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Pine Island

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Pine Island Flights as Low as $152

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

Breeze Airways
Tue, Aug 26 - Thu, Aug 28
MCO
Orlando Intl.
SWF
Stewart Intl.
$152 Roundtrip, found 11 hours ago
$152
Roundtrip
found 11 hours ago
Select Breeze Airways flight, departing Tue, Aug 26 from Orlando Intl. to Stewart Intl., returning Thu, Aug 28, priced at $152 found 11 hours ago
Breeze Airways
Tue, Aug 26 - Thu, Aug 28
MCO
Orlando Intl.
SWF
Stewart Intl.
$162 Roundtrip, found 11 hours ago
$162
Roundtrip
found 11 hours ago
Select Breeze Airways flight, departing Tue, Aug 26 from Orlando Intl. to Stewart Intl., returning Thu, Aug 28, priced at $162 found 11 hours ago
Breeze Airways
Thu, Oct 9 - Mon, Oct 13
MCO
Orlando Intl.
SWF
Stewart Intl.
$169 Roundtrip, found 4 days ago
$169
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Thu, Oct 9 from Orlando Intl. to Stewart Intl., returning Mon, Oct 13, priced at $169 found 4 days ago
Breeze Airways
Thu, Sep 25 - Sun, Sep 28
MCO
Orlando Intl.
SWF
Stewart Intl.
$179 Roundtrip, found 4 days ago
$179
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Thu, Sep 25 from Orlando Intl. to Stewart Intl., returning Sun, Sep 28, priced at $179 found 4 days ago
Breeze Airways
Fri, Aug 15 - Sat, Aug 23
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 15 from Orlando Intl. to Stewart Intl., returning Sat, Aug 23, priced at $184 found 4 days ago
Breeze Airways
Fri, Aug 15 - Sat, Aug 23
MCO
Orlando Intl.
SWF
Stewart Intl.
$188 Roundtrip, found 4 days ago
$188
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Fri, Aug 15 from Orlando Intl. to Stewart Intl., returning Sat, Aug 23, priced at $188 found 4 days ago
Breeze Airways
Fri, Aug 15 - Sat, Aug 23
MCO
Orlando Intl.
SWF
Stewart Intl.
$189 Roundtrip, found 5 days ago
$189
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Fri, Aug 15 from Orlando Intl. to Stewart Intl., returning Sat, Aug 23, priced at $189 found 5 days ago
Breeze Airways
Fri, Aug 15 - Mon, Aug 18
CHS
Charleston Intl.
SWF
Stewart Intl.
$189 Roundtrip, found 5 days ago
$189
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Fri, Aug 15 from Charleston Intl. to Stewart Intl., returning Mon, Aug 18, priced at $189 found 5 days ago
Breeze Airways
Fri, Aug 15 - Mon, Aug 18
CHS
Charleston Intl.
SWF
Stewart Intl.
$194 Roundtrip, found 5 days ago
$194
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Fri, Aug 15 from Charleston Intl. to Stewart Intl., returning Mon, Aug 18, priced at $194 found 5 days ago
Breeze Airways
Fri, Aug 15 - Mon, Aug 18
CHS
Charleston Intl.
SWF
Stewart Intl.
$197 Roundtrip, found 4 days ago
$197
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Fri, Aug 15 from Charleston Intl. to Stewart Intl., returning Mon, Aug 18, priced at $197 found 4 days ago
Breeze Airways
Fri, Aug 15 - Sat, Aug 23
MCO
Orlando Intl.
SWF
Stewart Intl.
$198 Roundtrip, found 4 days ago
$198
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Fri, Aug 15 from Orlando Intl. to Stewart Intl., returning Sat, Aug 23, priced at $198 found 4 days ago
Breeze Airways
Fri, Aug 15 - Mon, Aug 18
CHS
Charleston Intl.
SWF
Stewart Intl.
$198 Roundtrip, found 4 days ago
$198
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Fri, Aug 15 from Charleston Intl. to Stewart Intl., returning Mon, Aug 18, priced at $198 found 4 days ago
Breeze Airways
Fri, Aug 15 - Mon, Aug 18
CHS
Charleston Intl.
SWF
Stewart Intl.
$199 Roundtrip, found 5 days ago
$199
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Fri, Aug 15 from Charleston Intl. to Stewart Intl., returning Mon, Aug 18, priced at $199 found 5 days ago
Breeze Airways
Fri, Aug 15 - Mon, Aug 18
CHS
Charleston Intl.
SWF
Stewart Intl.
$202 Roundtrip, found 4 days ago
$202
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Fri, Aug 15 from Charleston Intl. to Stewart Intl., returning Mon, Aug 18, priced at $202 found 4 days ago
Breeze Airways
Thu, Aug 14 - Sun, Aug 17
MCO
Orlando Intl.
SWF
Stewart Intl.
$205 Roundtrip, found 7 hours ago
$205
Roundtrip
found 7 hours ago
Select Breeze Airways flight, departing Thu, Aug 14 from Orlando Intl. to Stewart Intl., returning Sun, Aug 17, priced at $205 found 7 hours ago
Breeze Airways
Fri, Aug 15 - Mon, Aug 18
CHS
Charleston Intl.
SWF
Stewart Intl.
$207 Roundtrip, found 4 days ago
$207
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Fri, Aug 15 from Charleston Intl. to Stewart Intl., returning Mon, Aug 18, priced at $207 found 4 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 August, 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 16 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 $152, 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 $152 right now, why wait?

