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Middle Island

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Middle Island Flights as Low as $148

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

Breeze Airways
Thu, Dec 3 - Mon, Dec 7
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$148 Roundtrip, just found
$148
Roundtrip
just found
Select Breeze Airways flight, departing Thu, Dec 3 from Orlando Intl. to Tweed - New Haven Regional, returning Mon, Dec 7, priced at $148 just found
Breeze Airways
Thu, Dec 3 - Mon, Dec 7
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$153 Roundtrip, just found
$153
Roundtrip
just found
Select Breeze Airways flight, departing Thu, Dec 3 from Orlando Intl. to Tweed - New Haven Regional, returning Mon, Dec 7, priced at $153 just found
Breeze Airways
Thu, Dec 3 - Sun, Dec 6
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$153 Roundtrip, found 4 hours ago
$153
Roundtrip
found 4 hours ago
Select Breeze Airways flight, departing Thu, Dec 3 from Orlando Intl. to Tweed - New Haven Regional, returning Sun, Dec 6, priced at $153 found 4 hours ago
Breeze Airways
Thu, Dec 3 - Mon, Dec 7
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$158 Roundtrip, just found
$158
Roundtrip
just found
Select Breeze Airways flight, departing Thu, Dec 3 from Orlando Intl. to Tweed - New Haven Regional, returning Mon, Dec 7, priced at $158 just found
Breeze Airways
Thu, Dec 3 - Sun, Dec 6
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$158 Roundtrip, found 4 hours ago
$158
Roundtrip
found 4 hours ago
Select Breeze Airways flight, departing Thu, Dec 3 from Orlando Intl. to Tweed - New Haven Regional, returning Sun, Dec 6, priced at $158 found 4 hours ago
Breeze Airways
Thu, Dec 3 - Sun, Dec 6
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$163 Roundtrip, found 4 hours ago
$163
Roundtrip
found 4 hours ago
Select Breeze Airways flight, departing Thu, Dec 3 from Orlando Intl. to Tweed - New Haven Regional, returning Sun, Dec 6, priced at $163 found 4 hours ago
Breeze Airways
Thu, Dec 3 - Thu, Dec 3
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$168 Roundtrip, found 1 day ago
$168
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Thu, Dec 3 from Orlando Intl. to Tweed - New Haven Regional, returning Thu, Dec 3, priced at $168 found 1 day ago
Breeze Airways
Thu, Dec 3 - Thu, Dec 3
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$173 Roundtrip, found 4 days ago
$173
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Thu, Dec 3 from Orlando Intl. to Tweed - New Haven Regional, returning Thu, Dec 3, priced at $173 found 4 days ago
Avelo Airlines
Fri, Dec 25 - Thu, Dec 31
FLL
Fort Lauderdale - Hollywood Intl.
HVN
Tweed - New Haven Regional
$183 Roundtrip, found 1 hour ago
$183
Roundtrip
found 1 hour ago
Select Avelo Airlines flight, departing Fri, Dec 25 from Fort Lauderdale - Hollywood Intl. to Tweed - New Haven Regional, returning Thu, Dec 31, priced at $183 found 1 hour ago
Avelo Airlines
Thu, Dec 3 - Mon, Dec 7
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$183 Roundtrip, just found
$183
Roundtrip
just found
Select Avelo Airlines flight, departing Thu, Dec 3 from Orlando Intl. to Tweed - New Haven Regional, returning Mon, Dec 7, priced at $183 just found
Frontier Airlines
Thu, Dec 3 - Tue, Dec 8
MCO
Orlando Intl.
ISP
MacArthur
$194 Roundtrip, found 6 hours ago
$194
Roundtrip
found 6 hours ago
Select Frontier Airlines flight, departing Thu, Dec 3 from Orlando Intl. to MacArthur, returning Tue, Dec 8, priced at $194 found 6 hours ago
Frontier Airlines
Thu, Dec 3 - Sun, Dec 13
MCO
Orlando Intl.
ISP
MacArthur
$218 Roundtrip, found 14 hours ago
$218
Roundtrip
found 14 hours ago
Select Frontier Airlines flight, departing Thu, Dec 3 from Orlando Intl. to MacArthur, returning Sun, Dec 13, priced at $218 found 14 hours ago
Breeze Airways
Thu, Apr 8 - Mon, Apr 12
CHS
Charleston Intl.
ISP
MacArthur
$231 Roundtrip, found 3 days ago
$231
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Thu, Apr 8 from Charleston Intl. to MacArthur, returning Mon, Apr 12, priced at $231 found 3 days ago
JetBlue Airways
Thu, Dec 3 - Tue, Dec 8
MCO
Orlando Intl.
ISP
MacArthur
$267 Roundtrip, found 6 hours ago
$267
Roundtrip
found 6 hours ago
Select JetBlue Airways flight, departing Thu, Dec 3 from Orlando Intl. to MacArthur, returning Tue, Dec 8, priced at $267 found 6 hours ago
Southwest Airlines
Wed, Jan 6 - Tue, Jan 12
MCO
Orlando Intl.
ISP
MacArthur
$297 Roundtrip, found 1 day ago
$297
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Wed, Jan 6 from Orlando Intl. to MacArthur, returning Tue, Jan 12, priced at $297 found 1 day ago
JetBlue Airways
Sat, Dec 12 - Sun, Dec 13
FLL
Fort Lauderdale - Hollywood Intl.
ISP
MacArthur
$354 Roundtrip, found 1 day ago
$354
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Sat, Dec 12 from Fort Lauderdale - Hollywood Intl. to MacArthur, returning Sun, Dec 13, priced at $354 found 1 day ago

Cheap Flights to Middle Island

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

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

Frequently Asked Questions About flights to Middle Island

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Middle 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 WSH airport.

