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 $180

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

Breeze Airways
Thu, Aug 14 - Sun, Aug 17
MCO
Orlando Intl.
SWF
Stewart Intl.
$180 Roundtrip, found 4 days ago
$180
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Thu, Aug 14 from Orlando Intl. to Stewart Intl., returning Sun, Aug 17, priced at $180 found 4 days ago
Breeze Airways
Fri, Jul 25 - Sun, Jul 27
MCO
Orlando Intl.
SWF
Stewart Intl.
$182 Roundtrip, found 2 days ago
$182
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Fri, Jul 25 from Orlando Intl. to Stewart Intl., returning Sun, Jul 27, priced at $182 found 2 days ago
Breeze Airways
Fri, Jul 25 - Sun, Jul 27
MCO
Orlando Intl.
SWF
Stewart Intl.
$183 Roundtrip, found 3 days ago
$183
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Fri, Jul 25 from Orlando Intl. to Stewart Intl., returning Sun, Jul 27, priced at $183 found 3 days ago
Breeze Airways
Fri, Aug 1 - Sun, Aug 3
MCO
Orlando Intl.
SWF
Stewart Intl.
$186 Roundtrip, found 2 days ago
$186
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Fri, Aug 1 from Orlando Intl. to Stewart Intl., returning Sun, Aug 3, priced at $186 found 2 days ago
Breeze Airways
Fri, Jul 25 - Sun, Jul 27
MCO
Orlando Intl.
SWF
Stewart Intl.
$186 Roundtrip, found 3 days ago
$186
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Fri, Jul 25 from Orlando Intl. to Stewart Intl., returning Sun, Jul 27, priced at $186 found 3 days ago
Breeze Airways
Fri, Jul 25 - Sun, Jul 27
MCO
Orlando Intl.
SWF
Stewart Intl.
$188 Roundtrip, found 3 days ago
$188
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Fri, Jul 25 from Orlando Intl. to Stewart Intl., returning Sun, Jul 27, priced at $188 found 3 days ago
Breeze Airways
Thu, Jul 31 - Sun, Aug 3
MCO
Orlando Intl.
SWF
Stewart Intl.
$190 Roundtrip, found 23 hours ago
$190
Roundtrip
found 23 hours ago
Select Breeze Airways flight, departing Thu, Jul 31 from Orlando Intl. to Stewart Intl., returning Sun, Aug 3, priced at $190 found 23 hours ago
Breeze Airways
Fri, Jul 25 - Sun, Jul 27
MCO
Orlando Intl.
SWF
Stewart Intl.
$192 Roundtrip, found 2 days ago
$192
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Fri, Jul 25 from Orlando Intl. to Stewart Intl., returning Sun, Jul 27, priced at $192 found 2 days ago
Breeze Airways
Fri, Aug 1 - Sun, Aug 3
MCO
Orlando Intl.
SWF
Stewart Intl.
$193 Roundtrip, found 5 days ago
$193
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Fri, Aug 1 from Orlando Intl. to Stewart Intl., returning Sun, Aug 3, priced at $193 found 5 days ago
Breeze Airways
Fri, Aug 1 - Sun, Aug 3
MCO
Orlando Intl.
SWF
Stewart Intl.
$194 Roundtrip, found 5 days ago
$194
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Fri, Aug 1 from Orlando Intl. to Stewart Intl., returning Sun, Aug 3, priced at $194 found 5 days ago
Breeze Airways
Fri, Aug 1 - Sun, Aug 3
MCO
Orlando Intl.
SWF
Stewart Intl.
$196 Roundtrip, found 2 days ago
$196
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Fri, Aug 1 from Orlando Intl. to Stewart Intl., returning Sun, Aug 3, priced at $196 found 2 days ago
Breeze Airways
Fri, Jul 25 - Sun, Jul 27
MCO
Orlando Intl.
SWF
Stewart Intl.
$196 Roundtrip, found 3 days ago
$196
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Fri, Jul 25 from Orlando Intl. to Stewart Intl., returning Sun, Jul 27, priced at $196 found 3 days ago
Breeze Airways
Fri, Jul 25 - Sun, Jul 27
MCO
Orlando Intl.
SWF
Stewart Intl.
$198 Roundtrip, found 4 days ago
$198
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Fri, Jul 25 from Orlando Intl. to Stewart Intl., returning Sun, Jul 27, priced at $198 found 4 days ago
Breeze Airways
Thu, Jul 24 - Tue, Jul 29
MCO
Orlando Intl.
SWF
Stewart Intl.
$198 Roundtrip, found 3 days ago
$198
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Thu, Jul 24 from Orlando Intl. to Stewart Intl., returning Tue, Jul 29, priced at $198 found 3 days ago
Breeze Airways
Fri, Aug 1 - Sun, Aug 3
MCO
Orlando Intl.
SWF
Stewart Intl.
$199 Roundtrip, found 5 days ago
$199
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Fri, Aug 1 from Orlando Intl. to Stewart Intl., returning Sun, Aug 3, priced at $199 found 5 days ago
Breeze Airways
Fri, Aug 15 - Mon, Aug 18
CHS
Charleston Intl.
SWF
Stewart Intl.
$222 Roundtrip, found 4 days ago
$222
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 $222 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 $180, 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 $180 right now, why wait?

Pine Island Flight Information
Destination airport
Stewart Intl.
Destination airport IATA code
SWF
Roundtrip price
$179

Last Minute Hotel Deals in Pine Island

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! (746 reviews)
"I loved this hotel!!! The staff, the hotel itself, the location, everything. We will for sure stay here again"

Reviewed on Jul 11, 2025

Get rates
La Quinta Inn & Suites by Wyndham 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)
"Nice place. Great staff and good location. Quiet even though it’s right off the highway and it’s conveniently located."

Reviewed on Jul 9, 2025

Get rates
Hampton Inn Harriman Woodbury
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! (1,012 reviews)
"All staff were super friendly and helpful!"

Reviewed on Jul 13, 2025

Get rates
Sleep Inn & Suites 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
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! (1,002 reviews)
"Excellent, friendly staff. Facilities very clean"

Reviewed on Jul 12, 2025

Get rates
Best Western Hunt's Landing Hotel Matamoras/Milford
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! (921 reviews)
"Looks clean, room is cozy and we got the room cheaper than usual when we booked"

Reviewed on Jul 13, 2025

Get rates
Courtyard by Marriott Middletown Goshen
Fairfield Inn & Suites by Marriott Goshen Middletown

Fairfield Inn & Suites by Marriott Goshen Middletown

2.5 out of 5
20 Hatfield Ln, Goshen, NY
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! (962 reviews)
"Clean hotel"

Reviewed on Jul 11, 2025

Get rates
Fairfield Inn & Suites by Marriott Goshen Middletown
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! (1,007 reviews)
Best beds anywhere!!
"Convenient for early morning appointment. I’ve stayed here a number of times. Staff is always friendly and welcoming. But the best are the beds. I’ve stayed in 5 star “luxury” NYc hotels many times and their beds and pillows don’t come close to these."

Reviewed on Jul 15, 2025

Get rates
Sleep Inn & Suites Monroe - Woodbury
Super 8 by Wyndham Middletown

Super 8 by Wyndham Middletown

2.5 out of 5
563 Route 211 E, I-84 Exit 4W Rt 17 Exit 120, Middletown, NY
Stay at this motel in Middletown. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions ...
6.2/10 (1,008 reviews)
"Great location"

Reviewed on Jul 11, 2025

Get rates
Super 8 by Wyndham Middletown
See all 626 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.