HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Stewart

$125+ Cheap flights from Milwaukee to New Windsor (MKE - SWF)

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 5/15. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — SWF
Apr 20 — Apr 271
Sun 4/20
Sun 4/27
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Milwaukee to Stewart 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 Stewart

Discover tips and strategies to find the most affordable flight options for your journey from Milwaukee (MKE) to Stewart (SWF). 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 April 15, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$235
(Mytrip)

One-way from

$125
(Mytrip)

Popular in

March

Cheapest in

September

Average price

$339
Provider with most accurate pricing for Milwaukee-Mitchell-New Windsor Stewart flight deals.
Search Deals
Provider most trusted by Cheapflights users for Milwaukee-Mitchell-New Windsor Stewart flights.
Search Deals
From Milwaukee-Mitchell to New Windsor Stewart
Search Deals
One-way flight from Milwaukee-Mitchell to New Windsor Stewart
Search Deals
Highest demand for flights based on searches. 14% potential increase in price ($49 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($9 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 2025
Search Deals

Find flight deals from Milwaukee to Stewart

Cheapest flights from Milwaukee to Stewart
Explore the most affordable flight options available from Milwaukee to Stewart. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 15, 2025.

This Mytrip deal was found by Cheapflights users on 4/14. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/15:00 pmMKE - SWF
1 stop17h 00mMultiple Airlines
Mon 5/511:50 amSWF - MKE
1 stop24h 47mMultiple Airlines
Deal found 4/14$235

Cheapflights Fare Finder

Customize your flight search to find flights from Milwaukee to Stewart 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 April 15, 2025.
Use the filters below to find and compare flights from Milwaukee to New Windsor that are best for you.

Fly from

Milwaukee

Fly to

Stewart

Route

Depart

Return

Price

MilwaukeeNew Windsor

MKE - SWF

MKESWF

Milwaukee-Mitchell

Thu 5/1

5:00 pm-11:00 am

1 stop17h 00m

New Windsor Stewart

Mon 5/5

11:50 am-11:37 am

1 stop24h 47m

$235

MilwaukeeNew Windsor

MKE - SWF

MKESWF

Milwaukee-Mitchell

Thu 5/15

12:22 pm-11:05 am

2 stops21h 43m

$125

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/14

Compare providers for flights from Milwaukee to Stewart

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 Stewart in April.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
eDreamsPrice 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-New Windsor flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Milwaukee-New Windsor flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Milwaukee-New Windsor flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Milwaukee-New Windsor flights, Cheapflights users trust eDreams the most. eDreams 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-New Windsor 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 Stewart

Have a flexible travel schedule? Discover the best time to fly to Stewart 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 New Windsor

What is the cheapest month to book a flight from Milwaukee to New Windsor?

Currently, October is the cheapest month in which you can book a flight from Milwaukee to New Windsor (average of $109). Flying from Milwaukee to New Windsor in August is currently the most expensive (average of $224). 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 Milwaukee to Stewart. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Milwaukee to Stewart 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 New Windsor?

    Currently, October is the cheapest month in which you can book a flight from Milwaukee to New Windsor (average of $109). Flying from Milwaukee to New Windsor in August is currently the most expensive (average of $224). 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
Kingston

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.

Alternative routes for Milwaukee to Stewart

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to LaGuardia flights
O'Hare Intl to John F Kennedy Intl flights
O'Hare Intl to Newark flights
Minneapolis to LaGuardia flights
Minneapolis to John F Kennedy Intl flights
Minneapolis to Newark flights
Milwaukee to John F Kennedy Intl flights
Milwaukee to LaGuardia flights
Milwaukee to Newark flights
Madison to Newark flights
Madison to LaGuardia flights
Madison to John F Kennedy Intl flights
O'Hare Intl to Syracuse flights
O'Hare Intl to Buffalo flights
O'Hare Intl to Albany flights
O'Hare Intl to White Plains flights
O'Hare Intl to Rochester flights
Minneapolis to Buffalo flights
Appleton to John F Kennedy Intl flights
Appleton to LaGuardia flights
Minneapolis to Syracuse flights
Minneapolis to Albany flights
Appleton to Newark flights
O'Hare Intl to Islip flights
O'Hare Intl to Stewart flights
Green Bay to John F Kennedy Intl flights
Green Bay to Newark flights
Green Bay to LaGuardia flights
O'Hare Intl to Ithaca flights
Minneapolis to Rochester flights
Milwaukee to Albany flights
Milwaukee to Buffalo flights
Eau Claire to Newark flights
Appleton to Albany flights
Madison to Rochester flights
Minneapolis to White Plains flights
Milwaukee to Rochester flights
Duluth to John F Kennedy Intl flights
Milwaukee to White Plains flights
Duluth to Newark flights
Duluth to LaGuardia flights
Madison to Syracuse flights
Madison to White Plains flights
Appleton to Buffalo flights
Milwaukee to Ithaca flights
Milwaukee to Syracuse flights
Minneapolis to Elmira flights
Wausau to John F Kennedy Intl flights
Wausau to Newark flights

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.