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Pawling

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Pawling Flights as Low as $167

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

Breeze Airways
Fri, Jul 25 - Sun, Jul 27
MCO
Orlando Intl.
SWF
Stewart Intl.
$167 Roundtrip, found 3 days ago
$167
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Fri, Jul 25 from Orlando Intl. to Stewart Intl., returning Sun, Jul 27, priced at $167 found 3 days ago
Breeze Airways
Thu, Jul 24 - Tue, Jul 29
MCO
Orlando Intl.
SWF
Stewart Intl.
$169 Roundtrip, found 6 days ago
$169
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Thu, Jul 24 from Orlando Intl. to Stewart Intl., returning Tue, Jul 29, priced at $169 found 6 days ago
Breeze Airways
Fri, Jul 25 - Sun, Jul 27
MCO
Orlando Intl.
SWF
Stewart Intl.
$172 Roundtrip, found 3 days ago
$172
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Fri, Jul 25 from Orlando Intl. to Stewart Intl., returning Sun, Jul 27, priced at $172 found 3 days ago
Breeze Airways
Thu, Jul 24 - Sun, Jul 27
MCO
Orlando Intl.
SWF
Stewart Intl.
$175 Roundtrip, found 2 days ago
$175
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Thu, Jul 24 from Orlando Intl. to Stewart Intl., returning Sun, Jul 27, priced at $175 found 2 days ago
Breeze Airways
Fri, Jul 25 - Sun, Jul 27
MCO
Orlando Intl.
SWF
Stewart Intl.
$177 Roundtrip, found 3 days ago
$177
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Fri, Jul 25 from Orlando Intl. to Stewart Intl., returning Sun, Jul 27, priced at $177 found 3 days ago
Breeze Airways
Fri, Aug 1 - Sun, Aug 3
MCO
Orlando Intl.
SWF
Stewart Intl.
$178 Roundtrip, found 3 days ago
$178
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Fri, Aug 1 from Orlando Intl. to Stewart Intl., returning Sun, Aug 3, priced at $178 found 3 days ago
Breeze Airways
Thu, Aug 14 - Sun, Aug 17
MCO
Orlando Intl.
SWF
Stewart Intl.
$180 Roundtrip, found 8 hours ago
$180
Roundtrip
found 8 hours ago
Select Breeze Airways flight, departing Thu, Aug 14 from Orlando Intl. to Stewart Intl., returning Sun, Aug 17, priced at $180 found 8 hours ago
Breeze Airways
Thu, Jul 24 - Sun, Jul 27
MCO
Orlando Intl.
SWF
Stewart Intl.
$182 Roundtrip, found 5 hours ago
$182
Roundtrip
found 5 hours ago
Select Breeze Airways flight, departing Thu, Jul 24 from Orlando Intl. to Stewart Intl., returning Sun, Jul 27, priced at $182 found 5 hours ago
Breeze Airways
Fri, Aug 1 - Sun, Aug 3
MCO
Orlando Intl.
SWF
Stewart Intl.
$183 Roundtrip, found 3 days ago
$183
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Fri, Aug 1 from Orlando Intl. to Stewart Intl., returning Sun, Aug 3, priced at $183 found 3 days ago
Breeze Airways
Fri, Aug 1 - Sun, Aug 3
MCO
Orlando Intl.
SWF
Stewart Intl.
$184 Roundtrip, found 4 days ago
$184
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Fri, Aug 1 from Orlando Intl. to Stewart Intl., returning Sun, Aug 3, priced at $184 found 4 days ago
Breeze Airways
Thu, Jul 24 - Sun, Jul 27
MCO
Orlando Intl.
SWF
Stewart Intl.
$185 Roundtrip, found 4 days ago
$185
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Thu, Jul 24 from Orlando Intl. to Stewart Intl., returning Sun, Jul 27, priced at $185 found 4 days ago
Breeze Airways
Thu, Jul 24 - Sun, Jul 27
MCO
Orlando Intl.
SWF
Stewart Intl.
$188 Roundtrip, found 5 hours ago
$188
Roundtrip
found 5 hours ago
Select Breeze Airways flight, departing Thu, Jul 24 from Orlando Intl. to Stewart Intl., returning Sun, Jul 27, priced at $188 found 5 hours ago
Breeze Airways
Fri, Aug 1 - Sun, Aug 3
MCO
Orlando Intl.
SWF
Stewart Intl.
$188 Roundtrip, found 3 days ago
$188
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Fri, Aug 1 from Orlando Intl. to Stewart Intl., returning Sun, Aug 3, priced at $188 found 3 days ago
Breeze Airways
Fri, Aug 1 - Sun, Aug 3
MCO
Orlando Intl.
SWF
Stewart Intl.
$189 Roundtrip, found 4 days ago
$189
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Fri, Aug 1 from Orlando Intl. to Stewart Intl., returning Sun, Aug 3, priced at $189 found 4 days ago
Breeze Airways
Fri, Aug 15 - Mon, Aug 18
CHS
Charleston Intl.
SWF
Stewart Intl.
$190 Roundtrip, found 2 days ago
$190
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Fri, Aug 15 from Charleston Intl. to Stewart Intl., returning Mon, Aug 18, priced at $190 found 2 days ago
Fly Play
Sat, Jul 19 - Sat, Jul 26
CDG
Roissy-Charles de Gaulle
SWF
Stewart Intl.
$783 Roundtrip, found 2 days ago
$783
Roundtrip
found 2 days ago
Select Fly Play flight, departing Sat, Jul 19 from Roissy-Charles de Gaulle to Stewart Intl., returning Sat, Jul 26, priced at $783 found 2 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 July, 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 $167, 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 $167 right now, why wait?

