$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
Long Exposure Sunset at Hudson River, NY
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Fishkill

Fishkill

Cheap flights to Dutchess County from $43 One Way, $76 Round Trip

$76 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.

Mon, Dec 7 - Fri, Dec 11
SFB
Orlando
SWF
Newburgh
$76 Roundtrip, found 15 hours ago
$76
Roundtrip
found 15 hours ago
Select Allegiant Air flight, departing Mon, Dec 7 from Orlando to Newburgh, returning Fri, Dec 11, priced at $76 found 15 hours ago
Fri, Nov 13 - Mon, Nov 16
SFB
Orlando
SWF
Newburgh
$82 Roundtrip, found 3 hours ago
$82
Roundtrip
found 3 hours ago
Select Allegiant Air flight, departing Fri, Nov 13 from Orlando to Newburgh, returning Mon, Nov 16, priced at $82 found 3 hours ago
Sun, Oct 18 - Sun, Oct 25
FLL
Fort Lauderdale
SWF
Newburgh
$86 Roundtrip, found 1 hour ago
$86
Roundtrip
found 1 hour ago
Select Allegiant Air flight, departing Sun, Oct 18 from Fort Lauderdale to Newburgh, returning Sun, Oct 25, priced at $86 found 1 hour ago
Fri, Oct 23 - Mon, Oct 26
SFB
Orlando
SWF
Newburgh
$88 Roundtrip, found 5 hours ago
$88
Roundtrip
found 5 hours ago
Select Allegiant Air flight, departing Fri, Oct 23 from Orlando to Newburgh, returning Mon, Oct 26, priced at $88 found 5 hours ago
Thu, Dec 10 - Sun, Dec 13
FLL
Fort Lauderdale
SWF
Newburgh
$90 Roundtrip, just found
$90
Roundtrip
just found
Select Allegiant Air flight, departing Thu, Dec 10 from Fort Lauderdale to Newburgh, returning Sun, Dec 13, priced at $90 just found
Thu, Sep 24 - Thu, Oct 1
PIE
St. Petersburg
SWF
Newburgh
$110 Roundtrip, just found
$110
Roundtrip
just found
Select Allegiant Air flight, departing Thu, Sep 24 from St. Petersburg to Newburgh, returning Thu, Oct 1, priced at $110 just found
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Deals For This Weekend's Flights

OriginDestinationTravel DatesFlights From*
FLLNewburghAugust 9 to August 27$131
MCONewburghAugust 9 to August 22$213
MCOWest HarrisonAugust 9 to August 13$283
TPAWest HarrisonAugust 8 to August 12$338
PIENewburghAugust 9 to August 20$386
FLLWest HarrisonAugust 9 to August 16$438
RSWWest HarrisonAugust 7 to August 10$440
JAXWest HarrisonAugust 7 to August 8$447
PBIWest HarrisonAugust 7 to August 9$497
CLTWest HarrisonAugust 8 to August 9$508
ATLWest HarrisonAugust 7 to August 9$564
ORDWest HarrisonAugust 7 to August 10$966
*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
$95 nightly
The price is $110 total per night from Aug 16 to Aug 17
$110 total
Aug 16 - Aug 17
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! (1,003 reviews)
"The staff was professional. The room was clean."

Reviewed on Jul 30, 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
Fully refundableReserve now, pay when you stay
$139 nightly
The price is $157 total per night from Aug 2 to Aug 3
$157 total
Aug 2 - Aug 3
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! (943 reviews)
"Liked fireplace n room. Breakfast very good."

Reviewed on Jul 31, 2026

Opens in a new windowBeekman Arms and Delamater Inn
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
$111 nightly
The price is $130 total per night from Aug 16 to Aug 17
$130 total
Aug 16 - Aug 17
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 ...
Opens in a new windowDoubleTree by Hilton Poughkeepsie Convention Center
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Holiday Inn Express Poughkeepsie by IHG

Holiday Inn Express Poughkeepsie by IHG

2.5 out of 5
2750 South Road Poughkeepsie NY
Fully refundableReserve now, pay when you stay
$86 nightly
The price is $99 total per night from Aug 31 to Sep 1
$99 total
Aug 31 - Sep 1
Total with taxes and fees
Stay at this hotel in Poughkeepsie. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
8.8/10 Excellent! (1,007 reviews)
"Hotel was very clean and well stocked. Breakfast was served with eggs , bacon , sausage and biscuits and gravy which was more than enough to start the new day. Staff was friendly and helpful so I left a good tip in my room for them. Will stay there again"

Reviewed on Jul 30, 2026

Opens in a new windowHoliday Inn Express Poughkeepsie by IHG
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

End your search for discount fares on flights to Dutchess County. Orbitz has all the best prices on Dutchess County flights. With Orbitz, you can expect:

Cheap Deals on Flights to Dutchess County

We offer big discounts and last-minute savings on Dutchess County flights. We make it easy for you to research, plan, and book your flight to Dutchess County — all while offering great low fares. With guaranteed low prices and cutting-edge mobile tools, the perfect trip begins on Orbitz.

Travel Convenience on the Go

Get alerts, updates, or book your Dutchess County flight or other flights wherever you are. Download our free apps for iPhone, Android, and iPad or visit our mobile site at m.orbitz.com to conveniently review or change your air travel plans. We can also send free alerts about your Dutchess County flight to your email or mobile phone, so you get advance warning about potential disruptions and flight delays. Need to book a hotel with your Dutchess County flight? Access exclusive, mobile-only deals via our mobile site and free apps – even on the same day.

Great Customer Care

We want to make your travel booking experience smooth and easy, from planning and researching Dutchess County flights to the actual booking. If you want to cancel your flight to Dutchess County, many tickets can be conveniently cancelled online. Contact our Customer Service to make changes to your air ticket.

Miles or Points Toward Frequent Flyer Programs

Much like booking with an airline directly, you can earn frequent flyer miles or points on qualified flights to Dutchess County with Orbitz. When completing your booking, just fill in your frequent flyer number for the airline you are flying with or for one of its available partner airlines.

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 $76 and $966 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.