$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 calm river with mountains on either side and a sunset 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, Dec 3 - Sun, Dec 6
FLL
Fort Lauderdale
SWF
Newburgh
$86 Roundtrip, found 3 hours ago
$86
Roundtrip
found 3 hours ago
Select Allegiant Air flight, departing Thu, Dec 3 from Fort Lauderdale to Newburgh, returning Sun, Dec 6, priced at $86 found 3 hours ago
Thu, Dec 3 - Thu, Dec 10
FLL
Fort Lauderdale
SWF
Newburgh
$90 Roundtrip, just found
$90
Roundtrip
just found
Select Allegiant Air flight, departing Thu, Dec 3 from Fort Lauderdale to Newburgh, returning Thu, Dec 10, priced at $90 just found
Fri, Nov 13 - Mon, Nov 16
SFB
Orlando
SWF
Newburgh
$94 Roundtrip, just found
$94
Roundtrip
just found
Select Allegiant Air flight, departing Fri, Nov 13 from Orlando to Newburgh, returning Mon, Nov 16, priced at $94 just found
Sat, Jan 16 - Sat, Jan 23
RDU
Raleigh
SWF
Newburgh
$102 Roundtrip, found 3 hours ago
$102
Roundtrip
found 3 hours ago
Select Breeze Airways flight, departing Sat, Jan 16 from Raleigh to Newburgh, returning Sat, Jan 23, priced at $102 found 3 hours ago
Thu, Jan 7 - Wed, Jan 13
RDU
Raleigh
HPN
White Plains
$102 Roundtrip, found 3 hours ago
$102
Roundtrip
found 3 hours ago
Select Breeze Airways flight, departing Thu, Jan 7 from Raleigh to White Plains, returning Wed, Jan 13, priced at $102 found 3 hours ago
Thu, Jan 7 - Wed, Jan 13
RDU
Raleigh
HPN
White Plains
$107 Roundtrip, found 12 hours ago
$107
Roundtrip
found 12 hours ago
Select Breeze Airways flight, departing Thu, Jan 7 from Raleigh to White Plains, returning Wed, Jan 13, priced at $107 found 12 hours ago
Sun, Nov 1 - Sun, Nov 15
PIE
St. Petersburg
SWF
Newburgh
$140 Roundtrip, found 2 days ago
$140
Roundtrip
found 2 days ago
Select Allegiant Air flight, departing Sun, Nov 1 from St. Petersburg to Newburgh, returning Sun, Nov 15, priced at $140 found 2 days ago
Thu, Jan 21 - Sat, Jan 23
MCO
Orlando
SWF
Newburgh
$146 Roundtrip, found 2 days ago
$146
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Thu, Jan 21 from Orlando to Newburgh, returning Sat, Jan 23, priced at $146 found 2 days ago
Tue, Oct 27 - Tue, Nov 3
MCO
Orlando
HPN
White Plains
$149 Roundtrip, found 2 days ago
$149
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Tue, Oct 27 from Orlando to White Plains, returning Tue, Nov 3, priced at $149 found 2 days ago

Deals For This Weekend's Flights

OriginDestinationTravel DatesFlights From*
MCONewburghSeptember 20 to September 23$219
RSWNewburghSeptember 19 to September 23$239
TPANewburghSeptember 19 to October 3$299
FLLWest HarrisonSeptember 19 to September 22$359
TPAWest HarrisonSeptember 19 to September 29$399
MCOWest HarrisonSeptember 20 to September 25$439
ORDWest HarrisonSeptember 18 to September 19$494
RSWWest HarrisonSeptember 20 to October 11$547
ATLWest HarrisonSeptember 20 to September 28$569
DJTWest HarrisonSeptember 20 to September 24$594
JAXWest HarrisonSeptember 19 to September 26$1,060
*Prices include taxes and fees