Pawling Flight Information
Destination airport
Stewart Intl.
Destination airport IATA code
SWF
Roundtrip price
$167

Last Minute Hotel Deals in Pawling

Station Inn Pawling
Station Inn Pawling
3 out of 5
7 Memorial Avenue, Pawling, NY
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! (172 reviews)
"Very clean."

Reviewed on Jul 4, 2025

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Station Inn Pawling
Hotel Zero Degrees Danbury
Hotel Zero Degrees Danbury
4 out of 5
15 Milestone Road, Danbury, CT
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! (1,002 reviews)
"This hotel was spectacular. The staff was super friendly and the hotel was clean and beautiful. The restaurant on site was delicious as well."

Reviewed on Jul 8, 2025

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Hotel Zero Degrees Danbury
Microtel Inn & Suites by Wyndham Bethel/Danbury
Microtel Inn & Suites by Wyndham Bethel/Danbury
2 out of 5
80 Benedict Rd, Bethel, CT
Book a stay at this business-friendly hotel in Bethel. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the clean ...
8/10 Very Good! (1,002 reviews)
"Great little hotel in Bethel. The room was spotless and the staff is great"

Reviewed on Jun 29, 2025

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Microtel Inn & Suites by Wyndham Bethel/Danbury
Quality Inn Poughkeepsie
Quality Inn Poughkeepsie
2.5 out of 5
536 Haight Ave, Building A, Poughkeepsie, NY
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 ...
7.8/10 Good! (367 reviews)
"Great, clean pool, clean rooms, no complaints. One thing to note: there is no elevator to the second floor! So if you have luggage or have walking difficulties or injuries , there’s no way to get on second floor, other than stairs. If hotel is fully booked you also may not have an option to switch ..."

Reviewed on Jul 8, 2025

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Quality Inn Poughkeepsie
Wingate by Wyndham Fishkill
Wingate by Wyndham Fishkill
3 out of 5
20 Schuyler Blvd, Fishkill, NY
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 ...
7.4/10 Good! (437 reviews)
"The room was clean and quiet. The bed was comfortable. The breakfast wasn’t good if you want healthy choices. We skipped it the second day."

Reviewed on Jun 30, 2025

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Wingate by Wyndham Fishkill
Holiday Inn Express Poughkeepsie by IHG
Holiday Inn Express Poughkeepsie by IHG
2.5 out of 5
2750 South Road, Poughkeepsie, NY
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. ...
8.6/10 Excellent! (1,008 reviews)
"Very friendly staff, clean and quiet bedroom, a few items missing at breakfast but overall a good and relaxing experience!"

Reviewed on Jul 7, 2025

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Holiday Inn Express Poughkeepsie by IHG
HYATT house Fishkill/Poughkeepsie
HYATT house Fishkill/Poughkeepsie
3 out of 5
100 Westage Business Center Dr., Fishkill, NY
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! (1,011 reviews)
"Check-in was easy. The gentleman who checked is in on 7/4 at about 4:30pm was really great through out our stay. Very helpful and attentive. Breakfast was good. Hot food along with cold breakfast options were available. My children enjoyed the pool and hot tub. The cook at the bar recommended great ..."

Reviewed on Jul 7, 2025

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HYATT house Fishkill/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
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! (353 reviews)
"Great"

Reviewed on Jul 7, 2025

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Inn at Bellefield / Hyde Park, Residence Inn by Marriott
See all 834 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.