Search Cheap Flights to
Pawling

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Pawling Flights as Low as $122

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

Breeze Airways
Thu, Jun 5 - Sun, Jun 8
MCO
Orlando Intl.
SWF
Stewart Intl.
$122 Roundtrip, found 3 days ago
$122
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Thu, Jun 5 from Orlando Intl. to Stewart Intl., returning Sun, Jun 8, priced at $122 found 3 days ago
Breeze Airways
Thu, Jun 5 - Sun, Jun 8
MCO
Orlando Intl.
SWF
Stewart Intl.
$127 Roundtrip, found 3 days ago
$127
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Thu, Jun 5 from Orlando Intl. to Stewart Intl., returning Sun, Jun 8, priced at $127 found 3 days ago
Breeze Airways
Thu, Apr 3 - Tue, Apr 8
MCO
Orlando Intl.
SWF
Stewart Intl.
$129 Roundtrip, found 5 days ago
$129
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Thu, Apr 3 from Orlando Intl. to Stewart Intl., returning Tue, Apr 8, priced at $129 found 5 days ago
Breeze Airways
Thu, Jun 5 - Sun, Jun 8
MCO
Orlando Intl.
SWF
Stewart Intl.
$132 Roundtrip, found 3 days ago
$132
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Thu, Jun 5 from Orlando Intl. to Stewart Intl., returning Sun, Jun 8, priced at $132 found 3 days ago
Breeze Airways
Thu, Jun 5 - Sun, Jun 8
MCO
Orlando Intl.
SWF
Stewart Intl.
$137 Roundtrip, found 3 days ago
$137
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Thu, Jun 5 from Orlando Intl. to Stewart Intl., returning Sun, Jun 8, priced at $137 found 3 days ago
Breeze Airways
Thu, Apr 3 - Tue, Apr 8
MCO
Orlando Intl.
SWF
Stewart Intl.
$139 Roundtrip, found 5 days ago
$139
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Thu, Apr 3 from Orlando Intl. to Stewart Intl., returning Tue, Apr 8, priced at $139 found 5 days ago
Breeze Airways
Fri, May 2 - Sun, May 4
MCO
Orlando Intl.
SWF
Stewart Intl.
$149 Roundtrip, found 2 days ago
$149
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Fri, May 2 from Orlando Intl. to Stewart Intl., returning Sun, May 4, priced at $149 found 2 days ago
Breeze Airways
Fri, May 2 - Sun, May 4
MCO
Orlando Intl.
SWF
Stewart Intl.
$154 Roundtrip, found 2 days ago
$154
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Fri, May 2 from Orlando Intl. to Stewart Intl., returning Sun, May 4, priced at $154 found 2 days ago
Breeze Airways
Fri, May 2 - Sun, May 4
MCO
Orlando Intl.
SWF
Stewart Intl.
$154 Roundtrip, found 4 days ago
$154
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Fri, May 2 from Orlando Intl. to Stewart Intl., returning Sun, May 4, priced at $154 found 4 days ago
Breeze Airways
Fri, May 2 - Sun, May 4
MCO
Orlando Intl.
SWF
Stewart Intl.
$159 Roundtrip, found 2 days ago
$159
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Fri, May 2 from Orlando Intl. to Stewart Intl., returning Sun, May 4, priced at $159 found 2 days ago
Breeze Airways
Fri, May 2 - Sun, May 4
MCO
Orlando Intl.
SWF
Stewart Intl.
$159 Roundtrip, found 4 days ago
$159
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Fri, May 2 from Orlando Intl. to Stewart Intl., returning Sun, May 4, priced at $159 found 4 days ago
Breeze Airways
Fri, Jun 13 - Sun, Jun 15
MCO
Orlando Intl.
SWF
Stewart Intl.
$211 Roundtrip, found 8 hours ago
$211
Roundtrip
found 8 hours ago
Select Breeze Airways flight, departing Fri, Jun 13 from Orlando Intl. to Stewart Intl., returning Sun, Jun 15, priced at $211 found 8 hours ago
Breeze Airways
Fri, Jun 13 - Sun, Jun 15
MCO
Orlando Intl.
SWF
Stewart Intl.
$216 Roundtrip, found 8 hours ago
$216
Roundtrip
found 8 hours ago
Select Breeze Airways flight, departing Fri, Jun 13 from Orlando Intl. to Stewart Intl., returning Sun, Jun 15, priced at $216 found 8 hours ago
Breeze Airways
Fri, Jun 13 - Sun, Jun 15
MCO
Orlando Intl.
SWF
Stewart Intl.
$221 Roundtrip, found 8 hours ago
$221
Roundtrip
found 8 hours ago
Select Breeze Airways flight, departing Fri, Jun 13 from Orlando Intl. to Stewart Intl., returning Sun, Jun 15, priced at $221 found 8 hours ago
Breeze Airways
Fri, May 23 - Sun, May 25
MCO
Orlando Intl.
SWF
Stewart Intl.
$258 Roundtrip, found 4 days ago
$258
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Fri, May 23 from Orlando Intl. to Stewart Intl., returning Sun, May 25, priced at $258 found 4 days ago
Breeze Airways
Thu, Apr 10 - Tue, Apr 15
MCO
Orlando Intl.
SWF
Stewart Intl.
$262 Roundtrip, found 5 days ago
$262
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Thu, Apr 10 from Orlando Intl. to Stewart Intl., returning Tue, Apr 15, priced at $262 found 5 days ago

