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Italy

$408+ Cheap flights from Westchester County 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 10/14. Fares are subject to change and may not be available on all flights or dates of travel.
HPN — NAP
Oct 16 — Oct 231
Thu 10/16
Thu 10/23
1 adult, Economy
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Cheap flight deals from Westchester County to Italy

Keep the following information in mind while searching for Westchester County to Italy flight deals. Data was last updated September 16, 2025.

Round-trip from

$522
(American Airlines)

One-way from

$408
(Delta)

Popular in

June

Cheapest in

November

Average price

$598
From Westchester County to Italy
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One-way flight from Westchester County to Italy
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Highest demand for flights based on searches. 15% potential increase in price ($122 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($20 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 Westchester County to Italy

Cheapest flights from Westchester County to Italy
Explore the most affordable flight options available from Westchester County to Italy. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 16, 2025.

This American Airlines deal was found by Cheapflights users on 9/14. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/296:30 amHPN - MXP
2 stops20h 35mAmerican Airlines
Wed 11/511:20 amMXP - HPN
2 stops17h 10mAmerican Airlines
Deal found 9/14$522
This American Airlines deal was found by Cheapflights users on 9/14. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/296:55 pmHPN - LIN
2 stops17h 50mAmerican Airlines
Wed 11/511:25 amLIN - HPN
2 stops16h 34mAmerican Airlines
Deal found 9/14$525
This American Airlines deal was found by Cheapflights users on 9/14. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/296:55 pmHPN - FCO
2 stops19h 25mAmerican Airlines
Wed 11/512:20 pmFCO - HPN
2 stops17h 09mAmerican Airlines
Deal found 9/14$562
This KLM deal was found by Cheapflights users on 9/14. 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 KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/296:00 amHPN - MXP
1 stop21h 05mMultiple Airlines
Wed 11/56:55 amMXP - HPN
2 stops21h 14mMultiple Airlines
Deal found 9/14$585
This Delta deal was found by Cheapflights users on 9/14. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/310:27 amHPN - MXP
1 stop16h 38mDelta
Sun 12/76:55 amMXP - HPN
2 stops32h 49mDelta
Deal found 9/14$635
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/2912:45 pmHPN - MXP
1 stop14h 40mDelta
Wed 10/811:40 amMXP - HPN
1 stop16h 29mDelta
Deal found 9/16$643
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/14:29 pmHPN - MXP
1 stop34h 56mDelta
Fri 10/1011:40 amMXP - HPN
1 stop16h 29mDelta
Deal found 9/16$652
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/21:35 pmHPN - LIN
2 stops17h 50mAmerican Airlines
Tue 10/77:25 amLIN - HPN
2 stops19h 04mAmerican Airlines
Deal found 9/16$653
This Delta deal was found by Cheapflights users on 9/14. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/56:41 pmHPN - LIN
2 stops18h 54mDelta
Tue 12/96:30 amLIN - HPN
2 stops21h 38mDelta
Deal found 9/14$658
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/3012:45 pmHPN - FCO
1 stop15h 45mDelta
Thu 11/66:10 amFCO - HPN
2 stops21h 59mDelta
Deal found 9/15$661
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/305:20 pmHPN - MXP
2 stops14h 35mDelta
Thu 10/911:40 amMXP - HPN
1 stop28h 04mDelta
Deal found 9/16$662
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/3012:45 pmHPN - FLR
2 stops22h 35mDelta
Thu 11/66:50 amFLR - HPN
2 stops21h 19mDelta
Deal found 9/15$680

Cheapflights Fare Finder

 
Customize your flight search to find flights from Westchester County 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 September 16, 2025.
Use the filters below to find and compare flights from Westchester County to Italy that are best for you.

