Search Cheap Flights to
Pine Island

Search 400 airlines and 321,000 hotels worldwide.

Stop Planning & Start Exploring

FREE 24 hour cancellation on most flights

Pine Island Flights as Low as $117

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

Breeze Airways
Tue, Apr 1 - Mon, Apr 7
MCO
Orlando Intl.
SWF
Stewart Intl.
$117 Roundtrip, found 4 days ago
$117
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Tue, Apr 1 from Orlando Intl. to Stewart Intl., returning Mon, Apr 7, priced at $117 found 4 days ago
Breeze Airways
Thu, Mar 6 - Mon, Mar 10
MCO
Orlando Intl.
SWF
Stewart Intl.
$119 Roundtrip, found 1 day ago
$119
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Thu, Mar 6 from Orlando Intl. to Stewart Intl., returning Mon, Mar 10, priced at $119 found 1 day ago
Breeze Airways
Tue, Mar 25 - Sun, Mar 30
MCO
Orlando Intl.
SWF
Stewart Intl.
$122 Roundtrip, found 4 days ago
$122
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Tue, Mar 25 from Orlando Intl. to Stewart Intl., returning Sun, Mar 30, priced at $122 found 4 days ago
Breeze Airways
Thu, Feb 27 - Sun, Mar 2
MCO
Orlando Intl.
SWF
Stewart Intl.
$129 Roundtrip, found 5 days ago
$129
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Thu, Feb 27 from Orlando Intl. to Stewart Intl., returning Sun, Mar 2, priced at $129 found 5 days ago
Breeze Airways
Fri, Feb 28 - Sun, Mar 2
MCO
Orlando Intl.
SWF
Stewart Intl.
$141 Roundtrip, found 6 days ago
$141
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Fri, Feb 28 from Orlando Intl. to Stewart Intl., returning Sun, Mar 2, priced at $141 found 6 days ago
Breeze Airways
Fri, Mar 14 - Sun, Mar 16
MCO
Orlando Intl.
SWF
Stewart Intl.
$158 Roundtrip, found 5 days ago
$158
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Fri, Mar 14 from Orlando Intl. to Stewart Intl., returning Sun, Mar 16, priced at $158 found 5 days ago
Breeze Airways
Fri, May 16 - Sun, May 18
MCO
Orlando Intl.
SWF
Stewart Intl.
$163 Roundtrip, found 1 day ago
$163
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Fri, May 16 from Orlando Intl. to Stewart Intl., returning Sun, May 18, priced at $163 found 1 day ago
Breeze Airways
Fri, Mar 28 - Sun, Mar 30
MCO
Orlando Intl.
SWF
Stewart Intl.
$164 Roundtrip, found 10 hours ago
$164
Roundtrip
found 10 hours ago
Select Breeze Airways flight, departing Fri, Mar 28 from Orlando Intl. to Stewart Intl., returning Sun, Mar 30, priced at $164 found 10 hours ago
Breeze Airways
Thu, Aug 28 - Tue, Sep 2
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 28 from Orlando Intl. to Stewart Intl., returning Tue, Sep 2, priced at $173 found 5 days ago
Breeze Airways
Fri, Feb 28 - Sun, Mar 2
MCO
Orlando Intl.
SWF
Stewart Intl.
$186 Roundtrip, found 3 days ago
$186
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Fri, Feb 28 from Orlando Intl. to Stewart Intl., returning Sun, Mar 2, priced at $186 found 3 days ago
Breeze Airways
Mon, Mar 31 - Sun, Apr 6
MCO
Orlando Intl.
SWF
Stewart Intl.
$190 Roundtrip, found 4 days ago
$190
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Mon, Mar 31 from Orlando Intl. to Stewart Intl., returning Sun, Apr 6, priced at $190 found 4 days ago
Breeze Airways
Tue, Apr 15 - Fri, Apr 18
MCO
Orlando Intl.
SWF
Stewart Intl.
$280 Roundtrip, found 6 days ago
$280
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Tue, Apr 15 from Orlando Intl. to Stewart Intl., returning Fri, Apr 18, priced at $280 found 6 days ago
Breeze Airways
Fri, May 23 - Mon, May 26
MCO
Orlando Intl.
SWF
Stewart Intl.
$332 Roundtrip, found 5 days ago
$332
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Fri, May 23 from Orlando Intl. to Stewart Intl., returning Mon, May 26, priced at $332 found 5 days ago
Breeze Airways
Sun, Feb 23 - Tue, Feb 25
MCO
Orlando Intl.
SWF
Stewart Intl.
$547 Roundtrip, found 2 days ago
$547
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Sun, Feb 23 from Orlando Intl. to Stewart Intl., returning Tue, Feb 25, priced at $547 found 2 days ago

Cheap Flights to Pine Island

Fall in love at first flight with your vacation to Pine Island 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 Pine Island on Hotwire, and you’ll be up, up, and on a getaway in no time.

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

Frequently Asked Questions About flights to Pine Island

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Pine Island 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 Pine Island?

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 Pine Island are in April, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Pine Island?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 14 to choose from for your flight to Pine Island.

What airport is best to fly into Pine Island?

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

How much are flights to Pine Island?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Pine Island on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $117, 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 Pine Island?

