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$84+ Cheap flights from Islip (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 9/25. Fares are subject to change and may not be available on all flights or dates of travel.
ISP — MKE
Oct 14 — Oct 211
Tue 10/14
Tue 10/21
1 adult, Economy
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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 September 14, 2025.

Round-trip from

$168
(Frontier)

One-way from

$84
(Frontier)

Popular in

December

Cheapest in

October

Average price

$364
From Islip Long Island to Wisconsin
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One-way flight from Islip Long Island to Wisconsin
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Highest demand for flights based on searches. 1% potential increase in price ($5 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($7 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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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 September 14, 2025.

This Frontier deal was found by Cheapflights users on 9/13. 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.
Thu 9/2511:40 amISP - ORD
1 stop9h 04mFrontier
Fri 9/268:49 pmORD - ISP
1 stop13h 06mFrontier
Deal found 9/13$168
This Frontier deal was found by Cheapflights users on 9/12. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/211:40 amISP - ORD
1 stop9h 04mFrontier
Sun 10/58:49 pmORD - ISP
1 stop12h 51mFrontier
Deal found 9/12$184
This Frontier deal was found by Cheapflights users on 9/12. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/269:47 pmISP - ORD
1 stop10h 23mFrontier
Fri 10/315:50 pmORD - ISP
2 stops15h 47mFrontier
Deal found 9/12$197
This Trip.com deal was found by Cheapflights users on 9/13. 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 9/3011:25 amISP - ORD
1 stop11h 33mMultiple Airlines
Fri 10/38:49 pmORD - ISP
1 stop13h 06mMultiple Airlines
Deal found 9/13$207
This Kiwi.com deal was found by Cheapflights users on 9/13. 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 10/79:37 pmISP - ORD
1 stop21h 16mMultiple Airlines
Wed 10/226:58 pmORD - ISP
1 stop24h 44mMultiple Airlines
Deal found 9/13$218
This Frontier deal was found by Cheapflights users on 9/12. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1811:40 amISP - ORD
1 stop9h 04mFrontier
Sun 9/218:49 pmORD - ISP
1 stop12h 51mFrontier
Deal found 9/12$224
This Frontier deal was found by Cheapflights users on 9/12. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1811:40 amISP - ORD
1 stop9h 04mFrontier
Fri 9/198:49 pmORD - ISP
1 stop13h 06mFrontier
Deal found 9/12$234
This Southwest deal was found by Cheapflights users on 9/14. 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.
Sat 12/63:40 pmISP - MKE
1 stop4h 15mSouthwest
Mon 12/86:40 amMKE - ISP
1 stop4h 35mSouthwest
Deal found 9/14$239
This Southwest deal was found by Cheapflights users on 9/13. 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 12/55:40 amISP - MKE
1 stop4h 50mSouthwest
Mon 12/86:40 amMKE - ISP
1 stop4h 35mSouthwest
Deal found 9/13$255
This Frontier deal was found by Cheapflights users on 9/12. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/209:49 amISP - ORD
2 stops14h 50mFrontier
Fri 10/245:50 pmORD - ISP
2 stops15h 47mFrontier
Deal found 9/12$257
This Southwest deal was found by Cheapflights users on 9/13. 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 11/611:05 amISP - MKE
1 stop6h 10mSouthwest
Sun 11/96:50 pmMKE - ISP
1 stop4h 00mSouthwest
Deal found 9/13$266
This Southwest deal was found by Cheapflights users on 9/14. 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 12/45:40 amISP - MKE
1 stop4h 50mSouthwest
Sun 12/75:00 amMKE - ISP
2 stops6h 50mSouthwest
Deal found 9/14$271

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 September 14, 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

