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$239+ Cheap flights from Islip to Milwaukee (ISP - MKE)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/23. Fares are subject to change and may not be available on all flights or dates of travel.
ISP — MKE
Oct 17 — Oct 241
Fri 10/17
Fri 10/24
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 September 17, 2025.

Round-trip from

$239
(Southwest)

Popular in

December

Cheapest in

October

Average price

$364
From Islip Long Island to Milwaukee-Mitchell
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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 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 September 17, 2025.

This Southwest deal was found by Cheapflights users on 9/17. 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.
Thu 10/235:30 amISP - MKE
1 stop5h 05mSouthwest
Sat 10/252:05 pmMKE - ISP
1 stop6h 30mSouthwest
Deal found 9/17$239
This Southwest deal was found by Cheapflights users on 9/15. 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 12/611:55 amISP - MKE
2 stops9h 40mSouthwest
Mon 12/86:40 amMKE - ISP
1 stop4h 35mSouthwest
Deal found 9/15$244
This Southwest deal was found by Cheapflights users on 9/15. 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 12/53:55 pmISP - MKE
1 stop6h 50mSouthwest
Mon 12/86:40 amMKE - ISP
1 stop4h 35mSouthwest
Deal found 9/15$255
This Southwest deal was found by Cheapflights users on 9/15. 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 10/411:50 amISP - MKE
1 stop8h 10mSouthwest
Tue 10/77:35 amMKE - ISP
1 stop3h 50mSouthwest
Deal found 9/15$294
This Kiwi.com deal was found by Cheapflights users on 9/16. 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 10/111:35 amISP - MKE
1 stop25h 23mMultiple Airlines
Sun 10/51:55 pmMKE - ISP
1 stop19h 45mMultiple Airlines
Deal found 9/16$386
This Southwest deal was found by Cheapflights users on 9/17. 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.
Fri 12/1211:05 amISP - MKE
1 stop6h 10mSouthwest
Sat 1/36:25 pmMKE - ISP
1 stop4h 30mSouthwest
Deal found 9/17$390

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 September 17, 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

Thu 10/23

5:30 am-9:35 am

1 stop5h 05m

Milwaukee-Mitchell

Sat 10/25

2:05 pm-9:35 pm

1 stop6h 30m

$239

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

3:55 pm-9:45 pm

1 stop6h 50m

Milwaukee-Mitchell

Mon 12/8

6:40 am-12:15 pm

1 stop4h 35m

$255

IslipMilwaukee

ISP - MKE

ISPMKE

Islip Long Island

Sat 10/4

11:50 am-7:00 pm

1 stop8h 10m

Milwaukee-Mitchell

Tue 10/7

7:35 am-12:25 pm

1 stop3h 50m

$294

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/16

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 to Milwaukee?

Currently, February is the cheapest month in which you can book a flight from Islip to Milwaukee (average of $280). Flying from Islip 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 September 17, 2025.

When flying from Islip 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 September 17, 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
4,242 reviews

Entertainment

7.5

Food

7.0

Comfort

8.0

Overall

8.0

Boarding

8.1

Crew

8.6

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
4,242 reviews
Southwest
8.0
Very good
4,242 reviews

Entertainment

7.5

Food

7.0

Comfort

8.0

Overall

8.0

Boarding

8.1

Crew

8.6

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 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 to Milwaukee?

    Airlines like Southwest fly from Islip to Milwaukee in about 5h 05m. The time it takes to get you to your destination can typically vary by up to . Islip and Milwaukee are separated by a distance of 774 mi.

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

    Our cheapest airline available from Islip to Milwaukee is Southwest. Our recent data shows that you can find tickets from as low as $302 on this airline.

  • 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 to Milwaukee?

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

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Alternative routes for Islip to Milwaukee

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 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 September 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$302Average$368FlexibilityNo cancel feeOn-time63%

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