HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
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 2/28. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — ISP
Mar 21 — Mar 281
Sat 3/21
Sat 3/28
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Wisconsin to Islip with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 19, 2026.

This Frontier deal was found by Cheapflights users on 2/17. 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.
Tue 3/313:52 pm
ORD
-
ISP
1 stop8h 29m
Frontier
Mon 4/134:01 pm
ISP
-
ORD
1 stop8h 35m
Frontier
Deal found 2/17$160
This Priceline deal was found by Cheapflights users on 2/17. 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 Priceline 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
Wed 3/49:33 am
ISP
-
ORD
1 stop7h 19m
Frontier
Deal found 2/17$181
This Frontier deal was found by Cheapflights users on 2/14. 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.
Sun 3/16:39 pm
MKE
-
ISP
1 stop11h 59m
Frontier
Wed 3/49:33 am
ISP
-
MKE
1 stop7h 11m
Frontier
Deal found 2/14$181
This Frontier deal was found by Cheapflights users on 2/18. 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 2/2612:15 pm
ORD
-
ISP
1 stop26h 57m
Frontier
Wed 3/49:33 am
ISP
-
ORD
1 stop26h 13m
Frontier
Deal found 2/18$182
This Kiwi.com deal was found by Cheapflights users on 2/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/412:44 pm
ORD
-
ISP
1 stop24h 55m
Multiple Airlines
Mon 3/91:22 pm
ISP
-
ORD
1 stop29h 24m
Multiple Airlines
Deal found 2/15$192
This CheapOair deal was found by Cheapflights users on 2/17. 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 3/38:30 am
ORD
-
ISP
1 stop23h 10m
Frontier
Thu 3/53:34 pm
ISP
-
ORD
1 stop18h 32m
Frontier
Deal found 2/17$205
This Frontier deal was found by Cheapflights users on 2/17. 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 3/299:47 pm
ORD
-
ISP
1 stop11h 26m
Frontier
Sun 4/128:36 pm
ISP
-
ORD
1 stop12h 41m
Frontier
Deal found 2/17$216
This Kiwi.com deal was found by Cheapflights users on 2/16. 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 4/233:15 pm
ORD
-
ISP
2 stops16h 58m
Multiple Airlines
Sun 4/264:07 pm
ISP
-
ORD
1 stop23h 10m
Multiple Airlines
Deal found 2/16$237
This Kiwi.com deal was found by Cheapflights users on 2/18. 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 2/265:05 am
ORD
-
ISP
2 stops32h 34m
Multiple Airlines
Wed 3/49:33 am
ISP
-
ORD
1 stop9h 13m
Multiple Airlines
Deal found 2/18$248
This Expedia deal was found by Cheapflights users on 2/18. 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.
Thu 3/511:55 am
ORD
-
ISP
1 stop23h 52m
Frontier
Mon 3/91:22 pm
ISP
-
ORD
1 stop11h 16m
Frontier
Deal found 2/18$250
This Southwest deal was found by Cheapflights users on 2/17. 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 5/77:10 am
MKE
-
ISP
1 stop8h 20m
Southwest
Tue 5/124:10 pm
ISP
-
MKE
1 stop6h 45m
Southwest
Deal found 2/17$256
This Kiwi.com deal was found by Cheapflights users on 2/18. 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 3/58:16 pm
ORD
-
ISP
2 stops36h 32m
Multiple Airlines
Mon 3/91:22 pm
ISP
-
ORD
1 stop11h 16m
Multiple Airlines
Deal found 2/18$263

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 19, 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

$339
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. 1% 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 19, 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

Tue 3/31

3:52 pm-1:21 am

1 stop8h 29m

Islip Long Island

Mon 4/13

4:01 pm-11:36 pm

1 stop8h 35m

$160

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

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Tue 3/31

3:52 pm-1:21 am

1 stop8h 29m

Islip Long Island

Sun 4/12

8:36 pm-8:17 am

1 stop12h 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

Wed 3/4

12:44 pm-2:39 pm

1 stop24h 55m

Islip Long Island

Mon 3/9

1:22 pm-5:46 pm

1 stop29h 24m

$192

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Tue 3/3

8:30 am-8:40 am

1 stop23h 10m

Islip Long Island

Thu 3/5

3:34 pm-9:06 am

1 stop18h 32m

$205

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Sun 3/29

9:47 pm-10:13 am

1 stop11h 26m

Islip Long Island

Sun 4/12

8:36 pm-8:17 am

1 stop12h 41m

$216

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Thu 4/23

3:15 pm-9:13 am

2 stops16h 58m

Islip Long Island

Sun 4/26

4:07 pm-2:17 pm

1 stop23h 10m

$237

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Thu 3/5

11:55 am-12:47 pm

1 stop23h 52m

Islip Long Island

Mon 3/9

1:22 pm-11:38 pm

1 stop11h 16m

$250

MilwaukeeIslip

MKE - ISP

MKEISP

Milwaukee-Mitchell

Thu 5/7

2:15 pm-11:30 pm

2 stops8h 15m

Islip Long Island

Tue 5/12

4:10 pm-9:55 pm

1 stop6h 45m

$256

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/18

Showing 1-10 of 45 results
1
2
3
...
5

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 $71). Flying from Wisconsin to Islip, New York in September is currently the most expensive (average of $224). 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 8h 15m. Your travel time can differ by up to 14m. 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 $71). Flying from Wisconsin to Islip, New York in September is currently the most expensive (average of $224). 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Wisconsin to Islip

See prices for flight routes from nearby airports that may be better suited for you.
San Francisco to John F Kennedy Intl flights
San Francisco to Newark flights
San Francisco to LaGuardia flights
Los Angeles to John F Kennedy Intl flights
Dallas/Fort Worth to John F Kennedy Intl flights
Dallas/Fort Worth to LaGuardia flights
Dallas/Fort Worth to Newark flights
Fort Lauderdale to John F Kennedy Intl flights
O'Hare Intl to John F Kennedy Intl flights
Los Angeles to Newark flights
Orlando to John F Kennedy Intl flights
Atlanta to LaGuardia flights
Los Angeles to LaGuardia flights
Atlanta to John F Kennedy Intl flights
Miami to John F Kennedy Intl flights
Fort Lauderdale to Newark flights
Hobby to LaGuardia flights
Hobby to John F Kennedy Intl flights
Fort Lauderdale to LaGuardia flights
O'Hare Intl to LaGuardia flights
Miami to LaGuardia flights
O'Hare Intl to Newark flights
Seattle to Newark flights
Atlanta to Newark flights
Miami to Newark flights
Raleigh to LaGuardia flights
Seattle to John F Kennedy Intl flights
Hobby to Newark flights
Raleigh to John F Kennedy Intl flights
George Bush Intcntl to John F Kennedy Intl flights
Tampa to Newark flights
Austin to John F Kennedy Intl flights
Orlando to LaGuardia flights
San Jose to John F Kennedy Intl flights
West Palm Beach to Newark flights
Denver to Newark flights
San Jose to Newark flights
Orlando to Newark flights
George Bush Intcntl to LaGuardia flights
Denver to LaGuardia flights
Detroit to John F Kennedy Intl flights
George Bush Intcntl to Newark flights
Austin to Newark flights
Oakland to Newark flights
Raleigh to Newark flights
Minneapolis to John F Kennedy Intl flights
Denver to John F Kennedy Intl flights
Cleveland to John F Kennedy Intl flights
Charlotte to John F Kennedy Intl flights
Midway to John F Kennedy Intl flights

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 19, 2026.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$244Average$374FlexibilityNo cancel feeOn-time63%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.