HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Islip

$96+ Cheap flights from Milwaukee to Islip, NY (MKE - ISP)

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 4/5. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — ISP
abr. 23 — abr. 301
jue. 4/23
jue. 4/30
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Milwaukee to Islip with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 marzo 24, 2026.

This Southwest deal was found by Cheapflights users on 3/21. 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.
mar. 6/29:25 am
MKE
-
ISP
1 stop6h 10m
Southwest
mar. 6/94:40 pm
ISP
-
MKE
1 stop6h 40m
Southwest
Deal found 3/21$259
This Southwest deal was found by Cheapflights users on 3/22. 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.
vie. 5/13:30 pm
MKE
-
ISP
1 stop3h 55m
Southwest
lun. 5/44:30 pm
ISP
-
MKE
1 stop7h 40m
Southwest
Deal found 3/22$318
This Kiwi.com deal was found by Cheapflights users on 3/22. 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.
jue. 4/302:50 pm
MKE
-
ISP
1 stop17h 23m
Multiple Airlines
lun. 5/44:07 pm
ISP
-
MKE
1 stop16h 54m
Multiple Airlines
Deal found 3/22$343
This Southwest deal was found by Cheapflights users on 3/23. 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.
mié. 8/193:05 pm
MKE
-
ISP
1 stop5h 00m
Southwest
sáb. 8/2211:55 am
ISP
-
MKE
1 stop9h 40m
Southwest
Deal found 3/23$365
This Southwest deal was found by Cheapflights users on 3/19. 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.
jue. 7/912:25 pm
MKE
-
ISP
1 stop3h 50m
Southwest
lun. 7/133:05 pm
ISP
-
MKE
2 stops8h 50m
Southwest
Deal found 3/19$412

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 marzo 24, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$259
(Southwest)

One-way from

$96
(Expedia)

Popular in

November

Cheapest in

January

Average price

$359
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
One-way flight from Milwaukee-Mitchell to Islip Long Island
Search Deals
Highest demand for flights based on searches. 7% potential increase in price ($28 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 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 marzo 24, 2026.
Use the filters below to find and compare flights from Milwaukee to Islip that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

MilwaukeeIslip

MKE - ISP

MKEISP

Milwaukee-Mitchell

mar. 6/2

9:25 am-4:35 pm

1 stop6h 10m

Islip Long Island

mar. 6/9

4:40 pm-10:20 pm

1 stop6h 40m

$259
Quickest round-trip

MilwaukeeIslip

MKE - ISP

MKEISP

Milwaukee-Mitchell

vie. 5/1

3:30 pm-8:25 pm

1 stop3h 55m

Islip Long Island

lun. 5/4

4:30 pm-11:10 pm

1 stop7h 40m

$318

MilwaukeeIslip

MKE - ISP

MKEISP

Milwaukee-Mitchell

jue. 4/30

2:50 pm-9:13 am

1 stop17h 23m

Islip Long Island

lun. 5/4

4:07 pm-8:01 am

1 stop16h 54m

$343

MilwaukeeIslip

MKE - ISP

MKEISP

Milwaukee-Mitchell

jue. 8/20

6:25 am-12:35 pm

1 stop5h 10m

Islip Long Island

sáb. 8/22

11:55 am-6:25 pm

2 stops7h 30m

$365

MilwaukeeIslip

MKE - ISP

MKEISP

Milwaukee-Mitchell

mié. 8/19

3:05 pm-9:05 pm

1 stop5h 00m

Islip Long Island

sáb. 8/22

11:55 am-6:25 pm

2 stops7h 30m

$365

MilwaukeeIslip

MKE - ISP

MKEISP

Milwaukee-Mitchell

jue. 7/9

12:25 pm-5:15 pm

1 stop3h 50m

Islip Long Island

lun. 7/13

12:30 pm-7:30 pm

1 stop8h 00m

$392
Cheapest one-way

MilwaukeeIslip

MKE - ISP

MKEISP

Milwaukee-Mitchell

dom. 4/5

7:02 pm-9:28 am

1 stop13h 26m

$96

MilwaukeeIslip

MKE - ISP

MKEISP

Milwaukee-Mitchell

mié. 4/8

5:50 am-1:50 pm

2 stops7h 00m

$224
Quickest one-way

MilwaukeeIslip

MKE - ISP

MKEISP

Milwaukee-Mitchell

lun. 7/27

7:00 am-11:50 am

1 stop3h 50m

$229

MilwaukeeIslip

MKE - ISP

MKEISP

Milwaukee-Mitchell

dom. 4/5

7:15 am-5:05 pm

2 stops8h 50m

$274

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/21

Showing 1-10 of 11 resultsSorted by cheapest first
1
2

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 March.
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 $34). Flying from Milwaukee to Islip, New York in July is currently the most expensive (average of $102). 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 marzo 24, 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
4,331 reviews

Overall

8.0

Comfort

8.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Southwest
8.0
Very good
4,331 reviews
Southwest
8.0
Very good
4,331 reviews

Overall

8.0

Comfort

8.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

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 10m. 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 $34). Flying from Milwaukee to Islip, New York in July is currently the most expensive (average of $102). 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

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 marzo 24, 2026.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$244Average$374FlexibilityNo cancel feeOn-time63%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.
Site
©2026 Cheapflights