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Stewart

$402+ 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 3/5. Fares are subject to change and may not be available on all flights or dates of travel.
MIL — SWF
Mar 6 — Mar 131
Fri 3/6
Fri 3/13
1 adult, Economy
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Cheap 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 February 4, 2026.

This Kiwi.com deal was found by Cheapflights users on 2/2. 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.
Thu 3/56:40 am
MXP
-
SWF
2 stops33h 32m
Multiple Airlines
Deal found 2/2$402
This Kiwi.com deal was found by Cheapflights users on 2/1. 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 am
BGY
-
SWF
2 stops31h 42m
Multiple Airlines
Deal found 2/1$423
This Kiwi.com deal was found by Cheapflights users on 2/2. 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.
Thu 3/510:20 am
LIN
-
SWF
2 stops29h 52m
Multiple Airlines
Deal found 2/2$425
This Kiwi.com deal was found by Cheapflights users on 2/2. 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.
Sun 5/35:45 am
MXP
-
SWF
2 stops35h 05m
Multiple Airlines
Deal found 2/2$456
This Kiwi.com deal was found by Cheapflights users on 2/1. 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 3/127:45 am
MXP
-
SWF
2 stops30h 17m
Multiple Airlines
Deal found 2/1$458
This Kiwi.com deal was found by Cheapflights users on 2/2. 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.
Tue 3/1710:45 am
MXP
-
SWF
3 stops51h 54m
Multiple Airlines
Deal found 2/2$482
This Kiwi.com deal was found by Cheapflights users on 2/1. 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 3/1210:20 am
LIN
-
SWF
2 stops27h 42m
Multiple Airlines
Deal found 2/1$483
This Kiwi.com deal was found by Cheapflights users on 2/2. 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.
Thu 2/129:35 pm
MXP
-
SWF
2 stops45h 04m
Multiple Airlines
Deal found 2/2$485
This Kiwi.com deal was found by Cheapflights users on 2/2. 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.
Sun 5/310:35 am
LIN
-
SWF
2 stops30h 15m
Multiple Airlines
Deal found 2/2$491
This Kiwi.com deal was found by Cheapflights users on 2/1. 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 6/105:55 am
MXP
-
SWF
2 stops33h 03m
Multiple Airlines
Deal found 2/1$492
This Kiwi.com deal was found by Cheapflights users on 2/1. 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 6/175:55 am
MXP
-
SWF
2 stops33h 03m
Multiple Airlines
Deal found 2/1$493
This Kiwi.com deal was found by Cheapflights users on 2/2. 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.
Fri 2/136:00 am
MXP
-
SWF
2 stops36h 39m
Multiple Airlines
Deal found 2/2$501

Find 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 February 4, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Popular in

December

Cheapest in

November

Average price

$492
Provider with most accurate pricing for Milan (MIL)-New York (NYC) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Milan (MIL)-New York (NYC) flights.
Search Deals
Highest demand for flights based on searches. 5% potential increase in price ($29 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($14 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
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 February 4, 2026.
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

MilanNew Windsor

MXP - SWF

MXPSWF

Milan Malpensa

Thu 3/5

6:40 am-10:12 am

2 stops33h 32m

$402

MilanNew Windsor

LIN - SWF

LINSWF

Milan Linate

Thu 3/5

10:20 am-10:12 am

2 stops29h 52m

$425

MilanNew Windsor

MXP - SWF

MXPSWF

Milan Malpensa

Sun 5/3

5:45 am-10:50 am

2 stops35h 05m

$456

MilanNew Windsor

MXP - SWF

MXPSWF

Milan Malpensa

Thu 3/12

7:45 am-9:02 am

2 stops30h 17m

$458

MilanNew Windsor

LIN - SWF

LINSWF

Milan Linate

Thu 3/12

10:20 am-9:02 am

2 stops27h 42m

$483

MilanNew Windsor

MXP - SWF

MXPSWF

Milan Malpensa

Thu 2/12

9:35 pm-12:39 pm

2 stops45h 04m

$485

MilanNew Windsor

LIN - SWF

LINSWF

Milan Linate

Sun 5/3

10:35 am-10:50 am

2 stops30h 15m

$491

MilanNew Windsor

MXP - SWF

MXPSWF

Milan Malpensa

Wed 6/10

5:55 am-8:58 am

2 stops33h 03m

$492

MilanNew Windsor

MXP - SWF

MXPSWF

Milan Malpensa

Wed 6/17

5:55 am-8:58 am

2 stops33h 03m

$493

MilanNew Windsor

MXP - SWF

MXPSWF

Milan Malpensa

Fri 2/13

6:00 am-12:39 pm

2 stops36h 39m

$501

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/2

Showing 1-10 of 27 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, January is the cheapest month in which you can book a flight from Milan to New Windsor (average of $348). Flying from Milan to New Windsor in July 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 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, January is the cheapest month in which you can book a flight from Milan to New Windsor (average of $348). Flying from Milan to New Windsor in July 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 New Windsor?

Book flights to New Windsor if you plan to visit one of these locations
Kingston

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