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$527+ Cheap flights from Islip, NY to Madison (ISP - MSN)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/16. Fares are subject to change and may not be available on all flights or dates of travel.
ISP — MSN
Jan 14 — Jan 211
Wed 1/14
Wed 1/21
1 adult, Economy
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Cheap flight deals from Islip to Madison

Best flights from Islip to Madison
Discover carefully curated flight deals from Islip to Madison that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated December 15, 2025.

This Kiwi.com deal was found by Cheapflights users on 12/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/168:45 pmISP - MSN
1 stop13h 23mMultiple Airlines
Sun 1/186:40 pmMSN - ISP
1 stop23h 00mMultiple Airlines
Deal found 12/14$527

Find flight deals from Islip to Madison

Discover tips and strategies to find the most affordable flight options for your journey from Islip (ISP) to Madison (MSN). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated December 15, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
1 star

Round-trip from

$527
(Kiwi.com)

Popular in

August

Cheapest in

February

Average price

$471
Provider with most accurate pricing for Islip Long Island-Madison Truax Field flight deals.
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Provider most trusted by Cheapflights users for Islip Long Island-Madison Truax Field flights.
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From Islip Long Island to Madison Truax Field
Search Deals
Highest demand for flights based on searches. 4% potential increase in price ($19 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($7 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Islip to Madison that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated December 15, 2025.
Use the filters below to find and compare flights from Islip to Madison that are best for you.

Fly from

Islip

Fly to

Madison

Route

Depart

Return

Price

IslipMadison

ISP - MSN

ISPMSN

Islip Long Island

Fri 1/16

8:45 pm-9:08 am

1 stop13h 23m

Madison Truax Field

Sun 1/18

6:40 pm-6:40 pm

1 stop23h 00m

$527

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/14

  • Most accurate provider: When it comes to deals on Islip, New York-Madison flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Islip, New York-Madison flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Islip, New York-Madison flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Islip, New York-Madison flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Islip, New York-Madison flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Islip to Madison

Have a flexible travel schedule? Discover the best time to fly to Madison from Islip with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Islip to Madison

What is the cheapest month to book a flight from Islip, New York to Madison?

Currently, May is the cheapest month in which you can book a flight from Islip, New York to Madison (average of $55). Flying from Islip, New York to Madison in April is currently the most expensive (average of $236). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Related info for your journey

Find useful and relevant information for your journey from Islip to Madison. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • Can I find deals for flights from Islip to Madison that include hotel bookings?

    Yes. In addition to deals on Islip to Madison flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Islip to Madison?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Islip to Madison.

  • Can I find deals for business class flights from Islip to Madison?

    Yes. Cheapflights offers flight deals from Islip to Madison by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Islip, New York to Madison?

    Currently, May is the cheapest month in which you can book a flight from Islip, New York to Madison (average of $55). Flying from Islip, New York to Madison in April is currently the most expensive (average of $236). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Madison?

Book flights to Madison if you plan to visit one of these locations
Portage
Middleton
Baraboo
Fitchburg

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