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Pawling

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Pawling Flights as Low as $157

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

Breeze Airways
Sun, May 4 - Mon, May 5
MCO
Orlando Intl.
SWF
Stewart Intl.
$157 Roundtrip, found 3 days ago
$157
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Sun, May 4 from Orlando Intl. to Stewart Intl., returning Mon, May 5, priced at $157 found 3 days ago
Breeze Airways
Sun, May 4 - Mon, May 5
MCO
Orlando Intl.
SWF
Stewart Intl.
$162 Roundtrip, found 3 days ago
$162
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Sun, May 4 from Orlando Intl. to Stewart Intl., returning Mon, May 5, priced at $162 found 3 days ago
Breeze Airways
Sun, May 4 - Mon, May 5
MCO
Orlando Intl.
SWF
Stewart Intl.
$168 Roundtrip, found 3 days ago
$168
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Sun, May 4 from Orlando Intl. to Stewart Intl., returning Mon, May 5, priced at $168 found 3 days ago
Breeze Airways
Thu, Jun 19 - Sun, Jun 22
MCO
Orlando Intl.
SWF
Stewart Intl.
$183 Roundtrip, found 3 days ago
$183
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Thu, Jun 19 from Orlando Intl. to Stewart Intl., returning Sun, Jun 22, priced at $183 found 3 days ago
Breeze Airways
Thu, Jun 19 - Sun, Jun 22
MCO
Orlando Intl.
SWF
Stewart Intl.
$188 Roundtrip, found 3 days ago
$188
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Thu, Jun 19 from Orlando Intl. to Stewart Intl., returning Sun, Jun 22, priced at $188 found 3 days ago
Breeze Airways
Sun, May 4 - Mon, May 5
MCO
Orlando Intl.
SWF
Stewart Intl.
$190 Roundtrip, found 2 days ago
$190
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Sun, May 4 from Orlando Intl. to Stewart Intl., returning Mon, May 5, priced at $190 found 2 days ago
Breeze Airways
Thu, Jun 19 - Sun, Jun 22
MCO
Orlando Intl.
SWF
Stewart Intl.
$193 Roundtrip, found 3 days ago
$193
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Thu, Jun 19 from Orlando Intl. to Stewart Intl., returning Sun, Jun 22, priced at $193 found 3 days ago
Breeze Airways
Sun, May 4 - Mon, May 5
MCO
Orlando Intl.
SWF
Stewart Intl.
$195 Roundtrip, found 2 days ago
$195
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Sun, May 4 from Orlando Intl. to Stewart Intl., returning Mon, May 5, priced at $195 found 2 days ago
Breeze Airways
Sun, May 4 - Mon, May 5
MCO
Orlando Intl.
SWF
Stewart Intl.
$200 Roundtrip, found 2 days ago
$200
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Sun, May 4 from Orlando Intl. to Stewart Intl., returning Mon, May 5, priced at $200 found 2 days ago
Breeze Airways
Thu, Jun 19 - Sun, Jun 22
MCO
Orlando Intl.
SWF
Stewart Intl.
$203 Roundtrip, found 4 days ago
$203
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Thu, Jun 19 from Orlando Intl. to Stewart Intl., returning Sun, Jun 22, priced at $203 found 4 days ago
Breeze Airways
Tue, Jul 8 - Thu, Jul 10
MCO
Orlando Intl.
SWF
Stewart Intl.
$209 Roundtrip, found 5 days ago
$209
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Tue, Jul 8 from Orlando Intl. to Stewart Intl., returning Thu, Jul 10, priced at $209 found 5 days ago
Breeze Airways
Sun, May 4 - Mon, May 5
MCO
Orlando Intl.
SWF
Stewart Intl.
$214 Roundtrip, found 16 hours ago
$214
Roundtrip
found 16 hours ago
Select Breeze Airways flight, departing Sun, May 4 from Orlando Intl. to Stewart Intl., returning Mon, May 5, priced at $214 found 16 hours ago
Breeze Airways
Sun, May 25 - Sun, Jun 1
MCO
Orlando Intl.
SWF
Stewart Intl.
$218 Roundtrip, found 5 days ago
$218
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Sun, May 25 from Orlando Intl. to Stewart Intl., returning Sun, Jun 1, priced at $218 found 5 days ago
Breeze Airways
Sun, May 25 - Sun, Jun 1
MCO
Orlando Intl.
SWF
Stewart Intl.
$223 Roundtrip, found 5 days ago
$223
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Sun, May 25 from Orlando Intl. to Stewart Intl., returning Sun, Jun 1, priced at $223 found 5 days ago
Breeze Airways
Thu, Jul 17 - Tue, Jul 22
MCO
Orlando Intl.
SWF
Stewart Intl.
$224 Roundtrip, found 6 days ago
$224
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Thu, Jul 17 from Orlando Intl. to Stewart Intl., returning Tue, Jul 22, priced at $224 found 6 days ago
Fly Play
Mon, Nov 24 - Fri, Nov 28
STN
Stansted
SWF
Stewart Intl.
$394 Roundtrip, found 16 hours ago
$394
Roundtrip
found 16 hours ago
Select Fly Play flight, departing Mon, Nov 24 from Stansted to Stewart Intl., returning Fri, Nov 28, priced at $394 found 16 hours 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 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 $157, 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 $157 right now, why wait?

Pawling Flight Information
Destination airport
Stewart Intl.
Destination airport IATA code
SWF
Roundtrip price
$157

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 20 to Apr 21
$206
includes taxes & fees
Apr 20 - Apr 21
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 $119 per night from Apr 20 to Apr 21
$119
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! (1,004 reviews)
"All good"

Reviewed on Apr 16, 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)
"Very clean and modern however the room we had was above the entryway and our view consisted of the peak covering the entry walkway and a small roof covered completely in bird poo."

Reviewed on Apr 14, 2025

Hotel Zero Degrees Danbury
DoubleTree by Hilton Poughkeepsie
DoubleTree by Hilton Poughkeepsie
4 out of 5
40 Civic Center Plz, Poughkeepsie, NY
The price is $135 per night from Apr 27 to Apr 28
$135
includes taxes & fees
Apr 27 - Apr 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)
"We had a good stay"

Reviewed on Apr 15, 2025

DoubleTree by Hilton Poughkeepsie
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 $115 per night from Apr 21 to Apr 22
$115
includes taxes & fees
Apr 21 - Apr 22
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! (1,001 reviews)
"Laurie at the desk was extremely helpful."

Reviewed on Apr 11, 2025

Ethan Allen Hotel
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 28 to Apr 29
$163
includes taxes & fees
Apr 28 - Apr 29
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! (303 reviews)
"nice place friendly helpful staff from front desk to houskeeping"

Reviewed on Apr 15, 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 $104 per night from Apr 27 to Apr 28
$104
includes taxes & fees
Apr 27 - Apr 28
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! (1,004 reviews)
"We stayed over night on route. Very quiet. Easy on off to highway. Good breakfast."

Reviewed on Apr 12, 2025

Best Western Danbury/Bethel
Microtel Inn & Suites by Wyndham Bethel/Danbury
Microtel Inn & Suites by Wyndham Bethel/Danbury
2 out of 5
80 Benedict Rd, Bethel, CT
The price is $95 per night from Apr 20 to Apr 21
$95
includes taxes & fees
Apr 20 - Apr 21
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! (1,001 reviews)
"Friendly staff and has everything I needed."

Reviewed on Apr 12, 2025

Microtel Inn & Suites by Wyndham Bethel/Danbury
See all 818 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.