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$645+ 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 12/22. Fares are subject to change and may not be available on all flights or dates of travel.
SWF — MIL
Jan 13 — Jan 201
Tue 1/13
Tue 1/20
1 adult, Economy
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Cheap flight deals from Stewart to Milan

One-way flights from Stewart to Milan
Search for one-way flight options from Stewart to Milan. Find affordable one-way fares based on user searches. Data last updated December 14, 2025.

This Kiwi.com deal was found by Cheapflights users on 12/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/228:25 pmSWF - MXP
3 stops40h 10mMultiple Airlines
Deal found 12/12$645
This Kiwi.com deal was found by Cheapflights users on 12/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/228:25 pmSWF - LIN
3 stops44h 35mMultiple Airlines
Deal found 12/12$707
This Kiwi.com deal was found by Cheapflights users on 12/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/209:45 amSWF - MXP
3 stops48h 05mMultiple Airlines
Deal found 12/14$752
This Kiwi.com deal was found by Cheapflights users on 12/11. 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.
Sun 12/2111:43 amSWF - MXP
2 stops27h 22mMultiple Airlines
Deal found 12/11$800
This Kiwi.com deal was found by Cheapflights users on 12/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/2111:43 amSWF - BGY
3 stops27h 57mMultiple Airlines
Deal found 12/14$907
This Kiwi.com deal was found by Cheapflights users on 12/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/1811:43 amSWF - BGY
2 stops39h 22mMultiple Airlines
Deal found 12/14$913
This Kiwi.com deal was found by Cheapflights users on 12/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/196:56 pmSWF - BGY
3 stops42h 24mMultiple Airlines
Deal found 12/12$921
This Kiwi.com deal was found by Cheapflights users on 12/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/196:56 pmSWF - LIN
3 stops39h 19mMultiple Airlines
Deal found 12/12$1,010

Find 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 December 14, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Popular in

December

Cheapest in

November

Average price

$873
Provider with most accurate pricing for New Windsor Stewart-Milan (MIL) flight deals.
Search Deals
Provider most trusted by Cheapflights users for New Windsor Stewart-Milan (MIL) flights.
Search Deals
High demand for flights, 0% potential price rise
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($19 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

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 December 14, 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 - LIN

SWFLIN

New Windsor Stewart

Mon 12/22

8:25 pm-11:00 pm

3 stops44h 35m

$707

New WindsorMilan

SWF - MXP

SWFMXP

New Windsor Stewart

Sat 12/20

9:45 am-3:50 pm

3 stops48h 05m

$752

New WindsorMilan

SWF - MXP

SWFMXP

New Windsor Stewart

Mon 12/22

8:25 pm-1:05 pm

2 stops34h 40m

$767

New WindsorMilan

SWF - MXP

SWFMXP

New Windsor Stewart

Sun 12/21

11:43 am-9:05 pm

2 stops27h 22m

$800

New WindsorBergamo

SWF - BGY

SWFBGY

New Windsor Stewart

Sun 12/21

11:43 am-9:40 pm

3 stops27h 57m

$907

New WindsorBergamo

SWF - BGY

SWFBGY

New Windsor Stewart

Thu 12/18

11:43 am-9:05 am

2 stops39h 22m

$913

New WindsorBergamo

SWF - BGY

SWFBGY

New Windsor Stewart

Fri 12/19

6:56 pm-7:20 pm

3 stops42h 24m

$921

New WindsorMilan

SWF - LIN

SWFLIN

New Windsor Stewart

Fri 12/19

6:56 pm-4:15 pm

3 stops39h 19m

$1,010

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/12

Compare providers for flights from Stewart to Milan

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 Stewart to Milan in December.
ProviderPrice AccuracyTrust Score*
OvagoPrice Accuracy2 starsTrust Score*2 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star

*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 New Windsor-Milan flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on New Windsor-Milan flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from New Windsor-Milan flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on New Windsor-Milan 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 New Windsor-Milan 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 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, October is the cheapest month in which you can book a flight from New Windsor to Milan (average of $356). Flying from New Windsor to Milan in May is currently the most expensive (average of $520). 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 - Bergamo Orio Al Serio, New Windsor Stewart - Milan Linate and New Windsor Stewart - Milan Malpensa.

  • 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, October is the cheapest month in which you can book a flight from New Windsor to Milan (average of $356). Flying from New Windsor to Milan in May is currently the most expensive (average of $520). 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
Assago
Bellagio
Stresa
Domodossola

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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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