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Islip

$101+ 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 11/13. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — ISP
Dec 6 — Dec 131
Sat 12/6
Sat 12/13
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 6, 2025.

This Trip.com deal was found by Cheapflights users on 11/5. 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.
Thu 11/203:37 pmORD - ISP
1 stop7h 22mFrontier
Mon 11/249:02 amISP - ORD
1 stop9h 13mFrontier
Deal found 11/5$163
This Kiwi.com deal was found by Cheapflights users on 11/4. 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.
Thu 11/2012:29 pmORD - ISP
2 stops21h 08mMultiple Airlines
Mon 11/249:02 amISP - ORD
1 stop8h 01mMultiple Airlines
Deal found 11/4$182
This CheapOair deal was found by Cheapflights users on 11/5. 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.
Sat 12/132:26 pmORD - ISP
1 stop18h 54mFrontier
Sun 12/218:35 pmISP - ORD
1 stop13h 12mFrontier
Deal found 11/5$220
This Kiwi.com deal was found by Cheapflights users on 11/6. 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.
Thu 12/49:14 pmORD - ISP
2 stops34h 59mMultiple Airlines
Wed 12/106:00 amISP - ORD
1 stop16h 48mMultiple Airlines
Deal found 11/6$225
This CheapOair deal was found by Cheapflights users on 11/6. 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 11/6$230
This CheapOair deal was found by Cheapflights users on 11/6. 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 11/118:00 amORD - ISP
1 stop25h 37mFrontier
Wed 11/124:58 pmISP - ORD
1 stop20h 28mFrontier
Deal found 11/6$250
This Southwest deal was found by Cheapflights users on 11/6. 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.
Sun 12/712:10 pmMKE - ISP
1 stop3h 45mSouthwest
Mon 12/85:40 amISP - MKE
1 stop4h 50mSouthwest
Deal found 11/6$276
This CheapOair deal was found by Cheapflights users on 11/5. 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
Thu 12/1812:20 pmISP - ORD
1 stop21h 32mFrontier
Deal found 11/5$300
This CheapOair deal was found by Cheapflights users on 11/4. 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
Sun 12/1411:15 amISP - ORD
1 stop27h 01mFrontier
Deal found 11/4$310
This Kiwi.com deal was found by Cheapflights users on 11/6. 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.
Thu 12/46:18 amMSP - ISP
1 stop10h 37mMultiple Airlines
Sat 12/64:05 pmISP - MSP
2 stops32h 57mMultiple Airlines
Deal found 11/6$345
This Southwest deal was found by Cheapflights users on 11/6. 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.
Thu 12/411:55 amORD - ISP
2 stops9h 10mSouthwest
Wed 12/105:40 amISP - ORD
2 stops10h 05mSouthwest
Deal found 11/6$347
This Kiwi.com deal was found by Cheapflights users on 11/6. 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.
Thu 11/137:03 pmMKE - ISP
1 stop14h 34mMultiple Airlines
Wed 11/194:58 pmISP - MKE
1 stop19h 42mMultiple Airlines
Deal found 11/6$376

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 6, 2025.

Most accurate provider

Justfly.com
3 stars

Most trusted provider

Justfly.com
3 stars

Round-trip from

$163
(Trip.com)

One-way from

$101
(CheapOair)

Popular in

December

Cheapest in

January

Average price

$379
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. 2% potential increase in price ($9 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($6 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 6, 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

Thu 11/20

3:37 pm-11:59 pm

1 stop7h 22m

Islip Long Island

Mon 11/24

9:02 am-5:15 pm

1 stop9h 13m

$163

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Thu 11/20

12:29 pm-10:37 am

2 stops21h 08m

Islip Long Island

Mon 11/24

9:02 am-4:03 pm

1 stop8h 01m

$182

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

$230

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Fri 12/12

2:26 pm-9:13 am

1 stop17h 47m

Islip Long Island

Wed 12/17

6:00 am-10:18 am

1 stop29h 18m

$230

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Fri 12/5

12:15 pm-11:59 pm

1 stop10h 44m

Islip Long Island

Thu 12/11

1:15 pm-9:51 pm

1 stop9h 36m

$250

MilwaukeeIslip

MKE - ISP

MKEISP

Milwaukee-Mitchell

Sun 12/7

12:10 pm-4:55 pm

1 stop3h 45m

Islip Long Island

Mon 12/8

5:40 am-9:30 am

1 stop4h 50m

$276

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Mon 12/15

2:26 pm-7:34 pm

1 stop28h 08m

Islip Long Island

Thu 12/18

12:20 pm-8:52 am

1 stop21h 32m

$300

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Fri 3/6

4:00 pm-11:59 pm

1 stop6h 59m

Islip Long Island

Mon 3/9

6:00 am-1:08 pm

1 stop8h 08m

$310

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Fri 12/12

2:26 pm-9:13 am

1 stop17h 47m

Islip Long Island

Sun 12/14

11:15 am-1:16 pm

1 stop27h 01m

$310

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Thu 1/15

7:00 am-2:43 pm

1 stop6h 43m

Islip Long Island

Sat 1/17

8:15 pm-7:00 pm

1 stop23h 45m

$310

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/6

Showing 1-10 of 26 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 $230). 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 3h 45m. Your travel time can differ by up to 3h 37m. The distance between Wisconsin and Islip, New York is about 774 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 Milwaukee-Mitchell - Islip Long Island or Minneapolis St Paul - 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 $230). 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 November 6, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$244Average$366FlexibilityNo cancel feeOn-time63%

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