Cheap flights To Pawling (SWF) from $61

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Cheap Flights to Pawling from $61 One Way, $122 Round Trip

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Fri, Sep 26 - Mon, Sep 29
CHS
Charleston Intl.
SWF
Stewart Intl.
$122 Roundtrip, found 13 hours ago
$122
Roundtrip
found 13 hours ago
Select Breeze Airways flight, departing Fri, Sep 26 from Charleston Intl. to Stewart Intl., returning Mon, Sep 29, priced at $122 found 13 hours ago
Thu, Sep 4 - Sun, Sep 7
MCO
Orlando Intl.
SWF
Stewart Intl.
$122 Roundtrip, just found
$122
Roundtrip
just found
Select Breeze Airways flight, departing Thu, Sep 4 from Orlando Intl. to Stewart Intl., returning Sun, Sep 7, priced at $122 just found
Thu, Sep 11 - Sun, Sep 14
MCO
Orlando Intl.
SWF
Stewart Intl.
$127 Roundtrip, found 2 days ago
$127
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Thu, Sep 11 from Orlando Intl. to Stewart Intl., returning Sun, Sep 14, priced at $127 found 2 days ago
Fri, Sep 5 - Sun, Sep 7
MCO
Orlando Intl.
SWF
Stewart Intl.
$130 Roundtrip, found 13 hours ago
$130
Roundtrip
found 13 hours ago
Select Breeze Airways flight, departing Fri, Sep 5 from Orlando Intl. to Stewart Intl., returning Sun, Sep 7, priced at $130 found 13 hours ago
Mon, Sep 8 - Thu, Sep 11
MCO
Orlando Intl.
SWF
Stewart Intl.
$131 Roundtrip, found 21 hours ago
$131
Roundtrip
found 21 hours ago
Select Breeze Airways flight, departing Mon, Sep 8 from Orlando Intl. to Stewart Intl., returning Thu, Sep 11, priced at $131 found 21 hours ago
Fri, Sep 26 - Mon, Sep 29
CHS
Charleston Intl.
SWF
Stewart Intl.
$132 Roundtrip, found 2 days ago
$132
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Fri, Sep 26 from Charleston Intl. to Stewart Intl., returning Mon, Sep 29, priced at $132 found 2 days ago
Thu, Sep 4 - Mon, Sep 8
MCO
Orlando Intl.
SWF
Stewart Intl.
$135 Roundtrip, just found
$135
Roundtrip
just found
Select Breeze Airways flight, departing Thu, Sep 4 from Orlando Intl. to Stewart Intl., returning Mon, Sep 8, priced at $135 just found
Fri, Sep 5 - Sun, Sep 7
MCO
Orlando Intl.
SWF
Stewart Intl.
$136 Roundtrip, found 4 days ago
$136
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Fri, Sep 5 from Orlando Intl. to Stewart Intl., returning Sun, Sep 7, priced at $136 found 4 days ago
Fri, Sep 12 - Sun, Sep 14
MCO
Orlando Intl.
SWF
Stewart Intl.
$137 Roundtrip, found 2 days ago
$137
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Fri, Sep 12 from Orlando Intl. to Stewart Intl., returning Sun, Sep 14, priced at $137 found 2 days ago
Fri, Sep 5 - Fri, Sep 5
MCO
Orlando Intl.
SWF
Stewart Intl.
$138 Roundtrip, found 3 days ago
$138
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Fri, Sep 5 from Orlando Intl. to Stewart Intl., returning Fri, Sep 5, priced at $138 found 3 days ago

Pawling Flight Information

Traveling To
Pawling
Destination Airport IATA Code
SWF
Number of Airlines Serving
Airlines
Breeze Airways
Flight Price
$122
Earliest Departing Flight
Latest Departing Flight

Book Your Flight & Hotel Together & Save

Pawling economy flight packages

Price found within the past 48 hours. Click for updated prices.
The Lexington Hotel, Autograph Collection
4.0-star property

The Lexington Hotel, Autograph Collection

Jul 17 - Jul 20

3 night stay

Atlanta (ATL) to New York (JFK)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
per person
found 1 day ago
Mandarin Oriental, New York
5.0-star property

Mandarin Oriental, New York

Aug 8 - Aug 11

3 night stay

Atlanta (ATL) to New York (JFK)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
per person
found 1 day ago
The Towers at Lotte New York Palace
5.0-star property

The Towers at Lotte New York Palace

Aug 8 - Aug 11

3 night stay

Atlanta (ATL) to New York (JFK)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
per person
found 1 day ago
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Pawling premium economy flight packages

Price found within the past 48 hours. Click for updated prices.
The Westin New York Grand Central
4.5-star property

The Westin New York Grand Central

9/10 Wonderful! (3,203 reviews)

Jul 24 - Jul 31

7 night stay

Los Angeles (LAX) to New York (JFK)

Delta • Roundtrip • PremiumEconomy
per person
found 22 hours ago
Valet and front desk staff were amazing.