Cheap Flights to Pawling

Fall in love at first flight with your vacation to Pawling by saving a ton of cash on your last-minute cheap flight. There’s no more scouring the internet for a good deal—book your flight to Pawling on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Pawling, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Pawling

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Pawling with a tiny bag of pretzels in your hand before you can say “tray tables in the upright position”—and for a ticket price that works for your vacay budget.

So all you have to worry about is where you’re headed after the SWF airport.

What is the cheapest month to fly to Pawling?

Airline ticket prices fluctuate all the time, depending on the day of the week or the month of the year. The cheapest round trip flights to Pawling are in June, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Pawling?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 16 to choose from for your flight to Pawling.

What airport is best to fly into Pawling?

When you’re planning your trip to Pawling, convenience is the name of the game. Luckily, Pawling Danbury Municipal Airport is nearby so you can deplane and get going on checking off everything on your Pawling must-do list.

How much are flights to Pawling?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Pawling on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $122, you’ll have leftover cash for at least a magazine and a bottle of water at the airport book store.

How to get cheap flights to Pawling?

The trick to saving a stack of cash on your flight to Pawling? Snatch up that Hotwire flight deal when you see a killer rate because it could be gone in a flash. And with flights as low as $122 right now, why wait?

Pawling Flight Information
Destination airport
Stewart Intl.
Destination airport IATA code
SWF
Roundtrip price
$121

Last Minute Hotel Deals in Pawling

Station Inn Pawling
Station Inn Pawling
3 out of 5
7 Memorial Avenue, Pawling, NY
The price is $206 per night from Apr 2 to Apr 3
$206
includes taxes & fees
Apr 2 - Apr 3
Stay at this 3-star guesthouse in Pawling. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Pawling Free Library and John Kane House ...
9/10 Wonderful! (167 reviews)
Pleasant and convenient.
"We have stayed here many times. Always low key, clean and cozy. Trains go by infrequently at night. Hasn’t been disruptive. We like to stay after going to show at Darryl’s house."

Reviewed on Mar 9, 2025

Station Inn Pawling
HYATT house Fishkill/Poughkeepsie
HYATT house Fishkill/Poughkeepsie
3 out of 5
100 Westage Business Center Dr., Fishkill, NY
The price is $121 per night from Apr 20 to Apr 21
$121
includes taxes & fees
Apr 20 - Apr 21
Stay at this 3-star business-friendly hotel in Fishkill. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8.6/10 Excellent! (1,005 reviews)
"We got the breakfast was very good and simple. The room was very spacious and it really felt like home for the two days we stayed. Having two separate areas was nice traveling with a child. And having two TVs."

