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Wisconsin

$76+ Cheap flights from Islip, NY (ISP) to Wisconsin

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 4/19. Fares are subject to change and may not be available on all flights or dates of travel.
ISP — MKE
Apr 22 — Apr 291
Wed 4/22
Wed 4/29
1 adult, Economy
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Cheap flight deals from Islip to Wisconsin

Cheapest flights from Islip to Wisconsin
Explore the most affordable flight options available from Islip to Wisconsin. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 23, 2026.

This CheapOair deal was found by Cheapflights users on 3/18. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/198:31 pm
ISP
-
ORD
1 stop29h 38m
Frontier
Thu 4/232:05 pm
ORD
-
ISP
1 stop18h 08m
Frontier
Deal found 3/18$225
This Expedia deal was found by Cheapflights users on 3/22. 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 4/28:36 pm
ISP
-
ORD
1 stop28h 00m
Frontier
Mon 4/65:25 am
ORD
-
ISP
1 stop17h 58m
Frontier
Deal found 3/22$260
This CheapOair deal was found by Cheapflights users on 3/20. 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 3/2710:58 am
ISP
-
ORD
1 stop13h 29m
Frontier
Sun 3/299:47 pm
ORD
-
ISP
1 stop11h 26m
Frontier
Deal found 3/20$285
This Kiwi.com deal was found by Cheapflights users on 3/18. 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.
Fri 5/1511:00 am
ISP
-
ORD
1 stop13h 07m
Multiple Airlines
Mon 5/185:30 pm
ORD
-
ISP
1 stop16h 30m
Multiple Airlines
Deal found 3/18$293
This CheapOair deal was found by Cheapflights users on 3/22. 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.
Thu 3/265:08 pm
ISP
-
ORD
1 stop17h 12m
Frontier
Sun 3/294:18 pm
ORD
-
ISP
1 stop19h 15m
Frontier
Deal found 3/22$295
This Frontier deal was found by Cheapflights users on 3/19. 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.
Mon 3/231:22 pm
ISP
-
ORD
1 stop11h 16m
Frontier
Fri 3/278:39 pm
ORD
-
ISP
1 stop12h 09m
Frontier
Deal found 3/19$310
This Kiwi.com deal was found by Cheapflights users on 3/19. 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 5/146:46 pm
ISP
-
ORD
2 stops19h 58m
Multiple Airlines
Mon 5/185:30 pm
ORD
-
ISP
1 stop16h 30m
Multiple Airlines
Deal found 3/19$313
This Southwest deal was found by Cheapflights users on 3/22. 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 5/14:30 pm
ISP
-
MKE
1 stop7h 40m
Southwest
Mon 5/43:30 pm
MKE
-
ISP
1 stop7h 00m
Southwest
Deal found 3/22$318
This Southwest deal was found by Cheapflights users on 3/18. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/184:30 pm
ISP
-
MKE
2 stops6h 45m
Southwest
Fri 5/222:15 pm
MKE
-
ISP
2 stops8h 15m
Southwest
Deal found 3/18$344
This Travelocity deal was found by Cheapflights users on 3/21. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/265:08 pm
ISP
-
ORD
1 stop17h 12m
Frontier
Fri 3/278:39 pm
ORD
-
ISP
1 stop12h 09m
Frontier
Deal found 3/21$355
This Southwest deal was found by Cheapflights users on 3/22. 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 9/2512:35 pm
ISP
-
MKE
1 stop4h 25m
Southwest
Mon 9/286:25 am
MKE
-
ISP
1 stop5h 10m
Southwest
Deal found 3/22$360
This Southwest deal was found by Cheapflights users on 3/18. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/286:55 am
ISP
-
ORD
1 stop12h 30m
Southwest
Thu 4/303:05 pm
ORD
-
ISP
1 stop6h 25m
Southwest
Deal found 3/18$360

Find flight deals from Islip to Wisconsin

Keep the following information in mind while searching for Islip to Wisconsin flight deals. Data was last updated March 23, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$225
(CheapOair)

One-way from

$76
(Expedia)

Popular in

December

Cheapest in

January

Average price

$479
Provider with most accurate pricing for New York (NYC)-Milwaukee-Mitchell flight deals.
Search Deals
Provider most trusted by Cheapflights users for New York (NYC)-Milwaukee-Mitchell flights.
Search Deals
From Islip Long Island to Wisconsin
Search Deals
One-way flight from Islip Long Island to Wisconsin
Search Deals
Highest demand for flights based on searches. 4% potential increase in price ($21 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($12 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 Islip to Wisconsin 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 23, 2026.
Use the filters below to find and compare flights from Islip to Wisconsin that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

