$29 Cheap Flights to Middle Island, NY

View $29 flight on Wed, May 20, 2026Opens in a new window

Popular airlines to Middle Island

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How much is the cheapest flight to Middle Island?

Prices were available within the past 7 days and start at $29 for one-way flights and $58 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Frontier Airlines
Sat, May 23 - Wed, May 27
MCO
Orlando
ISP
Islip
$66 Roundtrip, found 1 day ago
$66
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sat, May 23 from Orlando to Islip, returning Wed, May 27, priced at $66 found 1 day ago
Avelo Airlines
Tue, Jun 9 - Sat, Jun 13
MCO
Orlando
HVN
New Haven
$73 Roundtrip, found 20 hours ago
$73
Roundtrip
found 20 hours ago
Select Avelo Airlines flight, departing Tue, Jun 9 from Orlando to New Haven, returning Sat, Jun 13, priced at $73 found 20 hours ago
Breeze Airways
Sat, Jun 6 - Tue, Jun 9
MCO
Orlando
HVN
New Haven
$102 Roundtrip, just found
$102
Roundtrip
just found
Select Breeze Airways flight, departing Sat, Jun 6 from Orlando to New Haven, returning Tue, Jun 9, priced at $102 just found
Southwest Airlines
Wed, May 13 - Tue, May 19
MCO
Orlando
ISP
Islip
$179 Roundtrip, found 2 hours ago
$179
Roundtrip
found 2 hours ago
Select Southwest Airlines flight, departing Wed, May 13 from Orlando to Islip, returning Tue, May 19, priced at $179 found 2 hours ago
Accessrail
Wed, Apr 15 - Thu, Apr 16
WPT
West Palm Beach
ISP
Islip
$1,016 Roundtrip, found 3 days ago
$1,016
Roundtrip
found 3 days ago
Select Accessrail flight, departing Wed, Apr 15 from West Palm Beach to Islip, returning Thu, Apr 16, priced at $1,016 found 3 days ago

Frequently asked questions

What month is the cheapest to fly to Middle Island?
The cheapest month to fly to Middle Island is May when there's less demand. Off-peak months are usually when you'll find cheap flights. To save money, steer clear of flying during public and school holidays.
Which US cities have the cheapest flights to Middle Island?
Score cheap flights to Middle Island from Baltimore, Orlando and West Palm Beach. These cities typically offer the lowest fares to this popular destination. But keep in mind that demand, seasonality and stopovers will also impact rates, so stay flexible and book when prices are right.
Which US cities fly direct to Middle Island?
Pick from 10 US cities providing direct flights to Middle Island. When reserving on Expedia, select the "Direct flights only" box to find nonstop options. Fly to Middle Island from any of these major cities:

  • Baltimore
  • Orlando
  • West Palm Beach
  • Tampa
  • Myrtle Beach

How to find a cheap flight to Middle Island?
To find cheap flights to Middle Island, book ahead of time and travel during the low season. Want some insider advice? Depart on a Thursday and you'll save 16% on average compared to those who travel on a Sunday.* Set up price tracking on the Expedia app and we'll notify you the moment your fares drop.*Best day of the week to book, depart and ideal booking window recommendations based on average round-trip ticket prices for January through August 2023, sourced from Airline Reporting Corporation's (ARC) global airline sales database. Percentages noted are averages.
How to get a cheap last-minute flight to Middle Island?
You can find good deals on last-minute flights to Middle Island, especially if your travel arrangements aren't set in stone. Consider your options for jetting out of a different airport, changing your trip dates or selecting another carrier to get a cheap flight to Middle Island.
How far in advance should I book a flight to Middle Island?
To pick up some of the biggest savings on domestic journeys, book your flight to Middle Island 28 days ahead of your travel dates. For international flights, search for your ticket two to four months in advance. This increases your chances of getting the departure dates and seats you want.**Best day of the week to book, depart and ideal booking window recommendations based on average round-trip ticket prices for January through August 2023, sourced from Airline Reporting Corporation's (ARC) global airline sales database. Percentages noted are averages.
Which day of the week is the cheapest day to buy a plane ticket to Middle Island?
You'll save an average of 8% if you buy tickets on a Sunday rather than Fridays, which tend to be the priciest day to book.* When it comes to scoring a cheap flight to Middle Island, timing makes a difference.*Best day of the week to book, depart and ideal booking window recommendations based on average round-trip ticket prices for January through August 2023, sourced from Airline Reporting Corporation's (ARC) global airline sales database. Percentages noted are averages.
Which airlines fly to Middle Island?
Take your pick of these reputable airlines that offer flights to Middle Island:

  • Frontier Airlines - 186 flights to Middle Island each month, including 186 flights to MacArthur Airport (ISP) per month.
  • Breeze Airways - 26 flights to Middle Island each month, including 26 flights to MacArthur Airport (ISP) per month.

Where do you fly into Middle Island?
Middle Island's main airport is MacArthur Airport (ISP). If you'd like more nearby options when flying to Middle Island, check out Tweed - New Haven Regional Airport (HVN), Westchester County Airport (HPN) or John F. Kennedy Intl. Airport (JFK). You can also opt to fly to Middle Island through LaGuardia Airport (LGA).
Can I save money by booking a Middle Island trip package?
Book a Middle Island flight and hotel package deal on Expedia, and you could enjoy significant savings. It's easy to bundle your flights and accommodations, and you can also add car rentals and activities to create your own personalized Middle Island trip. Plus, there's nothing like the convenience of booking everything in the same place.
Can I change or cancel my flight to Middle Island?
You can usually cancel or change your flight to Middle Island within 24 hours of booking. However, be mindful that some flights are non-refundable. In those cases, you may be issued a credit toward future travel rather than a direct refund. It's important to check the airline's rules and restrictions in your itinerary for exact details. You can use Expedia's "Changes included" or "No cancel fee" filters during your search to find cheap flights to Middle Island with flexible change policies. For additional information, visit our Customer Service Portal.

*Flight schedules are subject to change.

*Available to One Key members.

 

Travel information

Destination airport
Tweed - New Haven Regional
Destination airport IATA code
HVN
Destination city name
New Haven
Roundtrip price
$57

Trending flights to Middle Island

Prices were available within the past 7 days and start at $29 for one-way flights and $58 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Avelo Airlines
Sat, May 9 - Sat, May 16
RDU
Raleigh
HVN
New Haven
$58 Roundtrip, found 1 hour ago
$58
Roundtrip
found 1 hour ago
Select Avelo Airlines flight, departing Sat, May 9 from Raleigh to New Haven, returning Sat, May 16, priced at $58 found 1 hour ago

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