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Islip

$325+ Cheap flights from Milwaukee to Islip, NY (MKE - ISP)

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 7/14. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — ISP
Mar 6 — Mar 131
Fri 3/6
Fri 3/13
1 adult, Economy
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Cheap flight deals from Milwaukee to Islip

Cheapest flights from Milwaukee to Islip
Explore the most affordable flight options available from Milwaukee to Islip. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 4, 2026.

This Southwest deal was found by Cheapflights users on 2/3. 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 7/146:45 am
MKE
-
ISP
1 stop6h 00m
Southwest
Tue 7/2812:25 pm
ISP
-
MKE
1 stop5h 05m
Southwest
Deal found 2/3$325
This Kiwi.com deal was found by Cheapflights users on 2/3. 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.
Thu 3/57:37 pm
MKE
-
ISP
1 stop16h 10m
Frontier
Sun 3/85:08 pm
ISP
-
MKE
2 stops17h 55m
Frontier
Deal found 2/3$352
This Southwest deal was found by Cheapflights users on 2/3. 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 7/2312:25 pm
MKE
-
ISP
1 stop3h 50m
Southwest
Tue 7/286:00 am
ISP
-
MKE
1 stop6h 50m
Southwest
Deal found 2/3$375
This Southwest deal was found by Cheapflights users on 2/3. 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 7/79:35 am
MKE
-
ISP
1 stop5h 25m
Southwest
Sat 7/112:45 pm
ISP
-
MKE
1 stop5h 20m
Southwest
Deal found 2/3$407
This Kiwi.com deal was found by Cheapflights users on 2/3. 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.
Fri 3/612:36 pm
MKE
-
ISP
2 stops21h 34m
Multiple Airlines
Sun 3/85:08 pm
ISP
-
MKE
1 stop19h 33m
Multiple Airlines
Deal found 2/3$410

Find flight deals from Milwaukee to Islip

Discover tips and strategies to find the most affordable flight options for your journey from Milwaukee (MKE) to Islip (ISP). 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 4, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$325
(Southwest)

Popular in

November

Cheapest in

February

Average price

$339
Provider with most accurate pricing for Milwaukee-Mitchell-Islip Long Island flight deals.
Search Deals
Provider most trusted by Cheapflights users for Milwaukee-Mitchell-Islip Long Island flights.
Search Deals
From Milwaukee-Mitchell to Islip Long Island
Search Deals
Highest demand for flights based on searches. 5% potential increase in price ($22 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 0% potential price decrease ($3 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 Milwaukee to Islip 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 4, 2026.
Use the filters below to find and compare flights from Milwaukee to Islip that are best for you.

Fly from

Milwaukee

Fly to

Islip

Route

Depart

Return

Price

MilwaukeeIslip

MKE - ISP

MKEISP

Milwaukee-Mitchell

Tue 7/14

6:45 am-1:45 pm

1 stop6h 00m

Islip Long Island

Tue 7/28

12:25 pm-4:30 pm

1 stop5h 05m

$325

MilwaukeeIslip

MKE - ISP

MKEISP

Milwaukee-Mitchell

Thu 3/5

7:37 pm-12:47 pm

1 stop16h 10m

Islip Long Island

Sun 3/8

5:08 pm-11:41 am

1 stop19h 33m

$371

MilwaukeeIslip

MKE - ISP

MKEISP

Milwaukee-Mitchell

Thu 7/23

12:25 pm-5:15 pm

1 stop3h 50m

Islip Long Island

Tue 7/28

12:25 pm-4:30 pm

1 stop5h 05m

$375

MilwaukeeIslip

MKE - ISP

MKEISP

Milwaukee-Mitchell

Tue 7/7

9:35 am-4:00 pm

1 stop5h 25m

Islip Long Island

Sat 7/11

2:45 pm-7:05 pm

1 stop5h 20m

$407

MilwaukeeIslip

MKE - ISP

MKEISP

Milwaukee-Mitchell

Fri 3/6

12:36 pm-11:10 am

2 stops21h 34m

Islip Long Island

Sun 3/8

5:08 pm-11:41 am

1 stop19h 33m

$410

MilwaukeeIslip

MKE - ISP

MKEISP

Milwaukee-Mitchell

Fri 3/6

4:20 pm-11:55 pm

1 stop6h 35m

Islip Long Island

Sun 3/8

5:55 pm-11:40 pm

1 stop6h 45m

$457

MilwaukeeIslip

MKE - ISP

MKEISP

Milwaukee-Mitchell

Thu 3/5

6:40 am-5:20 pm

2 stops9h 40m

Islip Long Island

Sun 3/8

5:15 am-10:55 am

2 stops6h 40m

$467

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/3

Compare providers for flights from Milwaukee to Islip

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 Milwaukee to Islip 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 Milwaukee-Islip, New York flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Milwaukee-Islip, New York flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Milwaukee-Islip, New York flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Milwaukee-Islip, New York 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 Milwaukee-Islip, New York 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 Milwaukee to Islip

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

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

Currently, January is the cheapest month in which you can book a flight from Milwaukee to Islip, New York (average of $37). Flying from Milwaukee to Islip, New York in July is currently the most expensive (average of $103). 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.

Reviews of airlines servicing Islip

Get insights into the airlines that provide service to Islip. 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 Islip. Reviews last updated February 4, 2026.
Read through reviews of airlines operating flights from Milwaukee to Islip, such as Southwest. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,274 reviews

Boarding

8.1

Comfort

8.0

Overall

8.0

Entertainment

7.5

Crew

8.6

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Southwest
8.0
Very good
4,274 reviews
Southwest
8.0
Very good
4,274 reviews

Boarding

8.1

Comfort

8.0

Overall

8.0

Entertainment

7.5

Crew

8.6

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Related info for your journey

Find useful and relevant information for your journey from Milwaukee to Islip. 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 Milwaukee to Islip, New York?

    Southwest can get you from Milwaukee to Islip, New York in just under 6h. Your travel time can differ by up to . Milwaukee and Islip, New York are separated by a distance of 774 mi.

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

    Currently priced at $244, Southwest will fly you from Milwaukee to Islip, New York and back. In addition to Southwest, many other airlines offer competitively priced options for your trip.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Milwaukee to Islip 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 Milwaukee to Islip, New York?

    Currently, January is the cheapest month in which you can book a flight from Milwaukee to Islip, New York (average of $37). Flying from Milwaukee to Islip, New York in July is currently the most expensive (average of $103). 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 Islip?

Book flights to Islip if you plan to visit one of these locations
Riverhead

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Top airline flying from Milwaukee to Islip

Discover the top airline that operate flights from Milwaukee to Islip. 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 February 4, 2026.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$244Average$376FlexibilityNo cancel feeOn-time63%

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