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$117+ 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 9/20. Fares are subject to change and may not be available on all flights or dates of travel.
ISP — MKE
Aug 4 — Aug 111
Mon 8/4
Mon 8/11
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 July 30, 2025.

Round-trip from

$227
(Mytrip)

One-way from

$117
(FlightHub)

Popular in

December

Cheapest in

September

Average price

$402
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. 6% potential increase in price ($24 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($9 potential savings vs. average RT price).
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Average for round-trip flights in July 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 July 30, 2025.

This Mytrip deal was found by Cheapflights users on 7/28. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/128:00 amISP - ORD
1 stop27h 14mFrontier
Sat 8/1612:20 pmORD - ISP
1 stop23h 44mFrontier
Deal found 7/28$227
This Trip.com deal was found by Cheapflights users on 7/27. 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 8/266:05 amISP - ORD
1 stop17h 17mMultiple Airlines
Tue 9/26:56 amORD - ISP
1 stop16h 03mMultiple Airlines
Deal found 7/27$252
This Southwest deal was found by Cheapflights users on 7/29. 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 8/265:30 amISP - ORD
1 stop8h 35mSouthwest
Tue 9/21:50 pmORD - ISP
1 stop7h 15mSouthwest
Deal found 7/29$259
This Southwest deal was found by Cheapflights users on 7/29. 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 11/65:30 pmISP - MKE
1 stop6h 30mSouthwest
Sun 11/96:50 pmMKE - ISP
1 stop4h 00mSouthwest
Deal found 7/29$262
This Southwest deal was found by Cheapflights users on 7/29. 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 9/86:00 amISP - MSP
1 stop5h 15mSouthwest
Fri 9/124:40 pmMSP - ISP
1 stop5h 15mSouthwest
Deal found 7/29$342
This Trip.com deal was found by Cheapflights users on 7/30. 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 8/266:05 amISP - MKE
1 stop18h 01mMultiple Airlines
Thu 8/286:00 amMKE - ISP
1 stop11h 38mMultiple Airlines
Deal found 7/30$376
This Mytrip deal was found by Cheapflights users on 7/28. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/121:55 pmISP - MSP
3 stops21h 30mMultiple Airlines
Sat 8/163:24 pmMSP - ISP
3 stops26h 35mMultiple Airlines
Deal found 7/28$778
This KAYAK deal was found by Cheapflights users on 7/28. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/42:19 pmISP - MSN
2 stops43h 49mBreeze Airways
Sat 9/66:08 pmMSN - ISP
3 stops23h 48mBreeze Airways
Deal found 7/28$860

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 July 30, 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

Tue 8/12

8:00 am-10:14 am

1 stop27h 14m

Chicago O'Hare Intl

Sat 8/16

12:20 pm-1:04 pm

1 stop23h 44m

$227

IslipChicago

ISP - ORD

ISPORD

Islip Long Island

Tue 8/26

6:05 am-10:22 pm

1 stop17h 17m

Chicago O'Hare Intl

Tue 9/2

6:56 am-11:59 pm

1 stop16h 03m

$252

IslipChicago

ISP - ORD

ISPORD

Islip Long Island

Tue 8/26

5:30 am-1:05 pm

1 stop8h 35m

Chicago O'Hare Intl

Tue 9/2

1:50 pm-10:05 pm

1 stop7h 15m

$259

IslipMilwaukee

ISP - MKE

ISPMKE

Islip Long Island

Thu 11/6

5:30 pm-11:00 pm

1 stop6h 30m

Milwaukee-Mitchell

Sun 11/9

6:50 pm-11:50 pm

1 stop4h 00m

$262

IslipMinneapolis

ISP - MSP

ISPMSP

Islip Long Island

Mon 9/8

6:00 am-10:15 am

1 stop5h 15m

Minneapolis St Paul

Fri 9/12

4:40 pm-10:55 pm

1 stop5h 15m

$342

IslipMilwaukee

ISP - MKE

ISPMKE

Islip Long Island

Tue 8/26

6:05 am-11:06 pm

1 stop18h 01m

Milwaukee-Mitchell

Thu 8/28

6:00 am-6:38 pm

1 stop11h 38m

$376

IslipMinneapolis

ISP - MSP

ISPMSP

Islip Long Island

Tue 8/12

1:55 pm-10:25 am

3 stops21h 30m

Minneapolis St Paul

Sat 8/16

3:24 pm-6:59 pm

3 stops26h 35m

$778

IslipMadison

ISP - MSN

ISPMSN

Islip Long Island

Thu 9/4

2:19 pm-9:08 am

2 stops43h 49m

Madison Truax Field

Sat 9/6

6:08 pm-6:56 pm

3 stops23h 48m

$860

IslipChicago

ISP - ORD

ISPORD

Islip Long Island

Sat 9/20

5:18 pm-7:10 am

1 stop14h 52m

$117

IslipChicago

ISP - ORD

ISPORD

Islip Long Island

Tue 9/16

6:05 am-5:55 pm

2 stops12h 50m

$124

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/28

Showing 1-10 of 14 results
1
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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, February is the cheapest month in which you can book a flight from Islip, New York to Wisconsin (average of $280). Flying from Islip, New York 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 July 30, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Islip, New York 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 July 30, 2025.
Get a feel of what it's like to fly with Southwest, Breeze Airways, and Frontier 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
4,241 reviews

Boarding

8.1

Crew

8.6

Comfort

8.0

Overall

8.0

Food

7.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Southwest
8.0
Very good
4,241 reviews
Southwest
8.0
Very good
4,241 reviews

Boarding

8.1

Crew

8.6

Comfort

8.0

Overall

8.0

Food

7.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Breeze Airways
8.0
Very good
191 reviews
Southwest
8.0
Very good
4,241 reviews

Boarding

8.1

Crew

8.6

Comfort

8.0

Overall

8.0

Food

7.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Frontier
5.9
Fair
3,237 reviews
Southwest
8.0
Very good
4,241 reviews

Boarding

8.1

Crew

8.6

Comfort

8.0

Overall

8.0

Food

7.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.

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.

  • 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, February is the cheapest month in which you can book a flight from Islip, New York to Wisconsin (average of $280). Flying from Islip, New York 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 July 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$302Average$368FlexibilityNo cancel feeOn-time63%

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