Reviewed on Jun 14, 2025

NobleDEN Hotel
4.0-star property

NobleDEN Hotel

9.8/10 Exceptional! (1,199 reviews)

Jul 24 - Jul 31

7 night stay

Los Angeles (LAX) to New York (JFK)

Delta • Roundtrip • PremiumEconomy
per person
found 22 hours ago
Great bathroom, staff very friendly, and fast

Reviewed on Jun 1, 2025

Hotel Stanford
3.0-star property

Hotel Stanford

8.6/10 Excellent! (1,419 reviews)

Jul 24 - Jul 31

7 night stay

Los Angeles (LAX) to New York (JFK)

Delta • Roundtrip • PremiumEconomy
per person
found 22 hours ago
I really like this little hotel, tucked in the heart of Korea Town and minutes from the bustle of Herald Square. The rooms are clean and spacious. The staff is super friendly and courteous. There's a breakfast room/lounge that feels like a cozy library and is a nice place to hang out if you're waiting for your room to be available or awaiting your trip back home. There can be a long wait for the one elevator if you're on a higher floor, so add a few minutes if you're on a schedule. This was my second stay here, and I would happily return to it again.

Reviewed on May 2, 2025

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Pawling first class flight packages

Price found within the past 48 hours. Click for updated prices.
INNSiDE by Meliá New York Nomad
4.5-star property

INNSiDE by Meliá New York Nomad

9/10 Wonderful! (2,115 reviews)

Aug 6 - Aug 11

5 night stay

Los Angeles (LAX) to New York (JFK)

American Airlines • Non-stop roundtrip • FirstClass
per person
found 1 day ago
Great place. Would definitely stay there again. Only suggestion would be to keep the lobby bar open longer.

Reviewed on May 12, 2025

Hotel Riu Plaza Manhattan Times Square
4.0-star property

Hotel Riu Plaza Manhattan Times Square

9.2/10 Wonderful! (3,408 reviews)

Aug 6 - Aug 11

5 night stay

Los Angeles (LAX) to New York (JFK)

American Airlines • Non-stop roundtrip • FirstClass
per person
found 1 day ago
Great location, staff is friendly and plentiful, rooms are clean. Hallways are very noisy and woke me up.

Reviewed on Jun 10, 2025

NobleDEN Hotel
4.0-star property

NobleDEN Hotel

9.8/10 Exceptional! (1,199 reviews)

Aug 6 - Aug 11

5 night stay

Los Angeles (LAX) to New York (JFK)

American Airlines • Non-stop roundtrip • FirstClass
per person
found 1 day ago
Great bathroom, staff very friendly, and fast

Reviewed on Jun 1, 2025

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Pawling

Orbitz makes it easy for you to find cheap prices for flights to Pawling. When you search for your tickets on Orbitz, you don’t have to look any further for the best Pawling flights available ever again.

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Orbitz understands that your travel plans may change. That’s why we make it simple to cancel your ticket for Pawling flights if necessary. All you have to do is contact the Orbitz Customer Service department to adjust your travel plans after booking. When you’re ready book your trip, just do a fresh search for the perfect flights to Pawling again.

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Low Prices for Pawling Flights

Orbitz has the scoop on cheap tickets and bargain airfare for flights to Pawling. You can research the best flights for your trip and make your reservations all on our website with the confidence that you’re getting a great price.

Make Travel Plans at Your Convenience

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Frequently asked questions

Which airlines fly to Pawling?
Reserving a flight to Pawling is easy — simply choose from 20 airlines that fly into Westchester County Airport (HPN). When you’ve arranged your sightseeing itinerary and packed your suitcase, these leading domestic carriers will happily welcome you on board:

  • JetBlue - 243 flights to Pawling per month
  • American Airlines - 187 flights to Pawling per month
  • Delta - 153 flights to Pawling per month

What is the best airport to fly to in Pawling?
Stewart Intl. Airport (SWF). It’s the city’s main terminal and is situated around 25 miles west of the downtown area. You’ll be dropping off your bags and exploring the best of Pawling not long after flying in.
How much is a flight to Pawling?
Prices for return flights to Pawling this past week fluctuated between $122 and $138. If you were traveling one-way out of Charleston (CHS), you could have snapped up fares from as low as $61.
How to book the cheapest flight to Pawling?
Picking up cheap flights to Pawling is as simple as booking your ticket with Orbitz. But if you’d love to make sure you’re nabbing the best flight deals around, here are a few tips to keep in mind:

