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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, May 1 - Sun, May 4
MCO
Orlando Intl.
SWF
Stewart Intl.
$122 Roundtrip, found 16 hours ago
$122
Roundtrip
found 16 hours ago
Select Breeze Airways flight, departing Thu, May 1 from Orlando Intl. to Stewart Intl., returning Sun, May 4, priced at $122 found 16 hours ago
Breeze Airways
Thu, Jan 23 - Mon, Jan 27
MCO
Orlando Intl.
SWF
Stewart Intl.
$124 Roundtrip, found 5 days ago
$124
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Thu, Jan 23 from Orlando Intl. to Stewart Intl., returning Mon, Jan 27, priced at $124 found 5 days ago
Breeze Airways
Thu, Jan 23 - Mon, Jan 27
MCO
Orlando Intl.
SWF
Stewart Intl.
$129 Roundtrip, found 15 hours ago
$129
Roundtrip
found 15 hours ago
Select Breeze Airways flight, departing Thu, Jan 23 from Orlando Intl. to Stewart Intl., returning Mon, Jan 27, priced at $129 found 15 hours ago
Breeze Airways
Thu, Jan 30 - Sun, Feb 2
MCO
Orlando Intl.
SWF
Stewart Intl.
$155 Roundtrip, found 6 days ago
$155
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Thu, Jan 30 from Orlando Intl. to Stewart Intl., returning Sun, Feb 2, priced at $155 found 6 days ago
Breeze Airways
Fri, May 2 - Sun, May 4
MCO
Orlando Intl.
SWF
Stewart Intl.
$156 Roundtrip, found 2 days ago
$156
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 $156 found 2 days ago
Breeze Airways
Fri, Jan 24 - Mon, Jan 27
MCO
Orlando Intl.
SWF
Stewart Intl.
$198 Roundtrip, found 15 hours ago
$198
Roundtrip
found 15 hours ago
Select Breeze Airways flight, departing Fri, Jan 24 from Orlando Intl. to Stewart Intl., returning Mon, Jan 27, priced at $198 found 15 hours ago
Breeze Airways
Thu, Feb 20 - Sun, Feb 23
MCO
Orlando Intl.
SWF
Stewart Intl.
$206 Roundtrip, found 2 days ago
$206
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Thu, Feb 20 from Orlando Intl. to Stewart Intl., returning Sun, Feb 23, priced at $206 found 2 days ago
Breeze Airways
Fri, Jan 24 - Sun, Jan 26
MCO
Orlando Intl.
SWF
Stewart Intl.
$213 Roundtrip, found 5 hours ago
$213
Roundtrip
found 5 hours ago
Select Breeze Airways flight, departing Fri, Jan 24 from Orlando Intl. to Stewart Intl., returning Sun, Jan 26, priced at $213 found 5 hours ago
Breeze Airways
Fri, Aug 29 - Tue, Sep 2
MCO
Orlando Intl.
SWF
Stewart Intl.
$230 Roundtrip, found 6 days ago
$230
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Fri, Aug 29 from Orlando Intl. to Stewart Intl., returning Tue, Sep 2, priced at $230 found 6 days ago
Breeze Airways
Thu, Jan 23 - Thu, Jan 30
MCO
Orlando Intl.
SWF
Stewart Intl.
$236 Roundtrip, found 5 days ago
$236
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Thu, Jan 23 from Orlando Intl. to Stewart Intl., returning Thu, Jan 30, priced at $236 found 5 days ago
Breeze Airways
Fri, Apr 25 - Sun, Apr 27
MCO
Orlando Intl.
SWF
Stewart Intl.
$243 Roundtrip, found 22 hours ago
$243
Roundtrip
found 22 hours ago
Select Breeze Airways flight, departing Fri, Apr 25 from Orlando Intl. to Stewart Intl., returning Sun, Apr 27, priced at $243 found 22 hours ago
Breeze Airways
Mon, Mar 17 - Thu, Mar 20
MCO
Orlando Intl.
SWF
Stewart Intl.
$295 Roundtrip, found 6 days ago
$295
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Mon, Mar 17 from Orlando Intl. to Stewart Intl., returning Thu, Mar 20, priced at $295 found 6 days ago
Breeze Airways
Fri, Feb 14 - Mon, Feb 17
MCO
Orlando Intl.
SWF
Stewart Intl.
$321 Roundtrip, found 4 days ago
$321
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Fri, Feb 14 from Orlando Intl. to Stewart Intl., returning Mon, Feb 17, priced at $321 found 4 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 May, 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 13 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 $176 per night from Jan 23 to Jan 24
$176
includes taxes & fees
Jan 23 - Jan 24
Stay at this 3-star guesthouse in Pawling. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions John Kane House and Akin Free Library are ...
9/10 Wonderful! (159 reviews)
"Great location, shopping and close to Trinity Pawling School."

