$231+ Cheap flights from New Windsor (SWF) to Italy
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.
Find cheap flights from Stewart to Italy with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Stewart to Italy
Keep the following information in mind while searching for Stewart to Italy flight deals. Data was last updated June 12, 2025.
Round-trip from | $542 (PLAY) |
|---|---|
One-way from | $231 (Mytrip) |
Popular in | June |
Cheapest in | January |
Average price | $863 |
Find flight deals from Stewart to Italy
Cheapest flights from Stewart to ItalyExplore the most affordable flight options available from Stewart to Italy. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 12, 2025.
Explore the most affordable flight options available from Stewart to Italy. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 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.
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.
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.
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.
This PLAY deal was found by Cheapflights users on 6/11. 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 PLAY is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Cheapflights Fare Finder
Customize your flight search to find flights from Stewart to Italy 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 June 12, 2025.
Use the filters below to find and compare flights from New Windsor to Italy that are best for you.
Fly from
Fly to
Route
Depart
Return
Price
New WindsorMilan
SWF - MXP
SWFMXP
New Windsor Stewart
Tue 11/4
6:15 pm-3:30 pm
2 stops15h 15m
Milan Malpensa
Tue 11/11
9:25 pm-5:05 pm
2 stops25h 40m
New WindsorVenice
SWF - VCE
SWFVCE
New Windsor Stewart
Wed 10/8
7:15 pm-8:00 pm
2 stops18h 45m
Venice Marco Polo
Tue 10/14
9:05 am-6:05 pm
2 stops15h 00m
New WindsorMilan
SWF - LIN
SWFLIN
New Windsor Stewart
Tue 9/23
7:15 pm-4:10 pm
2 stops14h 55m
Milan Linate
Mon 9/29
8:00 am-6:05 pm
2 stops16h 05m
New WindsorRome
SWF - FCO
SWFFCO
New Windsor Stewart
Mon 8/11
7:15 pm-11:05 pm
2 stops21h 50m
Rome Fiumicino
Tue 9/2
6:40 am-6:05 pm
2 stops17h 25m
New WindsorNaples
SWF - NAP
SWFNAP
New Windsor Stewart
Wed 10/1
7:15 pm-6:25 pm
2 stops17h 10m
Naples
Fri 10/10
6:10 am-6:05 pm
2 stops17h 55m
New WindsorRome
SWF - CIA
SWFCIA
New Windsor Stewart
Tue 6/24
7:15 pm-9:30 pm
2 stops20h 15m
Rome Ciampino
Tue 7/1
11:55 am-6:05 pm
2 stops36h 10m
New WindsorMilan
SWF - MXP
SWFMXP
New Windsor Stewart
Mon 7/14
7:15 pm-1:10 am
1 stop23h 55m
New WindsorVenice
SWF - VCE
SWFVCE
New Windsor Stewart
Sun 7/6
7:15 pm-10:05 pm
2 stops20h 50m
New WindsorRome
SWF - CIA
SWFCIA
New Windsor Stewart
Sat 7/5
1:08 pm-7:20 pm
2 stops24h 12m
New WindsorMilan
SWF - LIN
SWFLIN
New Windsor Stewart
Fri 9/26
7:15 pm-9:40 pm
2 stops20h 25m
Best time to book a flight from Stewart to Italy
Have a flexible travel schedule? Discover the best time to fly to Italy from Stewart with our price prediction graph.
Cheapflights Insights
Everything you need to know about your flight from New Windsor to Italy
What is the cheapest month to book a flight from New Windsor to Italy?
Currently, January is the cheapest month in which you can book a flight from New Windsor to Italy (average of $703). Flying from New Windsor to Italy in June is currently the most expensive (average of $1,217). 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 Italy by month
Plan your trip to Italy by taking into account the average rainfall totals by month.
In terms of precipitation, rainfall in Italy ranges from 0.6 - 4.4 inches per month. November is typically the wettest month, when rainfall can reach 4.4 in. June is typically the driest time to visit Italy when rainfall is around 0.6 in.
Temperature in Italy by month
Plan your trip to Italy by taking into account the average temperature totals by month.
If weather is an important factor for your trip to Italy, use this chart to help with planning. For those seeking warmer temperatures, August is the ideal time of year to visit, when temperatures reach an average of 75.2 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 46.4 F).