Thu 9/25

11:40 am-7:44 pm

1 stop9h 04m

Chicago O'Hare Intl

Fri 9/26

8:49 pm-10:55 am

1 stop13h 06m

$168

IslipChicago

ISP - ORD

ISPORD

Islip Long Island

Thu 9/25

11:40 am-7:44 pm

1 stop9h 04m

Chicago O'Hare Intl

Sun 9/28

8:49 pm-10:40 am

1 stop12h 51m

$168

IslipChicago

ISP - ORD

ISPORD

Islip Long Island

Tue 10/7

9:37 pm-5:53 pm

1 stop21h 16m

Chicago O'Hare Intl

Wed 10/22

6:58 pm-8:42 pm

1 stop24h 44m

$218

IslipChicago

ISP - ORD

ISPORD

Islip Long Island

Sun 10/26

9:47 pm-11:18 am

2 stops14h 31m

Chicago O'Hare Intl

Fri 10/31

5:50 pm-10:37 am

2 stops15h 47m

$224

IslipMilwaukee

ISP - MKE

ISPMKE

Islip Long Island

Sat 12/6

3:40 pm-6:55 pm

1 stop4h 15m

Milwaukee-Mitchell

Mon 12/8

6:40 am-12:15 pm

1 stop4h 35m

$239

IslipMilwaukee

ISP - MKE

ISPMKE

Islip Long Island

Fri 12/5

5:40 am-9:30 am

1 stop4h 50m

Milwaukee-Mitchell

Mon 12/8

6:40 am-12:15 pm

1 stop4h 35m

$255

IslipChicago

ISP - ORD

ISPORD

Islip Long Island

Mon 10/20

9:49 am-11:39 pm

2 stops14h 50m

Chicago O'Hare Intl

Fri 10/24

5:50 pm-10:37 am

2 stops15h 47m

$257

IslipChicago

ISP - ORD

ISPORD

Islip Long Island

Fri 10/24

4:58 pm-3:39 pm

1 stop23h 41m

Chicago O'Hare Intl

Sun 10/26

6:54 pm-10:37 am

1 stop14h 43m

$262

IslipChicago

ISP - ORD

ISPORD

Islip Long Island

Tue 9/30

11:25 am-9:58 pm

1 stop11h 33m

Chicago O'Hare Intl

Fri 10/3

6:10 am-10:55 am

2 stops27h 45m

$265

IslipMilwaukee

ISP - MKE

ISPMKE

Islip Long Island

Thu 11/6

11:05 am-4:15 pm

1 stop6h 10m

Milwaukee-Mitchell

Sun 11/9

6:50 pm-11:50 pm

1 stop4h 00m

$266

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/13

Showing 1-10 of 31 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 to Wisconsin?

Currently, February is the cheapest month in which you can book a flight from Islip to Wisconsin (average of $280). Flying from Islip to Wisconsin in June is currently the most expensive (average of $376). 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 September 14, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Islip to Wisconsin as you normally would.

Reviews of airlines servicing Wisconsin

Get insights into the airlines that provide service to Wisconsin. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Wisconsin. Reviews last updated September 14, 2025.
Get a feel of what it's like to fly with Southwest from Islip to Wisconsin by reading reviews from past customers. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,245 reviews

Boarding

8.1

Crew

8.6

Food

7.0

Overall

8.0

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,245 reviews
Southwest
8.0
Very good
4,245 reviews

Boarding

8.1

Crew

8.6

Food

7.0

Overall

8.0

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

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 to Wisconsin?

    For as low as $239, Frontier can have you in Wisconsin from Islip in 4h 15m. The distance from Islip to Wisconsin 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 Islip to Wisconsin?

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

    Currently, February is the cheapest month in which you can book a flight from Islip to Wisconsin (average of $280). Flying from Islip to Wisconsin in June is currently the most expensive (average of $376). 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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Alternative routes for Islip to Wisconsin

See prices for flight routes from nearby airports that may be better suited for you.
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Top airline flying from Islip to Wisconsin

Discover the top airline that operate flights from Islip to Wisconsin. 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 September 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$302Average$368FlexibilityNo cancel feeOn-time63%

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