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Islip

$107+ 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 2/27. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — ISP
Mar 15 — Mar 221
Sun 3/15
Sun 3/22
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 February 13, 2026.

This Frontier deal was found by Cheapflights users on 2/12. 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.
Sat 2/288:15 am
ORD
-
ISP
1 stop10h 13m
Frontier
Mon 3/23:34 pm
ISP
-
ORD
1 stop8h 41m
Frontier
Deal found 2/12$181
This Frontier deal was found by Cheapflights users on 2/9. 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.
Sun 3/16:39 pm
MKE
-
ISP
1 stop11h 59m
Frontier
Wed 3/49:33 am
ISP
-
MKE
1 stop7h 11m
Frontier
Deal found 2/9$181
This Frontier deal was found by Cheapflights users on 2/10. 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 3/68:39 pm
ORD
-
ISP
1 stop12h 09m
Frontier
Mon 3/91:22 pm
ISP
-
ORD
1 stop11h 16m
Frontier
Deal found 2/10$214
This Kiwi.com deal was found by Cheapflights users on 2/11. 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 5/1410:25 am
ORD
-
ISP
1 stop21h 48m
Multiple Airlines
Mon 5/184:07 pm
ISP
-
ORD
1 stop16h 52m
Multiple Airlines
Deal found 2/11$217
This Kiwi.com deal was found by Cheapflights users on 2/10. 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.
Wed 2/2510:44 am
ORD
-
ISP
1 stop26h 55m
Multiple Airlines
Sun 3/15:51 pm
ISP
-
ORD
2 stops24h 32m
Multiple Airlines
Deal found 2/10$220
This Kiwi.com deal was found by Cheapflights users on 2/10. 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 4/2310:25 am
ORD
-
ISP
1 stop21h 48m
Multiple Airlines
Sun 4/264:07 pm
ISP
-
ORD
1 stop16h 52m
Multiple Airlines
Deal found 2/10$232
This Kiwi.com deal was found by Cheapflights users on 2/10. 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 2/2610:44 am
ORD
-
ISP
1 stop19h 54m
Multiple Airlines
Mon 3/23:34 pm
ISP
-
ORD
2 stops34h 06m
Multiple Airlines
Deal found 2/10$246
This Frontier deal was found by Cheapflights users on 2/11. 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.
Thu 2/267:37 pm
MKE
-
ISP
1 stop11h 01m
Frontier
Mon 3/28:23 am
ISP
-
MKE
1 stop12h 03m
Frontier
Deal found 2/11$250
This Kiwi.com deal was found by Cheapflights users on 2/10. 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.
Wed 2/258:30 am
ORD
-
ISP
1 stop29h 09m
Frontier
Sun 3/15:51 pm
ISP
-
ORD
1 stop30h 24m
Frontier
Deal found 2/10$258
This Expedia deal was found by Cheapflights users on 2/10. 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.
Sun 2/156:37 pm
MKE
-
ISP
1 stop12h 01m
Frontier
Sat 2/2111:41 am
ISP
-
MKE
1 stop8h 11m
Frontier
Deal found 2/10$261
This Kiwi.com deal was found by Cheapflights users on 2/11. 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 5/710:25 am
ORD
-
ISP
1 stop21h 48m
Multiple Airlines
Sun 5/104:07 pm
ISP
-
ORD
1 stop8h 03m
Multiple Airlines
Deal found 2/11$265
This Kiwi.com deal was found by Cheapflights users on 2/11. 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 5/710:25 am
ORD
-
ISP
1 stop21h 48m
Multiple Airlines
Tue 5/122:03 pm
ISP
-
ORD
2 stops28h 26m
Multiple Airlines
Deal found 2/11$279

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 February 13, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$160
(Frontier)

One-way from

$107
(CheapOair)

Popular in

November

Cheapest in

January

Average price

$334
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. 7% potential increase in price ($27 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 0% potential price decrease ($4 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
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 February 13, 2026.
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

Sat 2/28

8:15 am-7:28 pm

1 stop10h 13m

Islip Long Island

Mon 3/2

3:34 pm-11:15 pm

1 stop8h 41m

$181

MilwaukeeIslip

MKE - ISP

MKEISP

Milwaukee-Mitchell

Sun 3/1

6:39 pm-7:38 am

1 stop11h 59m

Islip Long Island

Wed 3/4

9:33 am-3:44 pm

1 stop7h 11m

$181

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Fri 3/6

8:39 pm-9:48 am

1 stop12h 09m

Islip Long Island

Mon 3/9

1:22 pm-11:38 pm

1 stop11h 16m

$214

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Wed 2/25

10:44 am-2:39 pm

1 stop26h 55m

Islip Long Island

Sun 3/1

5:51 pm-5:23 pm

2 stops24h 32m

$220

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Thu 4/23

10:25 am-9:13 am

1 stop21h 48m

Islip Long Island

Sun 4/26

4:07 pm-7:59 am

1 stop16h 52m

$232

MilwaukeeIslip

MKE - ISP

MKEISP

Milwaukee-Mitchell

Thu 2/26

7:37 pm-7:38 am

1 stop11h 01m

Islip Long Island

Mon 3/2

8:23 am-7:26 pm

1 stop12h 03m

$250

MilwaukeeIslip

MKE - ISP

MKEISP

Milwaukee-Mitchell

Sun 2/15

6:37 pm-7:38 am

1 stop12h 01m

Islip Long Island

Sat 2/21

11:41 am-6:52 pm

1 stop8h 11m

$261

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Thu 2/26

10:44 am-7:38 am

1 stop19h 54m

Islip Long Island

Mon 3/2

3:34 pm-3:52 pm

1 stop25h 18m

$264

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Thu 5/7

10:25 am-9:13 am

1 stop21h 48m

Islip Long Island

Sun 5/10

4:07 pm-11:10 pm

1 stop8h 03m

$265

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Sat 5/9

4:28 pm-9:13 am

2 stops15h 45m

Islip Long Island

Sun 5/10

4:07 pm-11:10 pm

1 stop8h 03m

$315

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/10

Showing 1-10 of 40 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 $70). 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 5h 05m. Your travel time can differ by up to 5h 08m. 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 Milwaukee-Mitchell - 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 $70). 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 February 13, 2026.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$244Average$376FlexibilityNo cancel feeOn-time63%

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