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Islip

$81+ 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 5/12. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — ISP
May 19 — May 261
Tue 5/19
Tue 5/26
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 April 19, 2026.

This Trip.com deal was found by Cheapflights users on 4/17. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/36:00 am
ORD
-
ISP
1 stop26h 13m
Frontier
Thu 5/711:12 am
ISP
-
ORD
1 stop13h 01m
Frontier
Deal found 4/17$218
This Kiwi.com deal was found by Cheapflights users on 4/14. 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.
Fri 5/15:50 am
ORD
-
ISP
2 stops12h 46m
Multiple Airlines
Mon 5/48:31 pm
ISP
-
ORD
1 stop16h 52m
Multiple Airlines
Deal found 4/14$257
This Kiwi.com deal was found by Cheapflights users on 4/14. 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 5/145:30 pm
ORD
-
ISP
1 stop15h 35m
Frontier
Thu 5/2111:12 am
ISP
-
ORD
1 stop13h 01m
Frontier
Deal found 4/14$279
This Kiwi.com deal was found by Cheapflights users on 4/15. 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.
Fri 5/85:30 pm
ORD
-
ISP
1 stop15h 35m
Frontier
Sun 5/1011:12 am
ISP
-
ORD
1 stop13h 01m
Frontier
Deal found 4/15$299
This Kiwi.com deal was found by Cheapflights users on 4/17. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/32:10 pm
ORD
-
ISP
1 stop22h 21m
Multiple Airlines
Thu 5/76:46 pm
ISP
-
ORD
2 stops38h 36m
Multiple Airlines
Deal found 4/17$300
This Kiwi.com deal was found by Cheapflights users on 4/14. 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 5/143:44 pm
ORD
-
ISP
2 stops25h 30m
Multiple Airlines
Thu 5/2111:12 am
ISP
-
ORD
1 stop13h 01m
Multiple Airlines
Deal found 4/14$301
This Kiwi.com deal was found by Cheapflights users on 4/14. 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 4/266:40 am
ORD
-
ISP
1 stop25h 48m
Multiple Airlines
Mon 4/278:31 pm
ISP
-
ORD
2 stops38h 52m
Multiple Airlines
Deal found 4/14$304
This Kiwi.com deal was found by Cheapflights users on 4/16. 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.
Fri 5/16:40 am
MSP
-
ISP
1 stop11h 56m
Multiple Airlines
Tue 5/55:38 pm
ISP
-
MSP
2 stops23h 24m
Multiple Airlines
Deal found 4/16$308
This Trip.com deal was found by Cheapflights users on 4/17. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/28:00 am
ORD
-
ISP
1 stop24h 13m
Frontier
Wed 5/611:00 am
ISP
-
ORD
1 stop13h 13m
Frontier
Deal found 4/17$309
This Kiwi.com deal was found by Cheapflights users on 4/15. 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 5/2010:49 am
ORD
-
ISP
1 stop22h 38m
Multiple Airlines
Tue 5/262:08 pm
ISP
-
ORD
2 stops23h 15m
Multiple Airlines
Deal found 4/15$310
This Kiwi.com deal was found by Cheapflights users on 4/14. 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.
Fri 5/298:05 am
ORD
-
ISP
2 stops32h 53m
Multiple Airlines
Fri 6/511:00 am
ISP
-
ORD
1 stop13h 13m
Multiple Airlines
Deal found 4/14$320
This Southwest deal was found by Cheapflights users on 4/16. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/213:30 pm
MKE
-
ISP
1 stop3h 55m
Southwest
Mon 5/255:10 pm
ISP
-
MKE
1 stop6h 40m
Southwest
Deal found 4/16$370

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 April 19, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$218
(Trip.com)

One-way from

$81
(Kiwi.com)

Popular in

November

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. 5% potential increase in price ($23 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 0% potential price decrease ($3 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 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 April 19, 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

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Fri 5/1

5:50 am-7:36 pm

2 stops12h 46m

Islip Long Island

Mon 5/4

8:31 pm-12:23 pm

1 stop16h 52m

$257

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Sun 5/3

2:10 pm-1:31 pm

1 stop22h 21m

Islip Long Island

Thu 5/7

6:46 pm-8:22 am

2 stops38h 36m

$300

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Thu 5/14

3:44 pm-6:14 pm

2 stops25h 30m

Islip Long Island

Thu 5/21

11:12 am-11:13 pm

1 stop13h 01m

$301

MinneapolisIslip

MSP - ISP

MSPISP

Minneapolis St Paul

Fri 5/1

6:40 am-7:36 pm

1 stop11h 56m

Islip Long Island

Tue 5/5

5:38 pm-4:02 pm

2 stops23h 24m

$308

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Wed 5/20

10:49 am-10:27 am

1 stop22h 38m

Islip Long Island

Tue 5/26

2:08 pm-12:23 pm

2 stops23h 15m

$310

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Tue 5/19

1:35 pm-10:40 pm

1 stop8h 05m

Islip Long Island

Wed 5/20

12:30 pm-9:55 pm

2 stops10h 25m

$340

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Wed 5/20

1:35 pm-10:40 pm

1 stop8h 05m

Islip Long Island

Tue 5/26

6:55 am-6:25 pm

1 stop12h 30m

$340

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Fri 5/29

8:30 am-5:58 pm

1 stop8h 28m

Islip Long Island

Fri 6/5

11:00 am-11:13 pm

1 stop13h 13m

$353

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Sat 5/23

3:15 pm-10:40 pm

1 stop6h 25m

Islip Long Island

Wed 5/27

12:30 pm-9:55 pm

2 stops10h 25m

$360

MilwaukeeIslip

MKE - ISP

MKEISP

Milwaukee-Mitchell

Thu 5/21

3:30 pm-8:25 pm

1 stop3h 55m

Islip Long Island

Mon 5/25

5:10 pm-10:50 pm

1 stop6h 40m

$370

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/14

Showing 1-10 of 44 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
No data available for this route at this time. Please check back soon.

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 can get you from Wisconsin to Islip, New York in just under 8h 05m. Your travel time can differ by up to . The distance between Wisconsin and Islip, New York is about 770 mi.

  • 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.

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

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