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Pine Island

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Pine Island Flights as Low as $154

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.
$154 Roundtrip, found 20 hours ago
$154
Roundtrip
found 20 hours ago
Select Breeze Airways flight, departing Thu, Jun 5 from Orlando Intl. to Stewart Intl., returning Sun, Jun 8, priced at $154 found 20 hours ago
Breeze Airways
Thu, Jun 5 - Sun, Jun 8
MCO
Orlando Intl.
SWF
Stewart Intl.
$159 Roundtrip, found 20 hours ago
$159
Roundtrip
found 20 hours ago
Select Breeze Airways flight, departing Thu, Jun 5 from Orlando Intl. to Stewart Intl., returning Sun, Jun 8, priced at $159 found 20 hours ago
Breeze Airways
Sun, Jun 15 - Thu, Jun 19
MCO
Orlando Intl.
SWF
Stewart Intl.
$164 Roundtrip, found 6 days ago
$164
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Sun, Jun 15 from Orlando Intl. to Stewart Intl., returning Thu, Jun 19, priced at $164 found 6 days ago
Breeze Airways
Thu, Jun 5 - Sun, Jun 8
MCO
Orlando Intl.
SWF
Stewart Intl.
$164 Roundtrip, found 20 hours ago
$164
Roundtrip
found 20 hours ago
Select Breeze Airways flight, departing Thu, Jun 5 from Orlando Intl. to Stewart Intl., returning Sun, Jun 8, priced at $164 found 20 hours ago
Breeze Airways
Sun, Jun 15 - Thu, Jun 19
MCO
Orlando Intl.
SWF
Stewart Intl.
$169 Roundtrip, found 6 days ago
$169
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Sun, Jun 15 from Orlando Intl. to Stewart Intl., returning Thu, Jun 19, priced at $169 found 6 days ago
Breeze Airways
Thu, May 8 - Sun, May 11
MCO
Orlando Intl.
SWF
Stewart Intl.
$169 Roundtrip, found 14 hours ago
$169
Roundtrip
found 14 hours ago
Select Breeze Airways flight, departing Thu, May 8 from Orlando Intl. to Stewart Intl., returning Sun, May 11, priced at $169 found 14 hours ago
Breeze Airways
Sun, Jun 15 - Thu, Jun 19
MCO
Orlando Intl.
SWF
Stewart Intl.
$174 Roundtrip, found 6 days ago
$174
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Sun, Jun 15 from Orlando Intl. to Stewart Intl., returning Thu, Jun 19, priced at $174 found 6 days ago
Breeze Airways
Fri, May 9 - Mon, May 12
MCO
Orlando Intl.
SWF
Stewart Intl.
$181 Roundtrip, found 3 days ago
$181
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Fri, May 9 from Orlando Intl. to Stewart Intl., returning Mon, May 12, priced at $181 found 3 days ago
Breeze Airways
Fri, May 9 - Mon, May 12
MCO
Orlando Intl.
SWF
Stewart Intl.
$191 Roundtrip, found 3 days ago
$191
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Fri, May 9 from Orlando Intl. to Stewart Intl., returning Mon, May 12, priced at $191 found 3 days ago
Breeze Airways
Tue, Jul 8 - Thu, Jul 10
MCO
Orlando Intl.
SWF
Stewart Intl.
$199 Roundtrip, found 2 days ago
$199
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Tue, Jul 8 from Orlando Intl. to Stewart Intl., returning Thu, Jul 10, priced at $199 found 2 days ago
Breeze Airways
Fri, Jun 6 - Mon, Jun 9
MCO
Orlando Intl.
SWF
Stewart Intl.
$200 Roundtrip, found 5 days ago
$200
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Fri, Jun 6 from Orlando Intl. to Stewart Intl., returning Mon, Jun 9, priced at $200 found 5 days ago
Breeze Airways
Fri, Jun 6 - Mon, Jun 9
MCO
Orlando Intl.
SWF
Stewart Intl.
$201 Roundtrip, found 1 day ago
$201
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Fri, Jun 6 from Orlando Intl. to Stewart Intl., returning Mon, Jun 9, priced at $201 found 1 day ago
Breeze Airways
Tue, Jul 8 - Thu, Jul 10
MCO
Orlando Intl.
SWF
Stewart Intl.
$204 Roundtrip, found 2 days ago
$204
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Tue, Jul 8 from Orlando Intl. to Stewart Intl., returning Thu, Jul 10, priced at $204 found 2 days ago
Breeze Airways
Tue, Jul 8 - Thu, Jul 10
MCO
Orlando Intl.
SWF
Stewart Intl.
$209 Roundtrip, found 2 days ago
$209
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Tue, Jul 8 from Orlando Intl. to Stewart Intl., returning Thu, Jul 10, priced at $209 found 2 days ago
Breeze Airways
Fri, Aug 15 - Mon, Aug 18
CHS
Charleston Intl.
SWF
Stewart Intl.
$209 Roundtrip, found 4 days ago
$209
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 $209 found 4 days ago
Breeze Airways
Fri, Jun 6 - Mon, Jun 9
MCO
Orlando Intl.
SWF
Stewart Intl.
$211 Roundtrip, found 1 day ago
$211
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Fri, Jun 6 from Orlando Intl. to Stewart Intl., returning Mon, Jun 9, priced at $211 found 1 day 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 $154, 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 $154 right now, why wait?

