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Islip

$88+ 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 1/15. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — ISP
Jan 14 — Jan 211
Wed 1/14
Wed 1/21
1 adult, Economy
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Cheap 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 December 15, 2025.

This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/3111:23 amORD - ISP
1 stop23h 02mFrontier
Sat 1/37:30 pmISP - ORD
1 stop24h 29mFrontier
Deal found 12/14$278
This Expedia deal was found by Cheapflights users on 12/13. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/3010:12 amORD - ISP
1 stop29h 25mFrontier
Mon 1/52:04 pmISP - ORD
1 stop27h 15mFrontier
Deal found 12/13$372
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/3111:23 amORD - ISP
1 stop23h 02mFrontier
Sun 1/42:04 pmISP - ORD
1 stop19h 43mFrontier
Deal found 12/14$413
This Kiwi.com deal was found by Cheapflights users on 12/13. 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 12/305:35 amORD - ISP
2 stops34h 02mMultiple Airlines
Mon 1/58:24 pmISP - ORD
1 stop18h 57mMultiple Airlines
Deal found 12/13$430
This CheapOair deal was found by Cheapflights users on 12/15. 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 12/195:18 pmORD - ISP
1 stop29h 41mFrontier
Sun 12/218:35 pmISP - ORD
1 stop13h 12mFrontier
Deal found 12/15$478
This Southwest deal was found by Cheapflights users on 12/13. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/301:00 pmORD - ISP
2 stops9h 55mSouthwest
Mon 1/55:50 amISP - ORD
2 stops9h 55mSouthwest
Deal found 12/13$503
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.
Sun 12/217:20 amORD - ISP
1 stop28h 49mMultiple Airlines
Sun 1/48:24 pmISP - ORD
2 stops44h 36mMultiple Airlines
Deal found 12/14$534
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/271:45 pmORD - ISP
2 stops9h 10mSouthwest
Sat 1/311:00 amISP - ORD
1 stop11h 50mSouthwest
Deal found 12/14$554
This CheapOair deal was found by Cheapflights users on 12/15. 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.
Wed 12/2411:23 amORD - ISP
1 stop23h 02mFrontier
Thu 1/112:20 pmISP - ORD
1 stop21h 32mFrontier
Deal found 12/15$573
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/1910:12 amORD - ISP
1 stop8h 28mFrontier
Sun 1/48:24 pmISP - ORD
1 stop13h 23mFrontier
Deal found 12/14$622
This Southwest deal was found by Cheapflights users on 12/13. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/172:35 pmMKE - ISP
1 stop6h 30mSouthwest
Fri 12/191:35 pmISP - MKE
1 stop6h 55mSouthwest
Deal found 12/13$845

Find flight deals from Wisconsin to Islip

Keep the following information in mind while searching for Wisconsin to Islip flight deals. Data was last updated December 15, 2025.

Most accurate provider

Justfly.com
3 stars

Most trusted provider

Justfly.com
3 stars

Round-trip from

$152
(Kiwi.com)

One-way from

$88
(Trip.com)

Popular in

December

Cheapest in

January

Average price

$439
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. 3% potential increase in price ($15 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
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 December 15, 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

Tue 1/13

10:48 am-10:46 pm

1 stop10h 58m

Islip Long Island

Tue 1/20

12:00 pm-5:52 pm

1 stop30h 52m

$152

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Sat 1/10

8:27 pm-7:45 pm

1 stop22h 18m

Islip Long Island

Sat 1/17

8:00 am-2:39 pm

1 stop7h 39m

$182

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Wed 1/7

5:29 pm-7:45 pm

1 stop25h 16m

Islip Long Island

Sat 1/10

7:56 pm-7:17 pm

1 stop24h 21m

$184

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Wed 12/31

11:23 am-11:25 am

1 stop23h 02m

Islip Long Island

Sat 1/3

7:30 pm-6:59 pm

1 stop24h 29m

$278

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Fri 1/16

12:31 pm-8:09 pm

1 stop6h 38m

Islip Long Island

Sun 1/18

9:52 am-7:51 pm

1 stop10h 59m

$327

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Tue 12/30

10:12 am-4:37 pm

1 stop29h 25m

Islip Long Island

Mon 1/5

2:04 pm-4:19 pm

1 stop27h 15m

$372

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Tue 2/17

8:30 am-1:13 pm

1 stop27h 43m

Islip Long Island

Fri 2/20

8:33 am-8:12 pm

1 stop12h 39m

$378

MinneapolisIslip

MSP - ISP

MSPISP

Minneapolis St Paul

Fri 3/20

12:25 pm-11:55 pm

1 stop10h 30m

Islip Long Island

Sat 3/21

6:00 am-3:50 pm

2 stops10h 50m

$518

MinneapolisIslip

MSP - ISP

MSPISP

Minneapolis St Paul

Thu 2/12

8:27 pm-7:38 am

1 stop10h 11m

Islip Long Island

Sun 2/15

8:33 am-7:17 pm

1 stop11h 44m

$881

MinneapolisIslip

MSP - ISP

MSPISP

Minneapolis St Paul

Thu 1/15

10:00 am-8:52 am

2 stops21h 52m

$88

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/15

Showing 1-10 of 21 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 September is currently the most expensive (average of $228). 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 10h 30m. Your travel time can differ by up to 11h 48m. 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 Appleton Intl - 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 September is currently the most expensive (average of $228). 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

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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 December 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$244Average$376FlexibilityNo cancel feeOn-time63%

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