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$231+ 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 7/14. Fares are subject to change and may not be available on all flights or dates of travel.
SWF — MIL
jun. 17 — jun. 241
mar. 6/17
mar. 6/24
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 junio 12, 2025.

Round-trip from

$542
(PLAY)

One-way from

$231
(Mytrip)

Popular in

December

Cheapest in

March

Average price

$855
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. 3% potential increase in price ($30 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($28 potential savings vs. average RT price).
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Average for round-trip flights in June 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 junio 12, 2025.

This PLAY deal was found by Cheapflights users on 6/10. 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.
mar. 11/46:15 pmSWF - MXP
2 stops15h 15mMultiple Airlines
mar. 11/119:25 pmMXP - SWF
2 stops25h 40mMultiple Airlines
Deal found 6/10$497
This PLAY deal was found by Cheapflights users on 6/12. 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.
mar. 9/237:15 pmSWF - LIN
2 stops14h 55mMultiple Airlines
lun. 9/298:00 amLIN - SWF
2 stops16h 05mMultiple Airlines
Deal found 6/12$548

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 junio 12, 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

mar. 11/4

6:15 pm-3:30 pm

2 stops15h 15m

Milan Malpensa

mar. 11/11

9:25 pm-5:05 pm

2 stops25h 40m

$497

New WindsorMilan

SWF - LIN

SWFLIN

New Windsor Stewart

mar. 9/23

7:15 pm-4:10 pm

2 stops14h 55m

Milan Linate

lun. 9/29

8:00 am-6:05 pm

2 stops16h 05m

$548

New WindsorMilan

SWF - MXP

SWFMXP

New Windsor Stewart

lun. 7/14

7:15 pm-1:10 am

1 stop23h 55m

$231

New WindsorMilan

SWF - LIN

SWFLIN

New Windsor Stewart

vie. 9/26

7:15 pm-9:40 pm

2 stops20h 25m

$355

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/12

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 $989). 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.

Rainfall in Milan by month

Plan your trip to Milan by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Milan ranges from 2.2 - 5.2 inches per month. May is typically the wettest month, when rainfall can reach 5.2 in. December is typically the driest time to visit Milan when rainfall is around 2.2 in.

Temperature in Milan by month

Plan your trip to Milan by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Milan, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 71.6 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 33.8 F).

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 $989). 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 New Windsor?

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