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Stewart

$391+ 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
Oct 17 — Oct 241
Fri 10/17
Fri 10/24
1 adult, Economy
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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 September 17, 2025.

Popular in

December

Cheapest in

February

Average price

$526
Highest demand for flights based on searches. 4% potential increase in price ($27 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($12 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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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 September 17, 2025.

This Kiwi.com deal was found by Cheapflights users on 9/15. 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
3 stops35h 11mMultiple Airlines
Deal found 9/15$391
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 1/157:45 amMXP - SWF
2 stops40h 58mMultiple Airlines
Deal found 9/15$397
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 1/105:55 amBGY - SWF
2 stops35h 13mMultiple Airlines
Deal found 9/15$397
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 1/156:20 amBGY - SWF
3 stops35h 11mMultiple Airlines
Deal found 9/15$403
This Kissandfly.com deal was found by Cheapflights users on 9/16. 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 11/56:20 pmMXP - SWF
3 stops47h 24mMultiple Airlines
Deal found 9/16$405
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 2/57:45 amMXP - SWF
3 stops33h 46mMultiple Airlines
Deal found 9/15$408
This Kiwi.com deal was found by Cheapflights users on 9/17. 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 13mMultiple Airlines
Deal found 9/17$408
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 9/15$412
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 1/109:30 pmMXP - SWF
2 stops51h 13mMultiple Airlines
Deal found 9/15$417
This Kiwi.com deal was found by Cheapflights users on 9/17. 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 1/177:15 amMXP - SWF
2 stops33h 53mMultiple Airlines
Deal found 9/17$425
This Kiwi.com deal was found by Cheapflights users on 9/16. 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 10/78:35 pmMXP - SWF
2 stops44h 28mMultiple Airlines
Deal found 9/16$427
This Kiwi.com deal was found by Cheapflights users on 9/16. 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 10/87:10 amMXP - SWF
2 stops33h 53mMultiple Airlines
Deal found 9/16$432

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 September 17, 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-11:31 am

3 stops35h 11m

$391

MilanNew Windsor

MXP - SWF

MXPSWF

Milan Malpensa

Thu 1/15

7:45 am-6:43 pm

2 stops40h 58m

$397

BergamoNew Windsor

BGY - SWF

BGYSWF

Bergamo Orio Al Serio

Sat 1/10

5:55 am-11:08 am

2 stops35h 13m

$397

BergamoNew Windsor

BGY - SWF

BGYSWF

Bergamo Orio Al Serio

Thu 1/15

6:20 am-11:31 am

3 stops35h 11m

$403

MilanNew Windsor

MXP - SWF

MXPSWF

Milan Malpensa

Thu 2/5

7:45 am-11:31 am

3 stops33h 46m

$408

BergamoNew Windsor

BGY - SWF

BGYSWF

Bergamo Orio Al Serio

Sat 1/17

5:55 am-11:08 am

2 stops35h 13m

$408

MilanNew Windsor

MXP - SWF

MXPSWF

Milan Malpensa

Thu 1/29

7:45 am-6:43 pm

2 stops40h 58m

$412

MilanNew Windsor

MXP - SWF

MXPSWF

Milan Malpensa

Sat 1/10

9:30 pm-6:43 pm

2 stops51h 13m

$417

MilanNew Windsor

MXP - SWF

MXPSWF

Milan Malpensa

Sat 1/17

7:15 am-11:08 am

2 stops33h 53m

$425

MilanNew Windsor

MXP - SWF

MXPSWF

Milan Malpensa

Tue 10/7

8:35 pm-11:03 am

2 stops44h 28m

$427

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/15

Showing 1-10 of 23 results
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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, October is the cheapest month in which you can book a flight from Milan to New Windsor (average of $109). Flying from Milan to New Windsor in December is currently the most expensive (average of $202). 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, Milan Malpensa - New Windsor Stewart and Bergamo Orio Al Serio - 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, October is the cheapest month in which you can book a flight from Milan to New Windsor (average of $109). Flying from Milan to New Windsor in December is currently the most expensive (average of $202). 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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