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$55+ 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 12/4. Fares are subject to change and may not be available on all flights or dates of travel.
ISP — MKE
Dec 3 — Dec 101
Wed 12/3
Wed 12/10
1 adult, Economy
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Find 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 November 3, 2025.

This CheapOair deal was found by Cheapflights users on 11/3. 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 12/410:19 amISP - ORD
1 stop27h 57mFrontier
Mon 12/152:26 pmORD - ISP
1 stop28h 08mFrontier
Deal found 11/3$130
This Kiwi.com deal was found by Cheapflights users on 11/3. 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 12/610:19 amISP - ORD
2 stops14h 50mMultiple Airlines
Mon 12/82:26 pmORD - ISP
1 stop28h 08mMultiple Airlines
Deal found 11/3$158
This Trip.com deal was found by Cheapflights users on 11/2. 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.
Fri 12/128:29 pmISP - ORD
2 stops26h 55mFrontier
Sun 12/142:36 pmORD - ISP
1 stop17h 37mFrontier
Deal found 11/2$173
This Kiwi.com deal was found by Cheapflights users on 11/2. 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 12/126:00 amISP - ORD
1 stop7h 39mMultiple Airlines
Sun 12/142:36 pmORD - ISP
1 stop17h 37mMultiple Airlines
Deal found 11/2$175
This CheapOair deal was found by Cheapflights users on 11/3. 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 11/2010:02 amISP - ORD
1 stop8h 11mFrontier
Mon 12/16:15 pmORD - ISP
1 stop24h 19mFrontier
Deal found 11/3$190
This Kiwi.com deal was found by Cheapflights users on 11/3. 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.
Mon 12/86:00 amISP - ORD
1 stop7h 39mMultiple Airlines
Tue 12/94:22 pmORD - ISP
2 stops29h 22mMultiple Airlines
Deal found 11/3$192
This Kiwi.com deal was found by Cheapflights users on 11/2. 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 12/28:29 pmISP - ORD
1 stop20h 34mMultiple Airlines
Fri 12/512:09 pmORD - ISP
1 stop20h 04mMultiple Airlines
Deal found 11/2$193
This Trip.com deal was found by Cheapflights users on 11/2. 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.
Tue 12/28:29 pmISP - ORD
1 stop20h 34mMultiple Airlines
Tue 12/97:10 amORD - ISP
2 stops11h 24mMultiple Airlines
Deal found 11/2$200
This CheapOair deal was found by Cheapflights users on 11/3. 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 12/1110:19 amISP - ORD
1 stop27h 57mFrontier
Sat 12/132:26 pmORD - ISP
1 stop18h 54mFrontier
Deal found 11/3$210
This Kiwi.com deal was found by Cheapflights users on 11/3. 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 11/186:27 pmISP - ORD
1 stop29h 39mMultiple Airlines
Sat 11/227:21 pmORD - ISP
2 stops35h 41mMultiple Airlines
Deal found 11/3$216
This Kiwi.com deal was found by Cheapflights users on 11/2. 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 11/186:27 pmISP - MSN
1 stop24h 01mMultiple Airlines
Sat 11/226:08 pmMSN - ISP
1 stop15h 01mMultiple Airlines
Deal found 11/2$282
This Southwest deal was found by Cheapflights users on 10/31. 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 12/125:30 pmISP - MKE
1 stop6h 30mSouthwest
Sun 12/146:40 pmMKE - ISP
1 stop4h 10mSouthwest
Deal found 10/31$308

Cheap flight deals from Islip to Wisconsin

Keep the following information in mind while searching for Islip to Wisconsin flight deals. Data was last updated November 3, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$171
(Kiwi.com)

One-way from

$55
(CheapOair)

Popular in

December

Cheapest in

January

Average price

$459
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 ($14 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($6 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 2025
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 November 3, 2025.
Use the filters below to find and compare flights from Islip to Wisconsin that are best for you.

Fly from

Islip

Fly to

Wisconsin

Route

Depart

Return

Price

IslipChicago

ISP - ORD

ISPORD

Islip Long Island

Sat 12/6

10:19 am-12:09 am

2 stops14h 50m

Chicago O'Hare Intl

Mon 12/8

2:26 pm-7:34 pm

1 stop28h 08m

$158

IslipChicago

ISP - ORD

ISPORD

Islip Long Island

Fri 12/12

6:00 am-12:39 pm

1 stop7h 39m

Chicago O'Hare Intl

Sun 12/14

2:36 pm-9:13 am

1 stop17h 37m

$175

IslipChicago

ISP - ORD

ISPORD

Islip Long Island

Tue 12/2

8:29 pm-4:03 pm

1 stop20h 34m

Chicago O'Hare Intl

Tue 12/9

7:10 am-7:34 pm

2 stops11h 24m

$200

IslipChicago

ISP - ORD

ISPORD

Islip Long Island

Thu 12/11

10:19 am-1:16 pm

1 stop27h 57m

Chicago O'Hare Intl

Sat 12/13

2:26 pm-10:20 am

1 stop18h 54m

$210

IslipChicago

ISP - ORD

ISPORD

Islip Long Island

Tue 11/18

6:27 pm-11:06 pm

1 stop29h 39m

Chicago O'Hare Intl

Sat 11/22

7:21 pm-8:02 am

2 stops35h 41m

$216

IslipChicago

ISP - ORD

ISPORD

Islip Long Island

Thu 11/20

10:02 am-5:13 pm

1 stop8h 11m

Chicago O'Hare Intl

Sun 11/23

3:37 pm-10:49 pm

1 stop6h 12m

$236

IslipChicago

ISP - ORD

ISPORD

Islip Long Island

Thu 11/27

6:00 am-10:36 pm

1 stop17h 36m

Chicago O'Hare Intl

Mon 12/1

6:15 pm-7:34 pm

1 stop24h 19m

$242

IslipChicago

ISP - ORD

ISPORD

Islip Long Island

Thu 11/27

6:00 am-4:25 pm

2 stops11h 25m

Chicago O'Hare Intl

Mon 12/1

6:15 pm-7:34 pm

1 stop24h 19m

$268

IslipMadison

ISP - MSN

ISPMSN

Islip Long Island

Tue 11/18

6:27 pm-5:28 pm

1 stop24h 01m

Madison Truax Field

Sat 11/22

6:08 pm-10:09 am

1 stop15h 01m

$282

IslipChicago

ISP - ORD

ISPORD

Islip Long Island

Sat 11/15

11:40 am-11:29 pm

2 stops12h 49m

Chicago O'Hare Intl

Sun 11/16

5:25 am-10:37 am

1 stop28h 12m

$296

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/2

Showing 1-10 of 28 results
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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 $55). Flying from Islip, New York to Wisconsin in April is currently the most expensive (average of $231). 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.

What is the cheapest time of day to fly from ISP to WI?

Find hourly flight availability from Islip to Wisconsin. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 3, 2025.

Unlike at noon, when flights are generally more expensive, you can save up to 31% on flights from Islip, New York to Wisconsin by exploring options for tickets in the evening.

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 8h 11m. Airlines will cover a distance of 770 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 $55). Flying from Islip, New York to Wisconsin in April is currently the most expensive (average of $231). 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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