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Islip

$91+ 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 5/6. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — ISP
Apr 16 — Apr 231
Thu 4/16
Thu 4/23
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 March 17, 2026.

This Southwest deal was found by Cheapflights users on 3/12. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/76:50 am
MKE
-
ISP
2 stops8h 40m
Southwest
Mon 5/114:30 pm
ISP
-
MKE
2 stops7h 55m
Southwest
Deal found 3/12$281
This Kiwi.com deal was found by Cheapflights users on 3/16. 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.
Tue 4/147:17 am
ORD
-
ISP
2 stops26h 53m
Multiple Airlines
Sun 4/194:07 pm
ISP
-
ORD
1 stop17h 58m
Multiple Airlines
Deal found 3/16$301
This Expedia deal was found by Cheapflights users on 3/16. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/95:14 pm
ORD
-
ISP
1 stop14h 54m
Frontier
Thu 6/1110:03 am
ISP
-
ORD
1 stop14h 38m
Frontier
Deal found 3/16$305
This Kiwi.com deal was found by Cheapflights users on 3/14. 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.
Thu 4/231:12 pm
ORD
-
ISP
1 stop23h 19m
Multiple Airlines
Sat 4/2511:50 am
ISP
-
ORD
2 stops12h 17m
Multiple Airlines
Deal found 3/14$307
This Kiwi.com deal was found by Cheapflights users on 3/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/1411:25 am
ORD
-
ISP
2 stops22h 45m
Multiple Airlines
Fri 4/174:07 pm
ISP
-
ORD
1 stop8h 00m
Multiple Airlines
Deal found 3/12$310
This Southwest deal was found by Cheapflights users on 3/15. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/96:45 am
MKE
-
ISP
1 stop4h 05m
Southwest
Fri 6/123:05 pm
ISP
-
MKE
1 stop5h 25m
Southwest
Deal found 3/15$334
This Frontier deal was found by Cheapflights users on 3/14. 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.
Sat 4/49:32 am
ORD
-
ISP
1 stop13h 25m
Frontier
Tue 4/75:43 pm
ISP
-
ORD
1 stop6h 53m
Frontier
Deal found 3/14$365
This Southwest deal was found by Cheapflights users on 3/15. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/141:35 pm
ORD
-
ISP
1 stop8h 05m
Southwest
Thu 4/306:50 am
ISP
-
ORD
1 stop8h 30m
Southwest
Deal found 3/15$375
This Kiwi.com deal was found by Cheapflights users on 3/16. 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.
Tue 6/94:32 pm
ORD
-
ISP
2 stops15h 36m
Multiple Airlines
Thu 6/1110:03 am
ISP
-
ORD
1 stop14h 04m
Multiple Airlines
Deal found 3/16$378
This Southwest deal was found by Cheapflights users on 3/14. 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.
Thu 4/232:40 pm
ORD
-
ISP
2 stops7h 50m
Southwest
Sat 4/255:30 am
ISP
-
ORD
2 stops11h 00m
Southwest
Deal found 3/14$385
This Southwest deal was found by Cheapflights users on 3/15. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/266:45 pm
MKE
-
ISP
1 stop3h 50m
Southwest
Mon 6/295:50 pm
ISP
-
MKE
1 stop7h 00m
Southwest
Deal found 3/15$387
This Southwest deal was found by Cheapflights users on 3/12. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/141:35 pm
ORD
-
ISP
1 stop8h 05m
Southwest
Fri 4/176:50 am
ISP
-
ORD
1 stop8h 30m
Southwest
Deal found 3/12$391

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 March 17, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$281
(Southwest)

One-way from

$91
(Kiwi.com)

Popular in

November

Cheapest in

January

Average price

$359
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 ($28 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 March 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 March 17, 2026.
Use the filters below to find and compare flights from Wisconsin to Islip that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

MilwaukeeIslip

MKE - ISP

MKEISP

Milwaukee-Mitchell

Thu 5/7

6:50 am-4:30 pm

2 stops8h 40m

Islip Long Island

Mon 5/11

4:30 pm-11:10 pm

1 stop7h 40m

$282

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Tue 6/9

5:14 pm-9:08 am

1 stop14h 54m

Islip Long Island

Thu 6/11

10:03 am-11:41 pm

1 stop14h 38m

$305
Quickest round-trip

MilwaukeeIslip

MKE - ISP

MKEISP

Milwaukee-Mitchell

Tue 6/9

6:45 am-11:50 am

1 stop4h 05m

Islip Long Island

Fri 6/12

3:05 pm-7:30 pm

1 stop5h 25m

$334

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Thu 4/23

3:05 pm-10:30 pm

1 stop6h 25m

Islip Long Island

Sat 4/25

4:25 pm-9:55 pm

1 stop6h 30m

$375

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Tue 4/14

1:35 pm-10:40 pm

1 stop8h 05m

Islip Long Island

Thu 4/30

6:50 am-2:20 pm

1 stop8h 30m

$375

MilwaukeeIslip

MKE - ISP

MKEISP

Milwaukee-Mitchell

Fri 6/26

6:45 pm-11:35 pm

1 stop3h 50m

Islip Long Island

Mon 6/29

5:50 pm-11:50 pm

1 stop7h 00m

$387

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Tue 4/14

1:35 pm-10:40 pm

1 stop8h 05m

Islip Long Island

Fri 4/17

6:50 am-2:20 pm

1 stop8h 30m

$391

MilwaukeeIslip

MKE - ISP

MKEISP

Milwaukee-Mitchell

Thu 8/20

6:25 am-12:35 pm

1 stop5h 10m

Islip Long Island

Sat 8/22

11:55 am-8:35 pm

1 stop9h 40m

$399

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Thu 3/19

4:38 pm-10:03 am

1 stop16h 25m

Islip Long Island

Mon 3/23

1:22 pm-11:38 pm

1 stop11h 16m

$400

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Mon 4/13

2:40 pm-11:30 pm

2 stops7h 50m

Islip Long Island

Wed 4/15

6:55 am-6:25 pm

1 stop12h 30m

$402

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/13

Showing 1-10 of 39 resultsSorted by cheapest first
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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 $223). 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?

    Southwest, Frontier, and Breeze Airways can get you from Wisconsin to Islip, New York in just under 8h 40m. Your travel time can differ by up to 6h 47m. 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 $70). Flying from Wisconsin to Islip, New York in September is currently the most expensive (average of $223). 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

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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 March 17, 2026.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$244Average$374FlexibilityNo cancel feeOn-time63%

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