Find The Perfect Hotel For After Your Flight

Score Epic Dutchess County Accommodation Deals

Quality Inn Poughkeepsie

Quality Inn Poughkeepsie

2.5 out of 5
536 Haight Ave, Building A Poughkeepsie NY
$97 nightly
The price is $113 total per night from Oct 11 to Oct 12
$113 total
Oct 11 - Oct 12
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 helpful staff and the clean ...
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
Fully refundableReserve now, pay when you stay
$152 nightly
The price is $172 total per night from Sep 23 to Sep 24
$172 total
Sep 23 - Sep 24
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! (1,015 reviews)
"The Beekman Arms is conveniently located in the heart of downtown Rhinebeck, walking distance to great restaurants and shops. The rooms are dated, but clean, comfortable, and quite spacious. The staff is amazing."

Reviewed on Sep 14, 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
$101 nightly
The price is $117 total per night from Sep 28 to Sep 29
$117 total
Sep 28 - Sep 29
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! (1,072 reviews)
"Awesome Experience"

Reviewed on Sep 15, 2026

Opens in a new windowHyatt Place Poughkeepsie / Hudson Valley
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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 refundable
$97 nightly
The price is $113 total per night from Oct 4 to Oct 5
$113 total
Oct 4 - Oct 5
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! (1,004 reviews)
"The room was clean and quiet. The mattress was on the soft side. The toilet made a screeching sound for a few minutes after use that thankfully stopped. The bathroom was quite dated. There is a complimentary breakfast with pre-made omlettes, toast, cereal etc with paper plates and plastic cutlery. ..."

Reviewed on Sep 13, 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?

Mini Van

Chrysler Pacifica
  • 7 people
  • Unlimited mileage
New York City, New York, USA
Chrysler Pacifica

$45

$258 total
found 2 days ago
Mini Van Chrysler Pacifica

Special

Mystery Car May Be Gas Hybrid or EV
  • 4 people
  • Unlimited mileage
Jamaica, New York, USA
Mystery Car May Be Gas Hybrid or EV

$48

$136 total
found 2 days ago
Special Mystery Car May Be Gas Hybrid or EV

Premium Pickup Regular Cab

Ford F150
  • 5 people
  • Unlimited mileage
New York City, New York, USA
Ford F150

$54

$303 total
found 2 days ago
Premium Pickup Regular Cab Ford F150

Compact

Nissan Versa Note
  • 5 people
  • Unlimited mileage
New York, New York, USA
Nissan Versa Note

$57

$166 total
found 1 day ago
Compact Nissan Versa Note
Lowest prices found within the past 2 days. Prices and availability subject to change. Additional terms may apply.

Dutchess County

Save more on flights to Dutchess County while making top-quality travel arrangements. At Orbitz we provide access to low cost flights, hotel lodgings and other discounts, along with superior customer service and an unbeatable satisfaction guarantee.

Compare And Book Discount Flights to Dutchess County

Now it is easier than ever to find a discount Dutchess County flight. Orbitz users can compare airfares for both international and domestic flights and can quickly determine the best hotels and car rental companies to use. You may also check out hotel and other reviews along with a number of travel tips, making your visit to an unfamiliar destination enjoyable and hassle-free.

Use Your Mobile Phone To Secure A Low Cost Flight To Dutchess County

We now offer free apps for the most commonly used mobile devices. You can use your mobile phone to share relevant information pertaining to your trips, view images of local lodgings and take advantage of hotel and car rental discounts that may be available only to mobile device users.

Boost Your Frequent Flyer Rewards

You even retain your ability to earn frequent flier points and rewards when purchasing your tickets with Orbitz for Dutchess County flights. Enter your frequent flyer information into your Orbitz profile to start earning rewards.

You will find that Orbitz is a very low cost, yet very effective travel planner. Free updates via your mobile phone device will help to keep you and all relevant parties informed of important flight updates. With access to unbeatable sales on all travel essentials, Orbitz makes booking an affordable flight to Dutchess County a breeze.

Frequently asked questions

Which airlines fly to Dutchess County?
There are 18 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 $1,060 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.