Pine Island Flight Information
Destination airport
Stewart Intl.
Destination airport IATA code
SWF
Roundtrip price
$152

Last Minute Hotel Deals in Pine Island

Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen

2.5 out of 5
3491 Route 6, Middletown, NY
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! (1,018 reviews)
"Room was clean"

Reviewed on Aug 4, 2025

Get rates
Sleep Inn & Suites Middletown - Goshen
Hampton Inn Harriman Woodbury

Hampton Inn Harriman Woodbury

2.5 out of 5
60 Centre Dr, Central Valley, NY
Book a stay at this business-friendly hotel in Woodbury. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
9/10 Wonderful! (1,005 reviews)
"The room was in quiet area no kids making noise thank you will request same area next time I visit"

Reviewed on Aug 3, 2025

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Hampton Inn Harriman Woodbury
La Quinta Inn & Suites by Wyndham Middletown-Goshen

La Quinta Inn & Suites by Wyndham Middletown-Goshen

3 out of 5
551 Route 211 E, Middletown, NY
Stay at this 3-star business-friendly hotel in Middletown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
9.2/10 Wonderful! (772 reviews)
"Place was great have stayed here many times."

Reviewed on Jul 30, 2025

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La Quinta Inn & Suites by Wyndham Middletown-Goshen
Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen

3 out of 5
24 Crystal Run Xing, Middletown, NY
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! (938 reviews)
"Great place"

Reviewed on Aug 2, 2025

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Courtyard by Marriott Middletown Goshen
Mountain Creek

Mountain Creek

3 out of 5
200 Route 94, Vernon, NJ
Stay at this 3-star ski hotel in Vernon. Enjoy free WiFi, free parking, and water park access (surcharge). Popular attractions Mountain Creek Waterpark and Crystal ...
8/10 Very Good! (611 reviews)
"Beautiful"

Reviewed on Aug 2, 2025

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Mountain Creek
Holiday Inn Express Hotel & Suites Chester by IHG

Holiday Inn Express Hotel & Suites Chester by IHG

2.5 out of 5
2 Bryle Place, Chester, NY
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! (1,003 reviews)
"The staff was so nice and accommodating. We chose this hotel due to the convenient 10 min drive to Legoland. The breakfast had a good variety eggs, sausage, pancakes, bagels, cinnamon rolls, fruit, muffins, cereal,yogurts and juices. The coffee was also really good a machine that grinds up beans ..."

Reviewed on Jul 30, 2025

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Holiday Inn Express Hotel & Suites Chester by IHG
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
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 ...
8.4/10 Very Good! (1,004 reviews)
"The bathtub and shower were very old and badly needed updating"

Reviewed on Aug 3, 2025

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Best Western Hunt's Landing Hotel Matamoras/Milford
Sleep Inn & Suites Monroe - Woodbury

Sleep Inn & Suites Monroe - Woodbury

2.5 out of 5
1 Sleep Way, Monroe, NY
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! (1,004 reviews)
"My daughter and I came here for a tour of West Point Academy. The rooms were very clean, staff very nice. Breakfast was good."

Reviewed on Jul 31, 2025

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Sleep Inn & Suites Monroe - Woodbury
See all 613 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.