reserve a hotel room when booking your flight, you will find exclusive deals on our mobile site.

Frequent Flyer Program Enrolment

Orbitz finds you the lowest fares, but you can still add your miles to your frequent flyer program to earn miles or points on selected flights to Dutchess County. When making your booking, reference your frequent flyer number to receive discounts in the future.

Outstanding Customer Service

Orbitz values your business and wants to ensure that all of your flights are as easy as possible to book. If you have booked a flight to Dutchess County but need to cancel it, you may be able to do so online. If you have any questions or need help, the dedicated Orbitz customer service team is always standing by.

Frequently asked questions

Which airlines fly to Dutchess County?
There are 12 airlines to select from when journeying to Stewart Intl. Airport (SWF). Grab yourself a cheap fare to Dutchess County with one of these popular carriers:

  • Frontier Airlines - 8 flights to Dutchess County per month
  • Allegiant Air - 2 flights to Dutchess County per month

What is the best airport to fly to in Dutchess County?
There's one major entrance point for this area — Stewart Intl. Airport (SWF). Book your flights to this popular gateway and experience all that Dutchess County has to offer.
How much is a flight to Dutchess County?
If you're hunting down flights back and forth, fares ranged between $86 and $1,076 this week. The best price to travel one-way was $43, originating in Fort Lauderdale (FLL).
How to book the cheapest flight to Dutchess County?
With some of the most impressive flight deals around, you'll get more for your money with Orbitz. The following hints and tips will help you pick up cheap flights to Dutchess County — and leave you with more cash to splash:

  • Consider departing from or arriving at alternative airports to save on your flight. Enter your preferred departure and arrival airports in the form fields, then click on the 'Nearby airports' function below. It will show you any available options.
  • Similarly, click on the 'Show flexible dates' option to bring up the fares on days either side of your chosen departure. You may be able to find cheaper flight deals if you're flexible with your dates.
  • To optimize your results, click on 'Show options.' You can search based on airlines, seating class, and nonstop and refundable flights. You can also choose the time of day you'd like to fly under 'Sort & Filter' to the left.
  • Once you've figured out your travel dates, get booking. Ticket prices generally get more expensive as the departure date gets closer.
  • Combine your hotels, flights and car rental into a value-for-money package deal. Save your cash for things that really excite you, like discovering every corner of Dutchess County.
  • If it's an option, avoid traveling in the most popular seasons. Airfares are often at their highest during school breaks, summer and around other vacation times like Easter and Thanksgiving.

How long is a flight to Dutchess County?
The destination you're jetting out of and whether you have a layover will help determine your flight time. However, these three leading routes to Dutchess County will give you an idea:

  • Orlando, FL (MCO-Orlando Intl.) to Stewart Intl. Airport (SWF) - 2 hours and 45 minutes
  • Atlanta, GA (ATL-Hartsfield-Jackson Atlanta Intl.) to Stewart Intl. Airport (SWF) - 2 hours and 12 minutes
  • Myrtle Beach, SC (MYR-Myrtle Beach Intl.) to Stewart Intl. Airport (SWF) - 1 hour and 51 minutes

What is the best time to book a flight to Dutchess County?
If you can, book your seats to Dutchess County in January. This is the best month to score low airfares, closely followed by February and August. With a bit of patience and planning, you're sure to find a cheap flight with Orbitz.
What day of the week is the cheapest to book a flight to Dutchess County?
To land a great flight deal, book on a Tuesday, Wednesday or Saturday. Typically, these are the cheapest days to purchase flights to Dutchess County.
What is the cheapest day of the week to fly to Dutchess County?
According to Orbitz data from 2020, you'll want to start your vacation on a Monday to get cheap flights to Dutchess County. Next most affordable day? Tuesday. Saturday will cost the most. So, consider leaving early in the week if you want to score a bargain fare and stretch your travel budget.
What is the cheapest month to fly to Dutchess County?
Based on Orbitz data, you should fly out in August. This is generally the best month to land cheap flights to Dutchess County. Keep in mind that the most expensive time to get on a plane is in the month of June.
Which airlines allow free cancellation?
If you suspect your travel plans may change, Orbitz can help you lock in a flexible ticket. All you have to do is choose "Filter by flexible change policies" when searching for your flights. We'll show you all the airlines that include free cancellation within 24 hours and no change fees — along with our famous low prices.
What do I need for the flight to Dutchess County?
Whether you're a seasoned flyer or it's your first time in the air, it's always great to be prepared on your trip. Here are several things to bear in mind:

  • For starters, you'll need to take all applicable travel documents and identification. How much is dependent on your place of departure. When you book, you're encouraged to use the exact name, birth date and gender as listed on your government-issued ID.
  • A properly packed carry-on bag is just the ticket for flying in comfort. Given this journey to Dutchess County is no short hop, take enough snacks and things to keep you occupied. Something to read is sure to help you pass the time.
  • Airplane cabins often get quite cold. Even if you're flying during the height of summer, be sure to take a sweater on board to keep comfortable.

How many direct flights are there to Dutchess County?
Airlines such as Frontier Airlines, Fly Play and Allegiant Air operate 7 direct flights to Dutchess County every month. With loads of options to pick from, finding the perfect nonstop flight will be a piece of cake.
How do I get cheap first-class/business deals to Dutchess County?
If you think a business or first-class fare is beyond your grasp, think again. Here are just a few tips to help you book a premium flight to Dutchess County for less:

  • Be more flexible with your travel dates and wait for big sales on first or business-class airfares.
  • Find a low-cost airline that offers business-class seats. They often come with more space and a glass of Champagne — and a more appealing price.
  • Make a bid for an upgrade. Some carriers hold online auctions that let you put down a price for a seat at the front of the plane. You can also try upgrading with points earned through a flight loyalty program.

What is the best time to go to Dutchess County?
Anytime is an awesome time to go to Dutchess County, but June, July and August are the liveliest months. For most places in the Northern Hemisphere, summertime begins June 20. If you'd prefer to spend most of your days in a light T-shirt than a big winter jacket, this time of year would be ideal. Expect average daytime highs of 80 ºF and nighttime lows around 55 ºF.

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.