Pine Island Flight Information
Destination airport
Stewart Intl.
Destination airport IATA code
SWF
Roundtrip price
$153

Last Minute Hotel Deals in Pine Island

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 11 to May 12
$150
includes taxes & fees
May 11 - May 12
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! (687 reviews)
"The receptionist is an absolute pro: friendly and eager to help improve our stay. She should be running the NYC Four Seasons... Anyway, location is great with Starbucks across the lot. Hotel is quiet and extremely clean. It looks brand new both inside and out. We'll keep coming again and again."

Reviewed on Apr 29, 2025

La Quinta Inn & Suites by Wyndham Middletown
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! (1,001 reviews)
"Great property close to legoland. We saw some ants coming out from an outlet into our room on the second day. We quickly made sure to put our food items in the fridge."

Reviewed on Apr 28, 2025

Sleep Inn & Suites Middletown - Goshen
Hampton Inn Harriman Woodbury
Hampton Inn Harriman Woodbury
2.5 out of 5
60 Centre Dr, Central Valley, NY
The price is $166 per night from Jun 3 to Jun 4
$166
includes taxes & fees
Jun 3 - Jun 4
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! (1,003 reviews)
"I like that this hotel is conveniently located near my destination. The staff are friendly, the facilities clean and comfortable."

Reviewed on May 2, 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 26 to May 27
$130
includes taxes & fees
May 26 - May 27
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! (878 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 11 to May 12
$127
includes taxes & fees
May 11 - May 12
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! (1,005 reviews)
Need to float!!!
"Love this place! So clean. The food is great too! The only thing i dont like is the fact that every little steps from the floor above you can be heard below, i guess all hotels are like that. We went during school spring break with 2 children who kept walking back and forth. We got complaint from ..."

Reviewed on May 2, 2025

Sleep Inn & Suites Monroe - Woodbury
Hampton Inn by Hilton Middletown
Hampton Inn by Hilton Middletown
2.5 out of 5
20 Crystal Run Crossing, Middletown, NY
The price is $132 per night from May 26 to May 27
$132
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 helpful staff and the clean ...
8.4/10 Very Good! (1,000 reviews)
"Good location except not much choice for food. Only Outback nearby."

Reviewed on Apr 27, 2025

Hampton Inn by Hilton Middletown
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 $118 per night from May 26 to May 27
$118
includes taxes & fees
May 26 - May 27
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! (1,001 reviews)
Great hotel!
"Property was great! My room didn’t have towels but they brought some right up after I sent them a message. The bed and pillows were very comfy and there was a small fridge, microwave and coffee maker along with an iron and ironing board. Great stay and it even prompted me to sign up for BW ..."

Reviewed on May 3, 2025

Best Western Hunt's Landing Hotel Matamoras/Milford
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 $129 per night from May 26 to May 27
$129
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! (938 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 651 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.