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Islip

$87+ Cheap flights from Wisconsin to Islip, NY (ISP)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/30. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — ISP
Dec 24 — Dec 311
Wed 12/24
Wed 12/31
1 adult, Economy
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Find flight deals from Wisconsin to Islip

Cheapest flights from Wisconsin to Islip
Explore the most affordable flight options available from Wisconsin to Islip. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 24, 2025.

This CheapOair deal was found by Cheapflights users on 11/24. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/82:26 pmORD - ISP
1 stop28h 08mFrontier
Thu 12/1110:19 amISP - ORD
1 stop27h 57mFrontier
Deal found 11/24$204
This Kiwi.com deal was found by Cheapflights users on 11/24. 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.
Tue 12/97:10 amORD - ISP
2 stops11h 24mMultiple Airlines
Sat 12/1310:19 amISP - ORD
1 stop12h 29mMultiple Airlines
Deal found 11/24$215
This CheapOair deal was found by Cheapflights users on 11/23. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/237:01 pmORD - ISP
1 stop20h 36mFrontier
Tue 12/3012:20 pmISP - ORD
1 stop22h 58mFrontier
Deal found 11/23$232
This CheapOair deal was found by Cheapflights users on 11/24. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/82:26 pmORD - ISP
1 stop28h 08mFrontier
Sat 12/1310:19 amISP - ORD
1 stop28h 12mFrontier
Deal found 11/24$234
This CheapOair deal was found by Cheapflights users on 11/24. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/52:26 pmORD - ISP
1 stop17h 47mFrontier
Sun 12/711:15 amISP - ORD
1 stop27h 01mFrontier
Deal found 11/24$242
This Kiwi.com deal was found by Cheapflights users on 11/22. 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.
Sat 12/61:34 pmORD - ISP
2 stops20h 26mMultiple Airlines
Wed 12/106:00 amISP - ORD
1 stop16h 48mMultiple Airlines
Deal found 11/22$256
This CheapOair deal was found by Cheapflights users on 11/23. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/122:26 pmORD - ISP
1 stop17h 47mFrontier
Wed 12/315:27 pmISP - ORD
1 stop17h 51mFrontier
Deal found 11/23$257
This CheapOair deal was found by Cheapflights users on 11/21. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/142:36 pmORD - ISP
1 stop17h 37mFrontier
Sun 12/218:35 pmISP - ORD
1 stop13h 12mFrontier
Deal found 11/21$262
This CheapOair deal was found by Cheapflights users on 11/22. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/152:26 pmORD - ISP
1 stop28h 08mFrontier
Mon 12/226:25 amISP - ORD
1 stop7h 09mFrontier
Deal found 11/22$263
This CheapOair deal was found by Cheapflights users on 11/22. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/52:26 pmORD - ISP
1 stop17h 47mFrontier
Sat 12/64:05 pmISP - ORD
1 stop25h 03mFrontier
Deal found 11/22$267
This Trip.com deal was found by Cheapflights users on 11/22. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/52:26 pmORD - ISP
1 stop17h 47mFrontier
Mon 12/810:19 amISP - ORD
2 stops14h 38mFrontier
Deal found 11/22$271
This Kiwi.com deal was found by Cheapflights users on 11/24. 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.
Tue 12/97:00 amMSP - ISP
1 stop11h 34mMultiple Airlines
Sat 12/1310:19 amISP - MSP
1 stop13h 54mMultiple Airlines
Deal found 11/24$275

Cheap flight deals from Wisconsin to Islip

Keep the following information in mind while searching for Wisconsin to Islip flight deals. Data was last updated November 24, 2025.

Most accurate provider

Justfly.com
3 stars

Most trusted provider

Justfly.com
3 stars

Round-trip from

$204
(CheapOair)

One-way from

$87
(CheapOair)

Popular in

December

Cheapest in

January

Average price

$419
Provider with most accurate pricing for Milwaukee-Mitchell-New York (NYC) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Milwaukee-Mitchell-New York (NYC) flights.
Search Deals
From Wisconsin to Islip Long Island
Search Deals
One-way flight from Wisconsin to Islip Long Island
Search Deals
Highest demand for flights based on searches. 6% potential increase in price ($23 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($8 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Wisconsin to Islip 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 November 24, 2025.
Use the filters below to find and compare flights from Wisconsin to Islip that are best for you.