IslipChicago

ISP - ORD

ISPORD

Islip Long Island

Fri 5/15

11:00 am-11:07 pm

1 stop13h 07m

Chicago O'Hare Intl

Mon 5/18

5:30 pm-11:00 am

1 stop16h 30m

$293

IslipMilwaukee

ISP - MKE

ISPMKE

Islip Long Island

Fri 5/1

4:30 pm-11:10 pm

1 stop7h 40m

Milwaukee-Mitchell

Mon 5/4

3:30 pm-11:30 pm

1 stop7h 00m

$318

IslipMilwaukee

ISP - MKE

ISPMKE

Islip Long Island

Mon 5/18

4:30 pm-10:15 pm

2 stops6h 45m

Milwaukee-Mitchell

Fri 5/22

2:15 pm-11:30 pm

2 stops8h 15m

$344

IslipChicago

ISP - ORD

ISPORD

Islip Long Island

Tue 4/28

6:55 am-6:25 pm

1 stop12h 30m

Chicago O'Hare Intl

Thu 4/30

3:05 pm-10:30 pm

1 stop6h 25m

$360

IslipChicago

ISP - ORD

ISPORD

Islip Long Island

Mon 4/20

6:00 am-3:30 pm

2 stops10h 30m

Chicago O'Hare Intl

Mon 4/27

2:40 pm-11:30 pm

2 stops7h 50m

$385

IslipChicago

ISP - ORD

ISPORD

Islip Long Island

Thu 5/14

12:30 pm-9:55 pm

2 stops10h 25m

Chicago O'Hare Intl

Mon 5/18

7:35 pm-11:55 am

2 stops15h 20m

$391

IslipChicago

ISP - ORD

ISPORD

Islip Long Island

Fri 5/15

6:00 am-12:50 pm

2 stops7h 50m

Chicago O'Hare Intl

Mon 5/18

7:35 pm-11:55 am

2 stops15h 20m

$407

IslipChicago

ISP - ORD

ISPORD

Islip Long Island

Fri 5/8

12:30 pm-9:55 pm

2 stops10h 25m

Chicago O'Hare Intl

Sun 5/10

1:35 pm-11:45 pm

1 stop9h 10m

$422

IslipChicago

ISP - ORD

ISPORD

Islip Long Island

Thu 4/2

8:36 pm-8:17 am

1 stop12h 41m

Chicago O'Hare Intl

Sat 4/4

9:32 am-11:57 pm

1 stop13h 25m

$435

IslipMinneapolis

ISP - MSP

ISPMSP

Islip Long Island

Thu 5/14

8:35 am-3:00 pm

2 stops7h 25m

Minneapolis St Paul

Thu 5/21

2:25 pm-11:30 pm

2 stops8h 05m

$437

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/21

Showing 1-10 of 35 resultsSorted by cheapest first
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Best time to book a flight from Islip to Wisconsin

Have a flexible travel schedule? Discover the best time to fly to Wisconsin from Islip 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 Islip to Wisconsin

What is the cheapest month to book a flight from Islip, New York to Wisconsin?

Currently, May is the cheapest month in which you can book a flight from Islip, New York to Wisconsin (average of $52). Flying from Islip, New York to Wisconsin in February is currently the most expensive (average of $221). 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 Islip to Wisconsin. 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 from for flights from Islip to Wisconsin?

    For a flight from Islip to Wisconsin, you will be flying from Long Island. Islip Long Island (ISP) is just 7.2 mi from the center of the city.

  • How long is the flight from Islip, New York to Wisconsin?

    Departing from Islip, New York to Wisconsin will take you 7h 40m. Airlines will cover a distance of 774 mi.

  • What are the most popular routes from Islip, New York to Wisconsin?

    Most travelers choose Islip Long Island - Chicago O'Hare Intl, Islip Long Island - Milwaukee-Mitchell or Islip Long Island - Minneapolis St Paul when deciding on the best route from Islip, New York to Wisconsin.

  • Can I find deals for flights from Islip to Wisconsin that include hotel bookings?

    Yes. In addition to deals on Islip to Wisconsin flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Islip to Wisconsin?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Islip to Wisconsin.

  • Can I find deals for business class flights from Islip to Wisconsin?

    Yes. Cheapflights offers flight deals from Islip to Wisconsin 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 Islip, New York to Wisconsin?

    Currently, May is the cheapest month in which you can book a flight from Islip, New York to Wisconsin (average of $52). Flying from Islip, New York to Wisconsin in February is currently the most expensive (average of $221). 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

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