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$276+ 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 4/11. Fares are subject to change and may not be available on all flights or dates of travel.
ISP — MKE
Mar 30 — Apr 61
Mon 3/30
Mon 4/6
1 adult, Economy
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Cheap 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 February 28, 2026.

This Southwest deal was found by Cheapflights users on 2/26. 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 5/44:30 pm
ISP
-
MKE
2 stops7h 55m
Southwest
Thu 5/72:15 pm
MKE
-
ISP
2 stops8h 15m
Southwest
Deal found 2/26$294
This Southwest deal was found by Cheapflights users on 2/26. 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 8/256:05 am
ISP
-
MKE
1 stop6h 55m
Southwest
Tue 9/13:05 pm
MKE
-
ISP
1 stop5h 00m
Southwest
Deal found 2/26$325
This Southwest deal was found by Cheapflights users on 2/26. 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.
Sun 5/35:25 pm
ISP
-
MKE
1 stop7h 20m
Southwest
Thu 5/72:15 pm
MKE
-
ISP
2 stops8h 15m
Southwest
Deal found 2/26$328
This Southwest deal was found by Cheapflights users on 2/26. 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.
Sun 5/35:25 pm
ISP
-
MKE
1 stop7h 20m
Southwest
Fri 5/83:30 pm
MKE
-
ISP
1 stop7h 00m
Southwest
Deal found 2/26$334
This Southwest deal was found by Cheapflights users on 2/27. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/256:05 am
ISP
-
MKE
1 stop6h 55m
Southwest
Mon 8/316:25 am
MKE
-
ISP
1 stop5h 10m
Southwest
Deal found 2/27$335
This Southwest deal was found by Cheapflights users on 2/27. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/15:10 pm
ISP
-
MKE
1 stop6h 40m
Southwest
Sat 5/23:35 pm
MKE
-
ISP
1 stop6h 05m
Southwest
Deal found 2/27$340
This Southwest deal was found by Cheapflights users on 2/27. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/308:35 am
ISP
-
MKE
1 stop4h 35m
Southwest
Thu 4/303:30 pm
MKE
-
ISP
1 stop7h 00m
Southwest
Deal found 2/27$342

Find 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 February 28, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$294
(Southwest)

One-way from

$276
(Frontier)

Popular in

December

Cheapest in

January

Average price

$419
Provider with most accurate pricing for Islip Long Island-Milwaukee-Mitchell flight deals.
Search Deals
Provider most trusted by Cheapflights users for Islip Long Island-Milwaukee-Mitchell flights.
Search Deals
From Islip Long Island to Milwaukee-Mitchell
Search Deals
One-way flight from Islip Long Island to Milwaukee-Mitchell
Search Deals
Highest demand for flights based on searches. 5% potential increase in price ($24 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($12 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
Search Deals

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 February 28, 2026.
Use the filters below to find and compare flights from Islip to Milwaukee that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

IslipMilwaukee

ISP - MKE

ISPMKE

Islip Long Island

Mon 5/4

4:30 pm-11:25 pm

2 stops7h 55m

Milwaukee-Mitchell

Thu 5/7

2:15 pm-11:30 pm

2 stops8h 15m

$294

IslipMilwaukee

ISP - MKE

ISPMKE

Islip Long Island

Tue 8/25

6:05 am-12:00 pm

1 stop6h 55m

Milwaukee-Mitchell

Tue 9/1

3:05 pm-9:05 pm

1 stop5h 00m

$325

IslipMilwaukee

ISP - MKE

ISPMKE

Islip Long Island

Tue 8/25

6:05 am-12:00 pm

1 stop6h 55m

Milwaukee-Mitchell

Mon 8/31

6:25 am-12:35 pm

1 stop5h 10m

$325

IslipMilwaukee

ISP - MKE

ISPMKE

Islip Long Island

Sun 5/3

5:25 pm-11:45 pm

1 stop7h 20m

Milwaukee-Mitchell

Fri 5/8

3:30 pm-11:30 pm

1 stop7h 00m

$334

IslipMilwaukee

ISP - MKE

ISPMKE

Islip Long Island

Fri 5/1

5:10 pm-10:50 pm

1 stop6h 40m

Milwaukee-Mitchell

Sat 5/2

3:35 pm-10:40 pm

1 stop6h 05m

$340

IslipMilwaukee

ISP - MKE

ISPMKE

Islip Long Island

Tue 8/25

6:05 am-12:00 pm

1 stop6h 55m

Milwaukee-Mitchell

Sun 8/30

10:10 am-6:45 pm

2 stops7h 35m

$360

IslipMilwaukee

ISP - MKE

ISPMKE

Islip Long Island

Fri 3/13

6:00 am-11:35 am

1 stop6h 35m

Milwaukee-Mitchell

Tue 3/17

5:50 am-4:05 pm

2 stops9h 15m

$396

IslipMilwaukee

ISP - MKE

ISPMKE

Islip Long Island

Fri 3/13

5:15 pm-11:50 pm

1 stop7h 35m

Milwaukee-Mitchell

Sun 3/15

6:45 am-11:45 am

1 stop4h 00m

$424

IslipMilwaukee

ISP - MKE

ISPMKE

Islip Long Island

Sat 4/11

5:45 am-3:20 pm

1 stop10h 35m

$276

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/25

Sorted by cheapest first

Compare providers for flights from Islip to Milwaukee

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Islip to Milwaukee in February.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Islip, New York-Milwaukee flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Islip, New York-Milwaukee flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Islip, New York-Milwaukee flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Islip, New York-Milwaukee flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Islip, New York-Milwaukee flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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, December is the cheapest month in which you can book a flight from Islip, New York to Milwaukee (average of $48). Flying from Islip, New York to Milwaukee in July is currently the most expensive (average of $119). 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.

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.

  • How long is the flight from Islip, New York to Milwaukee?

    There are many flights that can get you from Islip, New York to Milwaukee in 7h 55m. Fly via Southwest to get the fastest option. There are 774 mi between Islip, New York and 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, December is the cheapest month in which you can book a flight from Islip, New York to Milwaukee (average of $48). Flying from Islip, New York to Milwaukee in July is currently the most expensive (average of $119). 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
Sheboygan
New Berlin
Oak Creek
Wauwatosa

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