$42 Cheap flights to Dutchess County

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Top places to visit in Dutchess County

Cheap flights to Dutchess County from $42 One Way, $82 Round Trip

$82 return flights and $42 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.

Deals For This Weekend's Flights

OriginDestinationTravel DatesFlights From*
MCONewburghJune 21 to July 4$201
PBIWest HarrisonJune 19 to July 6$397
TPANewburghJune 20 to July 15$406
ATLWest HarrisonJune 21 to July 4$436
RSWNewburghJune 20 to June 20$449
TPAWest HarrisonJune 20 to June 23$459
MCOWest HarrisonJune 20 to June 21$494
FLLWest HarrisonJune 20 to June 22$497
ORDWest HarrisonJune 20 to June 28$509
RSWWest HarrisonJune 20 to June 23$625
JAXWest HarrisonJune 19 to June 21$1,183
*Prices include taxes and fees

Find The Perfect Hotel For After Your Flight

Score Epic Dutchess County Accommodation Deals

Spark by Hilton Fishkill

Spark by Hilton Fishkill

3 out of 5
20 Schuyler Blvd Fishkill NY
$93 nightly
The price is $107 total per night from Jul 6 to Jul 7
$107 total
Jul 6 - Jul 7
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 ...
8.2/10 Very Good! (129 reviews)
"Clean room Nice staff"

Reviewed on Jun 16, 2026

Opens in a new windowSpark by Hilton Fishkill
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
$107 nightly
The price is $124 total per night from Jun 21 to Jun 22
$124 total
Jun 21 - Jun 22
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! (1,028 reviews)
"I’m a regular here since I work in the area and my commute home is sometimes too much for me after I complete my shifts. My stay is usually great but this time around I was very disappointed. The noise in the hotel was unbearable. Neighbors playing loud music, kids running in the hallway and fire ..."

Reviewed on Jun 15, 2026

Opens in a new windowHyatt Place Poughkeepsie / Hudson Valley
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
Fully refundableReserve now, pay when you stay
$80 nightly
The price is $92 total per night from Jun 28 to Jun 29
$92 total
Jun 28 - Jun 29
Total with taxes and fees
Stay at this hotel in Fishkill. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Van Wyck Homestead Museum and Fishkill Golf Course ...
6.4/10 (1,000 reviews)
"We booked a room for one night (6/13/26); we called early evening (745-8pm) that day to inform the hotel that we would be arriving later than expected, likely around 10pm. The person who answered the phone said "No problem. If no one is at the desk when you arrive, just call the hotel number again." ..."

Reviewed on Jun 15, 2026

Opens in a new windowStudio 6 Extended Stay Fishkill Route 9 NY
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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
$125 nightly
The price is $146 total per night from Jun 21 to Jun 22
$146 total
Jun 21 - Jun 22
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! (1,000 reviews)
"Clean rooms. Staff are friendly. Convenient location."

Reviewed on Jun 15, 2026

Opens in a new windowDoubleTree by Hilton Poughkeepsie Convention Center
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?

Frequently asked questions

Which airlines fly to Dutchess County?
There are 14 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 $82 and $1,183 this week. The best price to travel one-way was $42, originating in Raleigh (RDU).
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.