What is the cheapest month to fly to Middle 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 Middle Island are in December, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Middle 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 Middle Island.

What airport is best to fly into Middle Island?

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

How much are flights to Middle Island?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Middle Island on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $148, 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 Middle Island?

The trick to saving a stack of cash on your flight to Middle 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 $148 right now, why wait?

Middle Island Flight Information
Destination airport
Tweed - New Haven Regional
Destination airport IATA code
HVN
Roundtrip price
$147

Last Minute Hotel Deals in Middle Island

Radisson Hotel Hauppauge-Long Island

Radisson Hotel Hauppauge-Long Island

3.5 out of 5
110 Vanderbilt Motor Pkwy Hauppauge NY
Book a stay at this business-friendly hotel in Hauppauge. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the clean rooms in our ...
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Radisson Hotel Hauppauge-Long Island
Holiday Inn Express Hauppauge-Long Island

Holiday Inn Express Hauppauge-Long Island

2.5 out of 5
2050 Express Dr S Hauppauge NY
Book a stay at this business-friendly hotel in Hauppauge. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the helpful staff ...
8.4/10 Very Good! (1,673 reviews)
"The staff was very nice. Check-in was efficient. The room was clean. Breakfast was lovely. The area is kept very well. Good selection. Good food. Abundant lighted parking lot."

Reviewed on Nov 9, 2026

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Holiday Inn Express Hauppauge-Long Island
Clarion Hotel & Conference Center Ronkonkoma MacArthur Airport

Clarion Hotel & Conference Center Ronkonkoma MacArthur Airport

3 out of 5
3845 Veterans Memorial Hwy Ronkonkoma NY
Book a stay at this business-friendly hotel in Ronkonkoma. Enjoy free WiFi, room service, and a fitness center. Our guests praise the clean rooms in our reviews. ...
5.4/10 (1,306 reviews)
"The room was OK. Everything is pretty old and has not been maintained well. Our issue is not with the room necessarily, but with the staff. While we were there, there was a party and one of the people in the party was extremely intoxicated, walked upstairs and punched a 70-year-old man in the face ..."

Reviewed on Nov 9, 2026

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Clarion Hotel & Conference Center Ronkonkoma MacArthur Airport
Hampton Inn Long Island-Brookhaven

Hampton Inn Long Island-Brookhaven

3.5 out of 5
2000 North Ocean Ave. Farmingville NY
Book a stay at this business-friendly hotel in Farmingville. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the helpful ...
8.8/10 Excellent! (1,724 reviews)
"The maintenance man was acting like a security guard and made me very Uneasy …"

Reviewed on Nov 8, 2026

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Hampton Inn Long Island-Brookhaven
Jake's 58 Casino Hotel - Adult Only

Jake's 58 Casino Hotel - Adult Only

3.5 out of 5
3635 Express Dr N Islandia NY
Stay at this hotel in Islandia. Enjoy free WiFi, free parking, and a casino. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
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Jake's 58 Casino Hotel - Adult Only
Hyatt Regency Long Island

Hyatt Regency Long Island

4 out of 5
1717 Motor Parkway Hauppauge NY
Book a stay at this golf hotel in Hauppauge. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our ...
8.2/10 Very Good! (1,348 reviews)
"The check in was fast and the front desk helpful. We checked in late and it actually ended up with a cheaper rate because of it. The building has been renovated since the last time I stayed there. It's been improved quite a bit. In that line, there were steel gang boxes visible in the room. I know ..."

Reviewed on Nov 8, 2026

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Hyatt Regency Long Island
La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport

La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport

3 out of 5
10 Aero Rd Bohemia NY
Book a stay at this business-friendly hotel in Bohemia. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
6.8/10 (1,735 reviews)
"The hotel is horrible. It’s like a lemon looks good on the outside but everything else inside was horrible. I felt like I was in the wrong hotel. Everything was super outdated stains drips on the room doors. Rugs were ripped stained and dirty. Wallpapers were peeling all over the place. It was not ..."

Reviewed on Nov 9, 2026

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La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport
Courtyard by Marriott Long Island MacArthur Airport

Courtyard by Marriott Long Island MacArthur Airport

3 out of 5
5000 Express Dr S Ronkonkoma NY
Book a stay at this business-friendly hotel in Ronkonkoma. Enjoy free WiFi, 2 indoor pools, and breakfast (surcharge). Our guests praise the helpful staff and ...
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Courtyard by Marriott Long Island MacArthur Airport
See all 1,241 properties in Middle 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.