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$161+ Cheap flights from New Windsor (SWF) to Milan (MIL)

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 8/6. Fares are subject to change and may not be available on all flights or dates of travel.
SWF — MIL
Aug 4 — Aug 111
Mon 8/4
Mon 8/11
1 adult, Economy
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Cheap flight deals from Stewart to Milan

Discover tips and strategies to find the most affordable flight options for your journey from Stewart (SWF) to Milan (MIL). 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 July 30, 2025.

Round-trip from

$606
(Kiwi.com)

One-way from

$161
(Kiwi.com)

Popular in

December

Cheapest in

March

Average price

$764
From New Windsor Stewart to Milan (MIL)
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One-way flight from New Windsor Stewart to Milan (MIL)
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Highest demand for flights based on searches. 4% potential increase in price ($34 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($27 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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Find flight deals from Stewart to Milan

Cheapest flights from Stewart to Milan
Explore the most affordable flight options available from Stewart to Milan. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 30, 2025.

This Kiwi.com deal was found by Cheapflights users on 7/29. 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.
Tue 8/57:15 pmSWF - MXP
1 stop15h 45mMultiple Airlines
Thu 8/287:30 amMXP - SWF
1 stop16h 35mMultiple Airlines
Deal found 7/29$606
This PLAY deal was found by Cheapflights users on 7/28. 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 PLAY is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/117:15 pmSWF - LIN
2 stops21h 20mMultiple Airlines
Tue 8/197:00 amLIN - SWF
2 stops17h 05mMultiple Airlines
Deal found 7/28$670
This Mytrip deal was found by Cheapflights users on 7/29. 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.
Tue 8/127:15 pmSWF - BGY
2 stops21h 20mMultiple Airlines
Sat 8/236:30 amBGY - SWF
2 stops17h 35mMultiple Airlines
Deal found 7/29$871

Cheapflights Fare Finder

 
Customize your flight search to find flights from Stewart to Milan 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 July 30, 2025.
Use the filters below to find and compare flights from New Windsor to Milan that are best for you.

Fly from

Stewart

Fly to

Milan

Route

Depart

Return

Price

New WindsorMilan

SWF - MXP

SWFMXP

New Windsor Stewart

Tue 8/5

7:15 pm-5:00 pm

1 stop15h 45m

Milan Malpensa

Thu 8/28

7:30 am-6:05 pm

1 stop16h 35m

$606

New WindsorMilan

SWF - LIN

SWFLIN

New Windsor Stewart

Mon 8/11

7:15 pm-10:35 pm

2 stops21h 20m

Milan Linate

Tue 8/19

7:00 am-6:05 pm

2 stops17h 05m

$670

New WindsorBergamo

SWF - BGY

SWFBGY

New Windsor Stewart

Tue 8/12

7:15 pm-10:35 pm

2 stops21h 20m

Bergamo Orio Al Serio

Sat 8/23

6:30 am-6:05 pm

2 stops17h 35m

$871

New WindsorMilan

SWF - MXP

SWFMXP

New Windsor Stewart

Wed 8/6

7:15 pm-1:10 am

1 stop23h 55m

$161

New WindsorBergamo

SWF - BGY

SWFBGY

New Windsor Stewart

Wed 8/6

7:15 pm-8:45 pm

2 stops19h 30m

$236

New WindsorMilan

SWF - LIN

SWFLIN

New Windsor Stewart

Tue 8/5

7:15 pm-6:40 pm

2 stops17h 25m

$295

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/29

Best time to book a flight from Stewart to Milan

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

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

Currently, January is the cheapest month in which you can book a flight from New Windsor to Milan (average of $594). Flying from New Windsor to Milan in June is currently the most expensive (average of $977). 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 Stewart to Milan. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from New Windsor to Milan?

    New Windsor Stewart (SWF), located 4.3 mi from the city center, is the airport you fly out of when you book flights from New Windsor to Milan. 0 airlines have flights from Stewart to Milan on a regular basis. Booking flights from New Windsor Stewart to Milan should not be difficult; the airport handles an average of 0 outbound flights to Milan per day.

  • What are the most popular routes from New Windsor to Milan?

    The most popular flight routes from New Windsor to Milan are New Windsor Stewart - Milan Malpensa, New Windsor Stewart - Milan Linate and New Windsor Stewart - Bergamo Orio Al Serio.

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

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

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

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

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

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

    Currently, January is the cheapest month in which you can book a flight from New Windsor to Milan (average of $594). Flying from New Windsor to Milan in June is currently the most expensive (average of $977). 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 Milan?

Book flights to Milan if you plan to visit one of these locations
Monza
Menaggio
Rho
Lainate
Porlezza
Novara
Lecco
Brescia
Assago
Bellagio
Stresa
Saronno

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Alternative routes for Stewart to Milan

See prices for flight routes from nearby airports that may be better suited for you.
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