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$109+ 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 7/14. Fares are subject to change and may not be available on all flights or dates of travel.
ISP — MKE
Jun 18 — Jun 251
Thu 6/18
Thu 6/25
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 May 19, 2026.

This Booking.com deal was found by Cheapflights users on 5/15. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/34:13 pm
ISP
-
ORD
1 stop8h 42m
Frontier
Mon 10/54:49 pm
ORD
-
ISP
1 stop15h 44m
Frontier
Deal found 5/15$266
This Southwest deal was found by Cheapflights users on 5/16. 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.
Tue 7/214:40 pm
ISP
-
MKE
1 stop6h 40m
Southwest
Tue 7/286:45 am
MKE
-
ISP
1 stop6h 00m
Southwest
Deal found 5/16$279
This Booking.com deal was found by Cheapflights users on 5/14. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/244:13 pm
ISP
-
ORD
1 stop8h 42m
Frontier
Sun 9/279:26 am
ORD
-
ISP
1 stop23h 07m
Frontier
Deal found 5/14$280
This CheapOair deal was found by Cheapflights users on 5/16. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/410:48 am
ISP
-
ORD
1 stop13h 31m
Frontier
Tue 7/75:13 pm
ORD
-
ISP
1 stop15h 45m
Frontier
Deal found 5/16$294
This Frontier deal was found by Cheapflights users on 5/16. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/159:52 pm
ISP
-
MKE
1 stop11h 06m
Frontier
Sun 6/218:43 am
MKE
-
ISP
1 stop11h 14m
Frontier
Deal found 5/16$299
This Booking.com deal was found by Cheapflights users on 5/15. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/264:13 pm
ISP
-
ORD
1 stop17h 08m
Frontier
Mon 9/284:49 pm
ORD
-
ISP
1 stop15h 44m
Frontier
Deal found 5/15$301
This Gotogate deal was found by Cheapflights users on 5/18. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/114:13 pm
ISP
-
ORD
1 stop8h 42m
Frontier
Mon 9/149:26 am
ORD
-
ISP
1 stop23h 07m
Frontier
Deal found 5/18$318
This Booking.com deal was found by Cheapflights users on 5/18. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/210:48 am
ISP
-
ORD
1 stop23h 33m
Frontier
Tue 7/75:13 pm
ORD
-
ISP
1 stop15h 45m
Frontier
Deal found 5/18$333
This Booking.com deal was found by Cheapflights users on 5/18. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/289:52 pm
ISP
-
ORD
1 stop26h 27m
Frontier
Tue 6/304:59 pm
ORD
-
ISP
1 stop26h 58m
Frontier
Deal found 5/18$336
This Kiwi.com deal was found by Cheapflights users on 5/18. 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.
Tue 6/164:41 pm
ISP
-
ORD
2 stops37h 26m
Frontier
Tue 6/234:59 pm
ORD
-
ISP
1 stop26h 58m
Frontier
Deal found 5/18$345
This Southwest deal was found by Cheapflights users on 5/18. 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 8/244:05 pm
ISP
-
MKE
1 stop5h 35m
Southwest
Thu 8/275:00 pm
MKE
-
ISP
1 stop4h 05m
Southwest
Deal found 5/18$348
This Kiwi.com deal was found by Cheapflights users on 5/15. 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.
Sat 9/264:13 pm
ISP
-
ORD
1 stop8h 42m
Multiple Airlines
Mon 9/284:49 pm
ORD
-
ISP
2 stops19h 09m
Multiple Airlines
Deal found 5/15$350

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 May 19, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$266
(Booking.com)

One-way from

$109
(Priceline)

Popular in

December

Cheapest in

January

Average price

$489
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. 3% potential increase in price ($13 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($11 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 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 May 19, 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

Sat 10/3

4:13 pm-11:55 pm

1 stop8h 42m

Chicago O'Hare Intl

Mon 10/5

4:49 pm-9:33 am

1 stop15h 44m

$266

IslipMilwaukee

ISP - MKE

ISPMKE

Islip Long Island

Tue 7/21

4:40 pm-10:20 pm

1 stop6h 40m

Milwaukee-Mitchell

Tue 7/28

6:45 am-1:45 pm

1 stop6h 00m

$279

IslipMilwaukee

ISP - MKE

ISPMKE

Islip Long Island

Mon 6/15

9:52 pm-7:58 am

1 stop11h 06m

Milwaukee-Mitchell

Sun 6/21

8:43 am-8:57 pm

1 stop11h 14m

$299

IslipChicago

ISP - ORD

ISPORD

Islip Long Island

Thu 7/2

10:48 am-9:21 am

1 stop23h 33m

Chicago O'Hare Intl

Tue 7/7

5:13 pm-9:58 am

1 stop15h 45m

$333

IslipMilwaukee

ISP - MKE

ISPMKE

Islip Long Island

Mon 8/24

6:10 am-11:55 am

1 stop6h 45m

Milwaukee-Mitchell

Thu 8/27

10:20 am-10:05 pm

2 stops10h 45m

$353

IslipMilwaukee

ISP - MKE

ISPMKE

Islip Long Island

Sun 8/23

6:20 am-12:10 pm

1 stop6h 50m

Milwaukee-Mitchell

Thu 8/27

10:20 am-10:05 pm

2 stops10h 45m

$360

IslipMinneapolis

ISP - MSP

ISPMSP

Islip Long Island

Sat 5/30

11:00 am-10:28 pm

1 stop12h 28m

Minneapolis St Paul

Wed 6/3

7:20 am-10:05 am

1 stop25h 45m

$362

IslipChicago

ISP - ORD

ISPORD

Islip Long Island

Tue 6/16

4:41 pm-11:19 pm

1 stop7h 38m

Chicago O'Hare Intl

Tue 6/23

4:59 pm-8:57 pm

1 stop26h 58m

$362

IslipChicago

ISP - ORD

ISPORD

Islip Long Island

Sat 6/13

9:52 pm-11:19 pm

1 stop26h 27m

Chicago O'Hare Intl

Tue 6/16

4:59 pm-8:57 pm

1 stop26h 58m

$378

IslipMadison

ISP - MSN

ISPMSN

Islip Long Island

Fri 5/29

2:28 pm-9:14 am

2 stops19h 46m

Madison Truax Field

Mon 6/1

6:50 pm-4:47 pm

1 stop20h 57m

$399

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/16

Showing 1-10 of 52 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
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 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 6h 40m. Airlines will cover a distance of 774 mi. This flight may include one or multiple stops.

  • 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 - Madison Truax Field 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.

See more FAQs

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