Fly from

Westchester County

Fly to

Italy

Route

Depart

Return

Price

White PlainsMilan

HPN - LIN

HPNLIN

White Plains Westchester County

Wed 2/18

4:17 pm-2:30 pm

2 stops16h 13m

Milan Linate

Wed 2/25

11:25 am-10:28 pm

2 stops17h 03m

$525

White PlainsMilan

HPN - LIN

HPNLIN

White Plains Westchester County

Wed 10/29

6:55 pm-5:45 pm

2 stops17h 50m

Milan Linate

Wed 11/5

11:25 am-9:59 pm

2 stops16h 34m

$525

White PlainsMilan

HPN - MXP

HPNMXP

White Plains Westchester County

Wed 2/18

4:19 pm-11:20 am

1 stop13h 01m

Milan Malpensa

Wed 2/25

6:55 am-9:36 pm

2 stops20h 41m

$585

White PlainsMilan

HPN - MXP

HPNMXP

White Plains Westchester County

Wed 10/29

6:00 am-8:05 am

1 stop21h 05m

Milan Malpensa

Wed 11/5

6:55 am-10:09 pm

2 stops21h 14m

$585

White PlainsMilan

HPN - MXP

HPNMXP

White Plains Westchester County

Wed 12/3

6:00 am-9:05 am

1 stop21h 05m

Milan Malpensa

Sun 12/7

6:55 am-9:44 am

2 stops32h 49m

$635

White PlainsMilan

HPN - MXP

HPNMXP

White Plains Westchester County

Tue 9/30

12:45 pm-9:25 am

1 stop14h 40m

Milan Malpensa

Tue 10/7

11:40 am-11:59 am

2 stops30h 19m

$643

White PlainsMilan

HPN - MXP

HPNMXP

White Plains Westchester County

Tue 9/30

12:45 pm-9:25 am

1 stop14h 40m

Milan Malpensa

Fri 10/10

11:40 am-10:09 pm

1 stop16h 29m

$643

White PlainsMilan

HPN - MXP

HPNMXP

White Plains Westchester County

Mon 9/29

12:45 pm-9:25 am

1 stop14h 40m

Milan Malpensa

Tue 10/7

11:40 am-10:09 pm

1 stop16h 29m

$643

White PlainsMilan

HPN - MXP

HPNMXP

White Plains Westchester County

Mon 9/29

12:45 pm-9:25 am

1 stop14h 40m

Milan Malpensa

Wed 10/8

11:40 am-11:59 am

2 stops30h 19m

$643

White PlainsMilan

HPN - LIN

HPNLIN

White Plains Westchester County

Fri 12/5

12:44 pm-11:15 am

2 stops16h 31m

Milan Linate

Tue 12/9

6:30 am-6:00 pm

2 stops17h 30m

$658

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/16

Showing 1-10 of 60 results
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Best time to book a flight from Westchester County to Italy

Have a flexible travel schedule? Discover the best time to fly to Italy from Westchester County 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 Westchester County to Italy

What is the cheapest time of day to fly from REU to IT?

Find hourly flight availability from Westchester County to Italy. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 16, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Westchester County to Italy as you normally would.

Related info for your journey

Find useful and relevant information for your journey from Westchester County to Italy. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Westchester County to Italy?

    A quick flight from Westchester County to Italy can take about 13h 01m. American Airlines provides one of the quickest options available for as low as $585. Airlines will cover a distance of 3962 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest airlines to fly from Westchester County to Italy one-way?

    The cheapest airline one-way is Delta, with whom users have recently found tickets for as low as $408. However, be on the lookout for offers from American Airlines and KLM, as they are both options that can get you from Westchester County to Italy for a low price.

  • Can I find deals for flights from Westchester County to Italy that include hotel bookings?

    Yes. In addition to deals on Westchester County to Italy flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Westchester County to Italy?

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

  • Can I find deals for business class flights from Westchester County to Italy?

    Yes. Cheapflights offers flight deals from Westchester County to Italy 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 Westchester County to Italy?

    Currently, January is the cheapest month in which you can book a flight from Westchester County to Italy (average of $703). Flying from Westchester County to Italy in June is currently the most expensive (average of $1,202). 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

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