Fly from

Wisconsin

Fly to

Islip

Route

Depart

Return

Price

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Mon 12/8

2:26 pm-7:34 pm

1 stop28h 08m

Islip Long Island

Thu 12/11

10:19 am-1:16 pm

1 stop27h 57m

$204

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Tue 12/9

7:10 am-7:34 pm

2 stops11h 24m

Islip Long Island

Sat 12/13

10:19 am-9:48 pm

1 stop12h 29m

$215

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Tue 12/23

7:01 pm-4:37 pm

1 stop20h 36m

Islip Long Island

Tue 12/30

12:20 pm-10:18 am

1 stop22h 58m

$232

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Fri 12/5

12:15 pm-11:59 pm

1 stop10h 44m

Islip Long Island

Sun 12/7

11:15 am-1:16 pm

1 stop27h 01m

$242

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Fri 12/12

12:15 pm-11:59 pm

1 stop10h 44m

Islip Long Island

Sun 12/14

11:15 am-1:16 pm

1 stop27h 01m

$242

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Sat 12/6

1:34 pm-11:00 am

2 stops20h 26m

Islip Long Island

Wed 12/10

6:00 am-9:48 pm

1 stop16h 48m

$256

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Fri 12/12

2:26 pm-9:13 am

1 stop17h 47m

Islip Long Island

Wed 12/31

5:27 pm-10:18 am

1 stop17h 51m

$257

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Sun 12/14

2:36 pm-9:13 am

1 stop17h 37m

Islip Long Island

Sun 12/21

8:35 pm-8:47 am

1 stop13h 12m

$262

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Mon 12/15

2:26 pm-7:34 pm

1 stop28h 08m

Islip Long Island

Mon 12/22

6:25 am-12:34 pm

1 stop7h 09m

$263

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Fri 12/5

2:26 pm-9:13 am

1 stop17h 47m

Islip Long Island

Sat 12/6

4:05 pm-4:08 pm

1 stop25h 03m

$267

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/22

Showing 1-10 of 29 results
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Best time to book a flight from Wisconsin to Islip

Have a flexible travel schedule? Discover the best time to fly to Islip from Wisconsin 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 Wisconsin to Islip

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

Currently, April is the cheapest month in which you can book a flight from Wisconsin to Islip, New York (average of $83). Flying from Wisconsin to Islip, New York in December is currently the most expensive (average of $229). 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 Wisconsin to Islip. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Islip from Wisconsin?

    If you book a flight to Islip from Wisconsin, you will be flying to Long Island, which is the city’s only airport. Islip Long Island (ISP) is located 7.2 mi from the center of Islip.

  • How long is the flight from Wisconsin to Islip, New York?

    Frontier and Southwest can get you from Wisconsin to Islip, New York in just under 4h 45m. Your travel time can differ by up to 23h 23m. The distance between Wisconsin and Islip, New York is about 1054 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the most popular routes from Wisconsin to Islip, New York?

    The most popular route from Wisconsin to Islip, New York is Chicago O'Hare Intl - Islip Long Island. You may also consider Minneapolis St Paul - Islip Long Island or Madison Truax Field - Islip Long Island.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Wisconsin to Islip 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 Wisconsin to Islip, New York?

    Currently, April is the cheapest month in which you can book a flight from Wisconsin to Islip, New York (average of $83). Flying from Wisconsin to Islip, New York in December is currently the most expensive (average of $229). 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 Islip?

Book flights to Islip if you plan to visit one of these locations
Riverhead
Southampton

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Alternative routes for Wisconsin to Islip

See prices for flight routes from nearby airports that may be better suited for you.
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Top airline flying from Wisconsin to Islip

Discover the top airline that operate flights from Wisconsin to Islip. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated November 24, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$244Average$366FlexibilityNo cancel feeOn-time63%

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