Reviewed on Mar 29, 2025

HYATT house Fishkill/Poughkeepsie
Hotel Zero Degrees Danbury
Hotel Zero Degrees Danbury
4 out of 5
15 Milestone Road, Danbury, CT
The price is $178 per night from Apr 20 to Apr 21
$178
includes taxes & fees
Apr 20 - Apr 21
Stay at this 4-star business-friendly hotel in Danbury. Enjoy free WiFi, free parking, and room service. Our guests praise the restaurant and the helpful staff ...
9/10 Wonderful! (1,004 reviews)
"Great location! Staff so friendly and great option for dinner at Terra."

Reviewed on Mar 30, 2025

Hotel Zero Degrees Danbury
Ethan Allen Hotel
Ethan Allen Hotel
3.5 out of 5
21 Lake Avenue Extension, I-84 at Exit 4, Danbury, CT
The price is $136 per night from Apr 8 to Apr 9
$136
includes taxes & fees
Apr 8 - Apr 9
Stay at this 3.5-star business-friendly hotel in Danbury. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean ...
7.8/10 Good! (1,005 reviews)
"I have stayed here many times and continue to think it is a good value."

Reviewed on Mar 29, 2025

Ethan Allen Hotel
Hyatt Place Poughkeepsie / Hudson Valley
Hyatt Place Poughkeepsie / Hudson Valley
3 out of 5
2165 South Road, Poughkeepsie, NY
The price is $137 per night from Apr 6 to Apr 7
$137
includes taxes & fees
Apr 6 - Apr 7
Stay at this 3-star business-friendly hotel in Poughkeepsie. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.6/10 Excellent! (1,003 reviews)
"Great breakfast"

Reviewed on Mar 30, 2025

Hyatt Place Poughkeepsie / Hudson Valley
DoubleTree by Hilton Poughkeepsie
DoubleTree by Hilton Poughkeepsie
4 out of 5
40 Civic Center Plz, Poughkeepsie, NY
The price is $134 per night from Apr 20 to Apr 21
$134
includes taxes & fees
Apr 20 - Apr 21
Stay at this 4-star business-friendly hotel in Poughkeepsie. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the ...
8.2/10 Very Good! (1,006 reviews)
"Very clean and great customer service."

Reviewed on Mar 29, 2025

DoubleTree by Hilton Poughkeepsie
Inn at Bellefield / Hyde Park, Residence Inn by Marriott
Inn at Bellefield / Hyde Park, Residence Inn by Marriott
3 out of 5
25 OLD VINEYARD PLACE, Hyde Park, NY
The price is $163 per night from Apr 10 to Apr 11
$163
includes taxes & fees
Apr 10 - Apr 11
Stay at this 3-star business-friendly hotel in Hyde Park. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9.6/10 Exceptional! (287 reviews)
"The Inn at Bellefield is a new property for over a year. The hotel is clean and stylish. The rooms/suites have a good flow of various spaces for various functions. It was a roomy studio for 2 people. It is located in a quiet area. However, there are new development plans for that area. The Inn at ..."

Reviewed on Mar 25, 2025

Inn at Bellefield / Hyde Park, Residence Inn by Marriott
Best Western Danbury/Bethel
Best Western Danbury/Bethel
2.5 out of 5
11 Stony Hill Road, Bethel, CT
The price is $106 per night from Apr 20 to Apr 21
$106
includes taxes & fees
Apr 20 - Apr 21
Book a stay at this business-friendly hotel in Bethel. Enjoy free breakfast, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our ...
7.8/10 Good! (1,000 reviews)
"I liked that it was quiet"

Reviewed on Mar 21, 2025

Best Western Danbury/Bethel
See all 832 properties in Pawling
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.