Reviewed on Jan 11, 2025

Station Inn Pawling
Hotel Zero Degrees Danbury
Hotel Zero Degrees Danbury
4 out of 5
15 Milestone Road, Danbury, CT
The price is $190 per night from Jan 24 to Jan 25
$190
includes taxes & fees
Jan 24 - Jan 25
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! (1,007 reviews)
Nice hotel
"Always nice clean hotel"

Reviewed on Jan 21, 2025

Hotel Zero Degrees Danbury
HYATT house Fishkill/Poughkeepsie
HYATT house Fishkill/Poughkeepsie
3 out of 5
100 Westage Business Center Dr., Fishkill, NY
The price is $111 per night from Jan 31 to Feb 1
$111
includes taxes & fees
Jan 31 - Feb 1
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)
"My wife and I went to go to the bar. The bar was closed. The reason for bar being closed was because they had their annual Christmas party and bartender was there. We met the bartender and he invited us to the Christmas party. We had a great time."

Reviewed on Jan 18, 2025

HYATT house Fishkill/Poughkeepsie
DoubleTree by Hilton Poughkeepsie
DoubleTree by Hilton Poughkeepsie
4 out of 5
40 Civic Center Plz, Poughkeepsie, NY
The price is $122 per night from Jan 27 to Jan 28
$122
includes taxes & fees
Jan 27 - Jan 28
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! (1,001 reviews)
Great stay for a good price.
"Great room. High quality linens and towels. Nice bathroom. Staff was responsive with a noise issue."

Reviewed on Jan 12, 2025

DoubleTree by Hilton Poughkeepsie
Hyatt Place Poughkeepsie / Hudson Valley
Hyatt Place Poughkeepsie / Hudson Valley
3 out of 5
2165 South Road, Poughkeepsie, NY
The price is $113 per night from Jan 23 to Jan 24
$113
includes taxes & fees
Jan 23 - Jan 24
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! (1,012 reviews)
"Second stay when visiting family from Atlanta. Looking forward to our next stay."

Reviewed on Jan 20, 2025

Hyatt Place Poughkeepsie / Hudson Valley
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 $116 per night from Jan 26 to Jan 27
$116
includes taxes & fees
Jan 26 - Jan 27
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 ...
7.6/10 Good! (1,004 reviews)
"It was good. The room was clean and quiet."

Reviewed on Jan 19, 2025

Ethan Allen Hotel
Best Western Fishkill Inn & Suites
Best Western Fishkill Inn & Suites
3.5 out of 5
14 Schuyler Blvd, Fishkill, NY
The price is $104 per night from Jan 30 to Jan 31
$104
includes taxes & fees
Jan 30 - Jan 31
Book a stay at this 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! (749 reviews)
"I liked the option of a separate sleeping area"

Reviewed on Jan 18, 2025

Best Western Fishkill Inn & Suites
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 $161 per night from Feb 17 to Feb 18
$161
includes taxes & fees
Feb 17 - Feb 18
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! (246 reviews)
"My daughter goes to school right across the street from this hotel. I was one of the first guests when they first opened and it’s just absolutely beautiful, the staff are very friendly, but as the months have gone by. It’s gotten very expensive. I would love it if the price went down a little so ..."

Reviewed on Jan 21, 2025

Inn at Bellefield / Hyde Park, Residence Inn by Marriott
See all 830 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.