The trick to saving a stack of cash on your flight to Pine Island? 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 $117 right now, why wait?

Pine Island Flight Information
Destination airport
Stewart Intl.
Destination airport IATA code
SWF
Roundtrip price
$117

Last Minute Hotel Deals in Pine Island

Holiday Inn Express Hotel & Suites Chester, an IHG Hotel
Holiday Inn Express Hotel & Suites Chester, an IHG Hotel
2.5 out of 5
2 Bryle Place, Chester, NY
The price is $105 per night from Feb 27 to Feb 28
$105
includes taxes & fees
Feb 27 - Feb 28
Book a stay at this business-friendly hotel in Chester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8.4/10 Very Good! (1,001 reviews)
"The front desk clerk was absolutely amazing with us and so helpful"

Reviewed on Feb 10, 2025

Holiday Inn Express Hotel & Suites Chester, an IHG Hotel
Sleep Inn & Suites Monroe - Woodbury
Sleep Inn & Suites Monroe - Woodbury
2.5 out of 5
1 Sleep Way, Monroe, NY
The price is $106 per night from Feb 28 to Mar 1
$106
includes taxes & fees
Feb 28 - Mar 1
Book a stay at this business-friendly hotel in Monroe. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
9.4/10 Exceptional! (1,001 reviews)
"It was clean nice and up to date, bed was comfortable, and breakfast was delicious. A very courteous staff and attentive to your needs."

Reviewed on Feb 17, 2025

Sleep Inn & Suites Monroe - Woodbury
Mountain Creek
Mountain Creek
3 out of 5
200 Route 94, Vernon, NJ
The price is $363 per night from Feb 23 to Feb 24
$363
includes taxes & fees
Feb 23 - Feb 24
Stay at this 3-star ski hotel in Vernon. Enjoy free WiFi, free parking, and water park access (surcharge). Popular attractions Crystal Springs Golf Resort and ...
8/10 Very Good! (556 reviews)
"Enjoyable family friendly resort for our ski trip. Great convenience to the mountain. Only area that drives me crazy is the lack of front desk and staff. Please move the check/in out of your shop and hire a couple employees to assist."

Reviewed on Feb 18, 2025

Mountain Creek
Hampton Inn Harriman Woodbury
Hampton Inn Harriman Woodbury
2.5 out of 5
60 Centre Dr, Central Valley, NY
The price is $119 per night from Mar 2 to Mar 3
$119
includes taxes & fees
Mar 2 - Mar 3
Book a stay at this business-friendly hotel in Central Valley. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9/10 Wonderful! (1,001 reviews)
"Staff was very friendly. Breakfast area became very crowded, but ample seating. A repeat guest, and would stay again."

Reviewed on Feb 19, 2025

Hampton Inn Harriman Woodbury
Tru by Hilton Middletown
Tru by Hilton Middletown
2.5 out of 5
41 Dunning Road, Middletown, NY
The price is $99 per night from Feb 27 to Feb 28
$99
includes taxes & fees
Feb 27 - Feb 28
Book a stay at this business-friendly hotel in Middletown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.4/10 Very Good! (861 reviews)
"Love coming to this hotel, it has a wonderful atmosphere, caring staff and the environment is throughly clean and friendly. Saxida is very lovley and accommodating she definitely cares about the guests that come in and any problems that may occur she is urgent to fix it I appreciate how she remembered ..."

Reviewed on Feb 17, 2025

Tru by Hilton Middletown
Sleep Inn & Suites Middletown - Goshen
Sleep Inn & Suites Middletown - Goshen
2.5 out of 5
3491 Route 6, Middletown, NY
The price is $106 per night from Mar 23 to Mar 24
$106
includes taxes & fees
Mar 23 - Mar 24
Book a stay at this business-friendly hotel in Middletown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.6/10 Excellent! (1,001 reviews)
"It was a nice place, clean, quiet, and the breakfast was really good"

Reviewed on Feb 18, 2025

Sleep Inn & Suites Middletown - Goshen
Courtyard by Marriott Middletown Goshen
Courtyard by Marriott Middletown Goshen
3 out of 5
24 Crystal Run Xing, Middletown, NY
The price is $106 per night from Feb 27 to Feb 28
$106
includes taxes & fees
Feb 27 - Feb 28
Stay at this 3-star hotel in Middletown. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular ...
8.4/10 Very Good! (835 reviews)
"Great location. Great hotel. Nice restaurant options within walking distance"

Reviewed on Feb 16, 2025

Courtyard by Marriott Middletown Goshen
Best Western Hunt's Landing Hotel Matamoras/Milford
Best Western Hunt's Landing Hotel Matamoras/Milford
3 out of 5
120 Rtes 6 & 209, Matamoras, PA
The price is $99 per night from Feb 28 to Mar 1
$99
includes taxes & fees
Feb 28 - Mar 1
Stay at this 3-star business-friendly hotel in Matamoras. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in ...
8.2/10 Very Good! (1,003 reviews)
"This was a great property and i had a great night stay. Felt safe and welcome. I will come back if i need to be in the area again."

Reviewed on Feb 19, 2025

Best Western Hunt's Landing Hotel Matamoras/Milford
See all 640 properties in Pine Island
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.