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Stewart

$305+ Cheap flights from Milan (MIL) to New Windsor (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 1/29. Fares are subject to change and may not be available on all flights or dates of travel.
MIL — SWF
Dec 4 — Dec 111
Thu 12/4
Thu 12/11
1 adult, Economy
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Find flight deals from Milan to Stewart

One-way flights from Milan to Stewart
Search for one-way flight options from Milan to Stewart. Find affordable one-way fares based on user searches. Data last updated November 4, 2025.

This Kiwi.com deal was found by Cheapflights users on 11/3. 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 1/296:20 amBGY - SWF
2 stops42h 23mMultiple Airlines
Deal found 11/3$305
This Kiwi.com deal was found by Cheapflights users on 11/3. 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 1/297:45 amMXP - SWF
2 stops40h 58mMultiple Airlines
Deal found 11/3$314
This Kiwi.com deal was found by Cheapflights users on 11/4. 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.
Wed 1/219:55 pmMXP - SWF
3 stops50h 48mMultiple Airlines
Deal found 11/4$378
This Kissandfly.com deal was found by Cheapflights users on 11/3. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/211:05 pmBGY - SWF
3 stops59h 38mMultiple Airlines
Deal found 11/3$396
This Kiwi.com deal was found by Cheapflights users on 11/4. 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 12/46:20 amBGY - SWF
2 stops42h 20mMultiple Airlines
Deal found 11/4$405
This Kiwi.com deal was found by Cheapflights users on 11/2. 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 1/175:55 amBGY - SWF
2 stops35h 38mMultiple Airlines
Deal found 11/2$406
This Kiwi.com deal was found by Cheapflights users on 11/4. 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.
Wed 12/37:15 pmMXP - SWF
3 stops46h 29mMultiple Airlines
Deal found 11/4$415
This Kiwi.com deal was found by Cheapflights users on 11/2. 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.
Wed 11/127:05 pmMXP - SWF
3 stops46h 39mMultiple Airlines
Deal found 11/2$424
This Kiwi.com deal was found by Cheapflights users on 11/3. 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 12/46:40 amMXP - SWF
2 stops42h 00mMultiple Airlines
Deal found 11/3$430
This Kiwi.com deal was found by Cheapflights users on 11/3. 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 3/56:20 amBGY - SWF
2 stops33h 52mMultiple Airlines
Deal found 11/3$431
This Kiwi.com deal was found by Cheapflights users on 11/3. 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.
Wed 11/197:05 pmMXP - SWF
3 stops46h 39mMultiple Airlines
Deal found 11/3$434
This Kiwi.com deal was found by Cheapflights users on 11/3. 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 3/126:20 amBGY - SWF
2 stops31h 42mMultiple Airlines
Deal found 11/3$440

Cheap flight deals from Milan to Stewart

Discover tips and strategies to find the most affordable flight options for your journey from Milan (MIL) 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 November 4, 2025.

Most accurate provider

Expedia
2 stars

Most trusted provider

Expedia
3 stars

Popular in

December

Cheapest in

February

Average price

$485
Provider with most accurate pricing for Milan (MIL)-New Windsor Stewart flight deals.
Search Deals
Provider most trusted by Cheapflights users for Milan (MIL)-New Windsor Stewart flights.
Search Deals
Highest demand for flights based on searches. 5% potential increase in price ($35 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($13 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Milan 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 November 4, 2025.
Use the filters below to find and compare flights from Milan to New Windsor that are best for you.

Fly from

Milan

Fly to

Stewart

Route

Depart

Return

Price

BergamoNew Windsor

BGY - SWF

BGYSWF

Bergamo Orio Al Serio

Thu 1/29

6:20 am-6:43 pm

2 stops42h 23m

$305

MilanNew Windsor

MXP - SWF

MXPSWF

Milan Malpensa

Thu 1/29

7:45 am-6:43 pm

2 stops40h 58m

$314

MilanNew Windsor

MXP - SWF

MXPSWF

Milan Malpensa

Wed 1/21

9:55 pm-6:43 pm

3 stops50h 48m

$378

BergamoNew Windsor

BGY - SWF

BGYSWF

Bergamo Orio Al Serio

Wed 1/21

1:05 pm-6:43 pm

3 stops59h 38m

$396

BergamoNew Windsor

BGY - SWF

BGYSWF

Bergamo Orio Al Serio

Thu 12/4

6:20 am-6:40 pm

2 stops42h 20m

$405

BergamoNew Windsor

BGY - SWF

BGYSWF

Bergamo Orio Al Serio

Sat 1/17

5:55 am-11:33 am

2 stops35h 38m

$406

MilanNew Windsor

MXP - SWF

MXPSWF

Milan Malpensa

Wed 12/3

7:15 pm-11:44 am

3 stops46h 29m

$415

MilanNew Windsor

MXP - SWF

MXPSWF

Milan Malpensa

Wed 11/12

7:05 pm-11:44 am

3 stops46h 39m

$424

MilanNew Windsor

MXP - SWF

MXPSWF

Milan Malpensa

Thu 12/4

6:40 am-6:40 pm

2 stops42h 00m

$430

BergamoNew Windsor

BGY - SWF

BGYSWF

Bergamo Orio Al Serio

Thu 3/5

6:20 am-10:12 am

2 stops33h 52m

$431

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/3

Showing 1-10 of 20 results
1
2
  • Most accurate provider: When it comes to deals on Milan-New Windsor flights, users find the pricing of Expedia to be most consistent on Cheapflights vs. Expedia Users can find the same prices on Milan-New Windsor flight deals on Cheapflights vs. Expedia 90-95% of the time. Price accuracy is based on data collected from Milan-New Windsor flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Milan-New Windsor flights, Cheapflights users trust Expedia the most. Expedia 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 Milan-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 Milan to Stewart

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

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

Currently, March is the cheapest month in which you can book a flight from Milan to New Windsor (average of $350). Flying from Milan to New Windsor in July is currently the most expensive (average of $529). 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 Milan to Stewart. 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 into for flights to New Windsor from Milan?

    If you book a flight to New Windsor from Milan, you will be flying to Stewart, which is the city’s only airport. New Windsor Stewart (SWF) is located 4.3 mi from the center of New Windsor. There are 0 flights from Milan to Stewart per day from 0 different airlines.

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

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

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

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

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

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

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

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

    Currently, March is the cheapest month in which you can book a flight from Milan to New Windsor (average of $350). Flying from Milan to New Windsor in July is currently the most expensive (average of $529). 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
Kingston

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