Search Cheap Flights to
Pawling

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Pawling Flights as Low as $164

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

Breeze Airways
Thu, Sep 25 - Sun, Sep 28
MCO
Orlando Intl.
SWF
Stewart Intl.
$164 Roundtrip, found 3 days ago
$164
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Thu, Sep 25 from Orlando Intl. to Stewart Intl., returning Sun, Sep 28, priced at $164 found 3 days ago
Breeze Airways
Thu, Aug 7 - Sun, Aug 10
MCO
Orlando Intl.
SWF
Stewart Intl.
$173 Roundtrip, found 5 days ago
$173
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Thu, Aug 7 from Orlando Intl. to Stewart Intl., returning Sun, Aug 10, priced at $173 found 5 days ago
Breeze Airways
Thu, Aug 7 - Sun, Aug 10
MCO
Orlando Intl.
SWF
Stewart Intl.
$176 Roundtrip, found 5 days ago
$176
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Thu, Aug 7 from Orlando Intl. to Stewart Intl., returning Sun, Aug 10, priced at $176 found 5 days ago
Breeze Airways
Thu, Aug 7 - Sun, Aug 10
MCO
Orlando Intl.
SWF
Stewart Intl.
$178 Roundtrip, found 5 days ago
$178
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Thu, Aug 7 from Orlando Intl. to Stewart Intl., returning Sun, Aug 10, priced at $178 found 5 days ago
Breeze Airways
Thu, Aug 7 - Sun, Aug 10
MCO
Orlando Intl.
SWF
Stewart Intl.
$183 Roundtrip, found 5 days ago
$183
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Thu, Aug 7 from Orlando Intl. to Stewart Intl., returning Sun, Aug 10, priced at $183 found 5 days ago
Breeze Airways
Thu, Aug 7 - Sun, Aug 10
MCO
Orlando Intl.
SWF
Stewart Intl.
$186 Roundtrip, found 5 days ago
$186
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Thu, Aug 7 from Orlando Intl. to Stewart Intl., returning Sun, Aug 10, priced at $186 found 5 days ago
Breeze Airways
Fri, Aug 15 - Sat, Aug 23
MCO
Orlando Intl.
SWF
Stewart Intl.
$189 Roundtrip, found 12 hours ago
$189
Roundtrip
found 12 hours ago
Select Breeze Airways flight, departing Fri, Aug 15 from Orlando Intl. to Stewart Intl., returning Sat, Aug 23, priced at $189 found 12 hours ago
Breeze Airways
Fri, Aug 15 - Mon, Aug 18
CHS
Charleston Intl.
SWF
Stewart Intl.
$189 Roundtrip, found 13 hours ago
$189
Roundtrip
found 13 hours ago
Select Breeze Airways flight, departing Fri, Aug 15 from Charleston Intl. to Stewart Intl., returning Mon, Aug 18, priced at $189 found 13 hours ago
Breeze Airways
Fri, Aug 8 - Sun, Aug 10
MCO
Orlando Intl.
SWF
Stewart Intl.
$192 Roundtrip, found 3 days ago
$192
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Fri, Aug 8 from Orlando Intl. to Stewart Intl., returning Sun, Aug 10, priced at $192 found 3 days ago
Breeze Airways
Fri, Aug 15 - Mon, Aug 18
CHS
Charleston Intl.
SWF
Stewart Intl.
$194 Roundtrip, found 13 hours ago
$194
Roundtrip
found 13 hours ago
Select Breeze Airways flight, departing Fri, Aug 15 from Charleston Intl. to Stewart Intl., returning Mon, Aug 18, priced at $194 found 13 hours ago
Breeze Airways
Fri, Aug 8 - Sun, Aug 10
MCO
Orlando Intl.
SWF
Stewart Intl.
$197 Roundtrip, found 3 days ago
$197
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Fri, Aug 8 from Orlando Intl. to Stewart Intl., returning Sun, Aug 10, priced at $197 found 3 days ago
Breeze Airways
Thu, Sep 25 - Sun, Sep 28
MCO
Orlando Intl.
SWF
Stewart Intl.
$199 Roundtrip, found 6 days ago
$199
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Thu, Sep 25 from Orlando Intl. to Stewart Intl., returning Sun, Sep 28, priced at $199 found 6 days ago
Breeze Airways
Fri, Aug 15 - Sat, Aug 23
MCO
Orlando Intl.
SWF
Stewart Intl.
$199 Roundtrip, found 6 days ago
$199
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Fri, Aug 15 from Orlando Intl. to Stewart Intl., returning Sat, Aug 23, priced at $199 found 6 days ago
Breeze Airways
Thu, Sep 25 - Sun, Sep 28
MCO
Orlando Intl.
SWF
Stewart Intl.
$203 Roundtrip, found 6 days ago
$203
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Thu, Sep 25 from Orlando Intl. to Stewart Intl., returning Sun, Sep 28, priced at $203 found 6 days ago
Breeze Airways
Fri, Aug 15 - Sat, Aug 23
MCO
Orlando Intl.
SWF
Stewart Intl.
$204 Roundtrip, found 6 days ago
$204
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Fri, Aug 15 from Orlando Intl. to Stewart Intl., returning Sat, Aug 23, priced at $204 found 6 days ago
Breeze Airways
Thu, Sep 25 - Sun, Sep 28
MCO
Orlando Intl.
SWF
Stewart Intl.
$208 Roundtrip, found 6 days ago
$208
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Thu, Sep 25 from Orlando Intl. to Stewart Intl., returning Sun, Sep 28, priced at $208 found 6 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 September, 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 $164, 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 $164 right now, why wait?

Pawling Flight Information
Destination airport
Stewart Intl.
Destination airport IATA code
SWF
Roundtrip price
$163

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! (174 reviews)
"Very clean."

Reviewed on Jul 4, 2025

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Station Inn Pawling
La Quinta Inn & Suites by Wyndham Danbury

La Quinta Inn & Suites by Wyndham Danbury

3 out of 5
116 Newtown Road, Danbury, CT
Stay at this 3-star business-friendly hotel in Danbury. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
8.2/10 Very Good! (1,000 reviews)
"The front desk staff was awesome. We got ill and had to change our plans. The woman at the desk was so helpful."

Reviewed on Jul 29, 2025

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La Quinta Inn & Suites by Wyndham Danbury
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! (1,001 reviews)
Sooo comfortable and clean!
"Always a nice experience at Hotel Zero. Clean, friendly, large rooms, great patio, and an excellent in-house restaurant (Terra). A wish list request would be better fruit at breakfast."

Reviewed on Jul 29, 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 breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
8/10 Very Good! (1,010 reviews)
"It was clean"

Reviewed on Jul 24, 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! (383 reviews)
"Not bad. Staff was fine."

Reviewed on Jul 30, 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! (458 reviews)
"Would go back"

Reviewed on Jul 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! (1,019 reviews)
"Everything was accessible!"

Reviewed on Jul 28, 2025

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Holiday Inn Express Poughkeepsie by IHG
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! (369 reviews)
Safety issue
"Place was great deal. Only concern was our handicap room was on 5th floor,so getting out in emergency major problem if elevator can't be used, should be on first floor"

Reviewed on Jul 23, 2025

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Inn at Bellefield / Hyde Park, Residence Inn by Marriott
See all 839 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.