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Pine Island

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Pine Island Flights as Low as $149

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

Breeze Airways
Thu, Jun 5 - Sun, Jun 8
MCO
Orlando Intl.
SWF
Stewart Intl.
$149 Roundtrip, found 4 days ago
$149
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Thu, Jun 5 from Orlando Intl. to Stewart Intl., returning Sun, Jun 8, priced at $149 found 4 days ago
Breeze Airways
Thu, Jun 5 - Sun, Jun 8
MCO
Orlando Intl.
SWF
Stewart Intl.
$154 Roundtrip, found 4 days ago
$154
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Thu, Jun 5 from Orlando Intl. to Stewart Intl., returning Sun, Jun 8, priced at $154 found 4 days ago
Breeze Airways
Thu, Jun 5 - Sun, Jun 8
MCO
Orlando Intl.
SWF
Stewart Intl.
$159 Roundtrip, found 4 days ago
$159
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Thu, Jun 5 from Orlando Intl. to Stewart Intl., returning Sun, Jun 8, priced at $159 found 4 days ago
Breeze Airways
Sun, May 4 - Mon, May 5
MCO
Orlando Intl.
SWF
Stewart Intl.
$168 Roundtrip, found 6 days ago
$168
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Sun, May 4 from Orlando Intl. to Stewart Intl., returning Mon, May 5, priced at $168 found 6 days ago
Breeze Airways
Sun, May 4 - Mon, May 5
MCO
Orlando Intl.
SWF
Stewart Intl.
$173 Roundtrip, found 6 days ago
$173
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Sun, May 4 from Orlando Intl. to Stewart Intl., returning Mon, May 5, priced at $173 found 6 days ago
Breeze Airways
Sun, May 4 - Mon, May 5
MCO
Orlando Intl.
SWF
Stewart Intl.
$178 Roundtrip, found 6 days ago
$178
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Sun, May 4 from Orlando Intl. to Stewart Intl., returning Mon, May 5, priced at $178 found 6 days ago
Breeze Airways
Fri, May 16 - Sun, May 18
MCO
Orlando Intl.
SWF
Stewart Intl.
$183 Roundtrip, found 4 days ago
$183
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Fri, May 16 from Orlando Intl. to Stewart Intl., returning Sun, May 18, priced at $183 found 4 days ago
Breeze Airways
Fri, May 16 - Sun, May 18
MCO
Orlando Intl.
SWF
Stewart Intl.
$188 Roundtrip, found 4 days ago
$188
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Fri, May 16 from Orlando Intl. to Stewart Intl., returning Sun, May 18, priced at $188 found 4 days ago
Breeze Airways
Fri, May 16 - Sun, May 18
MCO
Orlando Intl.
SWF
Stewart Intl.
$193 Roundtrip, found 4 days ago
$193
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Fri, May 16 from Orlando Intl. to Stewart Intl., returning Sun, May 18, priced at $193 found 4 days ago
Breeze Airways
Thu, Aug 28 - Tue, Sep 2
MCO
Orlando Intl.
SWF
Stewart Intl.
$206 Roundtrip, found 4 days ago
$206
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Thu, Aug 28 from Orlando Intl. to Stewart Intl., returning Tue, Sep 2, priced at $206 found 4 days ago
Breeze Airways
Sun, May 4 - Mon, May 5
MCO
Orlando Intl.
SWF
Stewart Intl.
$209 Roundtrip, found 4 days ago
$209
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Sun, May 4 from Orlando Intl. to Stewart Intl., returning Mon, May 5, priced at $209 found 4 days ago
Breeze Airways
Thu, Aug 28 - Tue, Sep 2
MCO
Orlando Intl.
SWF
Stewart Intl.
$211 Roundtrip, found 4 days ago
$211
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Thu, Aug 28 from Orlando Intl. to Stewart Intl., returning Tue, Sep 2, priced at $211 found 4 days ago
Breeze Airways
Thu, Aug 28 - Tue, Sep 2
MCO
Orlando Intl.
SWF
Stewart Intl.
$216 Roundtrip, found 4 days ago
$216
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Thu, Aug 28 from Orlando Intl. to Stewart Intl., returning Tue, Sep 2, priced at $216 found 4 days ago
Breeze Airways
Fri, Jun 6 - Mon, Jun 9
MCO
Orlando Intl.
SWF
Stewart Intl.
$218 Roundtrip, found 4 days ago
$218
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Fri, Jun 6 from Orlando Intl. to Stewart Intl., returning Mon, Jun 9, priced at $218 found 4 days ago
Breeze Airways
Sun, May 4 - Mon, May 5
MCO
Orlando Intl.
SWF
Stewart Intl.
$219 Roundtrip, found 4 days ago
$219
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Sun, May 4 from Orlando Intl. to Stewart Intl., returning Mon, May 5, priced at $219 found 4 days ago
Breeze Airways
Thu, Jun 19 - Mon, Jun 23
MCO
Orlando Intl.
SWF
Stewart Intl.
$225 Roundtrip, found 6 hours ago
$225
Roundtrip
found 6 hours ago
Select Breeze Airways flight, departing Thu, Jun 19 from Orlando Intl. to Stewart Intl., returning Mon, Jun 23, priced at $225 found 6 hours 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 June, 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 $149, 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 $149 right now, why wait?

