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$137+ Cheap flights from Islip, NY to Milwaukee (ISP - MKE)

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 9/21. Fares are subject to change and may not be available on all flights or dates of travel.
ISP — MKE
Aug 23 — Aug 301
Sat 8/23
Sat 8/30
1 adult, Economy
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Cheap flight deals from Islip to Milwaukee

Discover tips and strategies to find the most affordable flight options for your journey from Islip (ISP) to Milwaukee (MKE). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated August 18, 2025.

Round-trip from

$291
(Kiwi.com)

One-way from

$137
(Southwest)

Popular in

December

Cheapest in

September

Average price

$359
From Islip Long Island to Milwaukee-Mitchell
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One-way flight from Islip Long Island to Milwaukee-Mitchell
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Highest demand for flights based on searches. 3% potential increase in price ($16 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($8 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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Find flight deals from Islip to Milwaukee

Cheapest flights from Islip to Milwaukee
Explore the most affordable flight options available from Islip to Milwaukee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 18, 2025.

This Kiwi.com deal was found by Cheapflights users on 8/17. 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.
Wed 9/38:00 amISP - MKE
1 stop28h 58mMultiple Airlines
Sun 9/712:53 pmMKE - ISP
1 stop20h 47mMultiple Airlines
Deal found 8/17$291
This Southwest deal was found by Cheapflights users on 8/17. 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.
Wed 9/34:00 pmISP - MKE
1 stop6h 50mSouthwest
Sun 9/77:00 amMKE - ISP
1 stop4h 30mSouthwest
Deal found 8/17$364

Cheapflights Fare Finder

 
Customize your flight search to find flights from Islip to Milwaukee 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 August 18, 2025.
Use the filters below to find and compare flights from Islip to Milwaukee that are best for you.

Fly from

Islip

Fly to

Milwaukee

Route

Depart

Return

Price

IslipMilwaukee

ISP - MKE

ISPMKE

Islip Long Island

Wed 9/3

8:00 am-11:58 am

1 stop28h 58m

Milwaukee-Mitchell

Sun 9/7

12:53 pm-10:40 am

1 stop20h 47m

$291

IslipMilwaukee

ISP - MKE

ISPMKE

Islip Long Island

Wed 9/3

4:00 pm-9:50 pm

1 stop6h 50m

Milwaukee-Mitchell

Sun 9/7

7:00 am-12:30 pm

1 stop4h 30m

$364

IslipMilwaukee

ISP - MKE

ISPMKE

Islip Long Island

Sun 9/21

6:00 am-9:25 am

1 stop4h 25m

$137

IslipMilwaukee

ISP - MKE

ISPMKE

Islip Long Island

Mon 9/29

6:25 am-3:45 pm

2 stops10h 20m

$174

IslipMilwaukee

ISP - MKE

ISPMKE

Islip Long Island

Sun 9/21

11:25 am-12:02 am

3 stops37h 37m

$710

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/17

Best time to book a flight from Islip to Milwaukee

Have a flexible travel schedule? Discover the best time to fly to Milwaukee 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 Milwaukee

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

Currently, February is the cheapest month in which you can book a flight from Islip, New York to Milwaukee (average of $280). Flying from Islip, New York to Milwaukee 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 MKE?

Find hourly flight availability from Islip to Milwaukee. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 18, 2025.

When flying from Islip, New York to Milwaukee, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Reviews of airlines servicing Milwaukee

Get insights into the airlines that provide service to Milwaukee. 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 Milwaukee. Reviews last updated August 18, 2025.
Peruse reviews from past customers who have flown with Southwest from Islip to Milwaukee to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,246 reviews

Overall

8.0

Boarding

8.1

Entertainment

7.5

Food

7.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Southwest
8.0
Very good
4,246 reviews
Southwest
8.0
Very good
4,246 reviews

Overall

8.0

Boarding

8.1

Entertainment

7.5

Food

7.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.

Related info for your journey

Find useful and relevant information for your journey from Islip to Milwaukee. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What is the cheapest airline to fly from Islip, New York to Milwaukee round-trip?

    According to our current data, Southwest ($302), offers the cheapest pricing from Islip, New York to Milwaukee.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Islip to Milwaukee 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 Milwaukee?

    Currently, February is the cheapest month in which you can book a flight from Islip, New York to Milwaukee (average of $280). Flying from Islip, New York to Milwaukee 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

Traveling to a place near Milwaukee?

Book flights to Milwaukee if you plan to visit one of these locations
Mequon
Oak Creek
Sheboygan
Wauwatosa

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Top airline flying from Islip to Milwaukee

Discover the top airline that operate flights from Islip to Milwaukee. 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 August 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$302Average$368FlexibilityNo cancel feeOn-time63%

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