  • Taking off from or landing at nearby airports may work out to be cheaper. Enter your preferred departure and arrival points. Next, click on the ‘Nearby airports’ function below to see your options.
  • If you’re flexible with when you fly out, click on the ‘Show flexible dates’ link. You’ll see the flight deals for the days either side of your chosen departure. Fares often vary depending on the day of the week.
  • To fine tune your results, hit ‘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.
  • Book your fare as soon as you’ve sorted your travel dates. While it does happen now and then, tickets rarely get cheaper as your departure date gets closer.
  • Combine your flights, hotels and car rental into a value-for-money package deal. Save your hard-earned dollars for things that really excite you, like discovering every corner of Pawling.
  • Don’t fly during the busy season if possible. By avoiding summer, school vacations and other popular dates, you can save a significant amount on your airfares.

What is the best time to book a flight to Pawling?
Purchase your seats to Pawling in January. This is the perfect time of the year for low prices, closely followed by February and August. Score cheap flights and let your dream vacation come true with Orbitz.
What day of the week is the cheapest to book a flight to Pawling?
Typically, Tuesdays, Wednesdays and Saturdays are the cheapest days of the week to book flights to Pawling. If you’re looking for the best airfares, search across those days and you’re likely to score an excellent flight deal.
What is the cheapest day of the week to fly to Pawling?
You can score cheap flights to Pawling by hopping on a plane on a Monday, according to Orbitz data from 2020. Tuesday is the next most affordable day, while Saturday has the most costly ticket prices. Whether you prefer to stretch your travel budget or take off on whichever day is convenient, you’ll always get a wonderful deal with Orbitz.
What is the cheapest month to fly to Pawling?
To book cheap flights to Pawling, you should fly out in August. If saving big on your ticket is your main priority, Orbitz data shows that this is generally an excellent month to go on a trip. June is when fares are the least affordable.
Which airlines allow free cancellation?
If you’re concerned your travel plans could change, Orbitz will help you lock in a flexible fare. All you have to do is select “Filter by flexible change policies” when searching for your Pawling flights. We’ll show you carriers that include free cancellation and no change fees — along with our famous low prices.
What do I need for the flight to Pawling?
The secret to a comfortable and successful flight is being well prepared. Here are some handy tips to help you get ready for take off:

  • Your travel documents are the most important items you’ll need to have with you on your flight to Pawling. To avoid any problems when checking in, make sure that the personal information on your ticket matches your government-issued photo ID.
  • Take some activities to keep you entertained on your trip to Pawling. Books and electronic gadgets like tablets and e-readers are all good. Be sure to take a water bottle with you too. Even on short flights, it’s important to remain well-hydrated.
  • Whatever the weather outside, plane cabins can get cold. Bring a light jacket on board to keep yourself warm and cozy.

How many direct flights are there to Pawling?
With 7 flights traveling directly to Pawling each month, it won’t be too hard to find one that matches your schedule. A range of carriers fly nonstop to this location, including Frontier Airlines, Fly Play and Allegiant Air.
How do I get cheap first-class/business deals to Pawling?
There are ways of booking first or business-class airfares to Pawling that won’t burn through your budget. Snap up a seat in the pointy end of the plane for less with these helpful tips:

  • Be more flexible with your travel dates and hold out for exclusive offers or sales on first or business-class airfares.
  • Look for a budget carrier that has business-class seats. They often come with more space and a glass of bubbly — but without the premium price.
  • Make a bid for an upgrade. Some carriers hold online auctions that let you offer a price for a seat at the front of the plane. You may also be able to upgrade with points earned through a loyalty scheme.

What is the best time to go to Pawling?
There’s no right or wrong time to go to Pawling, but January, August and October 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 lightweight top than a winter jacket, this time of the year would suit you perfectly. Expect average daytime highs of 80 ºF and nighttime lows around 60 ºF.
Travel tips for Pawling

  • John Kane House is one of this buzzing city’s most popular attractions. Book a room near the downtown area and check it out anytime you please.
  • If you’re in the mood to venture a bit farther afield and check out more Pawling sights, pick up the keys to a car rental and make tracks to Woodbury Common Premium Outlets. It won’t take long to drive to from downtown.
  • When it’s time to see more amazing destinations in Dutchess County, hop back in the car and drive toward Red Hook. One of the region’s other important cities, the possibilities for fun are endless here.

Nearby

Flights To

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.