Pine Island Flight Information
Destination airport
Stewart Intl.
Destination airport IATA code
SWF
Roundtrip price
$148

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
The price is $133 per night from May 26 to May 27
$133
includes taxes & fees
May 26 - May 27
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! (1,002 reviews)
"Onsite laundry room"

Reviewed on Apr 25, 2025

Sleep Inn & Suites Middletown - Goshen
La Quinta Inn & Suites by Wyndham Middletown
La Quinta Inn & Suites by Wyndham Middletown
2.5 out of 5
551 Route 211 E, Middletown, NY
The price is $150 per night from May 4 to May 5
$150
includes taxes & fees
May 4 - May 5
Book a stay at this 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! (683 reviews)
"Everything was okay. The breakfast needs some improvement."

Reviewed on Apr 23, 2025

La Quinta Inn & Suites by Wyndham Middletown
Hampton Inn Harriman Woodbury
Hampton Inn Harriman Woodbury
2.5 out of 5
60 Centre Dr, Central Valley, NY
The price is $145 per night from May 4 to May 5
$145
includes taxes & fees
May 4 - May 5
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! (1,008 reviews)
"Very clean property, staff was pleasant and no hassle or hidden fees."

Reviewed on Apr 26, 2025

Hampton Inn Harriman Woodbury
Courtyard by Marriott Middletown Goshen
Courtyard by Marriott Middletown Goshen
3 out of 5
24 Crystal Run Xing, Middletown, NY
The price is $130 per night from May 4 to May 5
$130
includes taxes & fees
May 4 - May 5
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! (873 reviews)
"The room was not cleaned between our 2 night stay"

Reviewed on Apr 26, 2025

Courtyard by Marriott Middletown Goshen
Sleep Inn & Suites Monroe - Woodbury
Sleep Inn & Suites Monroe - Woodbury
2.5 out of 5
1 Sleep Way, Monroe, NY
The price is $127 per night from May 4 to May 5
$127
includes taxes & fees
May 4 - May 5
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! (1,007 reviews)
"Great stay"

Reviewed on Apr 26, 2025

Sleep Inn & Suites Monroe - Woodbury
Hampton Inn Matamoras/Milford
Hampton Inn Matamoras/Milford
2.5 out of 5
122 Westfall Town Dr, Matamoras, PA
The price is $117 per night from Apr 30 to May 1
$117
includes taxes & fees
Apr 30 - May 1
Book a stay at this business-friendly hotel in Matamoras. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.6/10 Excellent! (1,001 reviews)
"Great rooms, staff and well maintained facilities. I have stayed there multiple times."

Reviewed on Apr 22, 2025

Hampton Inn Matamoras/Milford
Hampton Inn by Hilton Middletown
Hampton Inn by Hilton Middletown
2.5 out of 5
20 Crystal Run Crossing, Middletown, NY
The price is $135 per night from May 5 to May 6
$135
includes taxes & fees
May 5 - May 6
Book a stay at this business-friendly hotel in Middletown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8.6/10 Excellent! (1,002 reviews)
"Very convenient location. We were there for one night and the hotel was clean and quiet. We had breakfast at the hotel the next morning and there was a wonderful lady running it that was so kind and friendly, I hope they realize what an amazing employee they have!"

Reviewed on Apr 26, 2025

Hampton Inn by Hilton Middletown
Fairfield Inn & Suites by Marriott Goshen Middletown
Fairfield Inn & Suites by Marriott Goshen Middletown
2.5 out of 5
20 Hatfield Ln, Goshen, NY
The price is $154 per night from May 26 to May 27
$154
includes taxes & fees
May 26 - May 27
Book a stay at this business-friendly hotel in Goshen. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
8.6/10 Excellent! (935 reviews)
Amazing
"We stayed for 3 days 2 nights. The staff was so friendly and the breakfast amazing. The rooms were clean and comfortable."

Reviewed on Apr 24, 2025

Fairfield Inn & Suites by Marriott Goshen Middletown
See all 659 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.