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$224+ Cheap flights from Massachusetts 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 7/20. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — NAP
Jun 18 — Jun 251
Thu 6/18
Thu 6/25
1 adult, Economy
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Cheap flight deals from Massachusetts to Italy

Cheapest flights from Massachusetts to Italy
Explore the most affordable flight options available from Massachusetts to Italy. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 19, 2026.

This Kiwi.com deal was found by Cheapflights users on 5/15. 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 7/911:35 pm
BOS
-
BGY
1 stop19h 35m
Multiple Airlines
Thu 8/2712:55 pm
BGY
-
BOS
1 stop14h 50m
Multiple Airlines
Deal found 5/15$469
This Kiwi.com deal was found by Cheapflights users on 5/15. 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.
Wed 7/810:55 pm
BOS
-
BGY
1 stop12h 00m
Multiple Airlines
Thu 8/2712:55 pm
BGY
-
BOS
1 stop14h 50m
Multiple Airlines
Deal found 5/15$473
This Kiwi.com deal was found by Cheapflights users on 5/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/911:35 pm
BOS
-
BGY
1 stop19h 35m
Multiple Airlines
Tue 9/111:30 pm
BGY
-
BOS
1 stop27h 35m
Multiple Airlines
Deal found 5/14$478
This Kiwi.com deal was found by Cheapflights users on 5/17. 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.
Thu 9/1010:55 pm
BOS
-
BGY
1 stop29h 15m
Multiple Airlines
Tue 9/2211:30 pm
BGY
-
BOS
1 stop27h 35m
Multiple Airlines
Deal found 5/17$483
This Kiwi.com deal was found by Cheapflights users on 5/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/2210:55 pm
BOS
-
BGY
1 stop12h 00m
Multiple Airlines
Tue 9/111:30 pm
BGY
-
BOS
1 stop27h 35m
Multiple Airlines
Deal found 5/14$484
This Kiwi.com deal was found by Cheapflights users on 5/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/1311:35 pm
BOS
-
BGY
1 stop19h 35m
Multiple Airlines
Tue 8/1811:30 pm
BGY
-
BOS
1 stop27h 35m
Multiple Airlines
Deal found 5/14$487
This Kiwi.com deal was found by Cheapflights users on 5/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/911:35 pm
BOS
-
BGY
1 stop19h 35m
Multiple Airlines
Thu 9/312:55 pm
BGY
-
BOS
1 stop14h 10m
Multiple Airlines
Deal found 5/14$488
This Kiwi.com deal was found by Cheapflights users on 5/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/1210:55 pm
BOS
-
BGY
2 stops18h 55m
Multiple Airlines
Tue 8/1811:30 pm
BGY
-
BOS
1 stop27h 35m
Multiple Airlines
Deal found 5/14$490
This Kiwi.com deal was found by Cheapflights users on 5/15. 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.
Sun 7/511:35 pm
BOS
-
BGY
1 stop18h 40m
Multiple Airlines
Thu 8/2712:55 pm
BGY
-
BOS
1 stop14h 50m
Multiple Airlines
Deal found 5/15$491
This Kiwi.com deal was found by Cheapflights users on 5/15. 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.
Wed 9/1610:55 pm
BOS
-
PMO
1 stop12h 40m
Multiple Airlines
Wed 9/236:15 am
PMO
-
BOS
2 stops20h 50m
Multiple Airlines
Deal found 5/15$493
This Kiwi.com deal was found by Cheapflights users on 5/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/2210:55 pm
BOS
-
BGY
1 stop12h 00m
Multiple Airlines
Thu 9/312:55 pm
BGY
-
BOS
1 stop14h 10m
Multiple Airlines
Deal found 5/14$494
This Kiwi.com deal was found by Cheapflights users on 5/17. 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.
Sun 10/411:35 pm
BOS
-
BGY
1 stop28h 20m
Multiple Airlines
Tue 10/1311:30 pm
BGY
-
BOS
1 stop27h 35m
Multiple Airlines
Deal found 5/17$496

Find flight deals from Massachusetts to Italy

Keep the following information in mind while searching for Massachusetts to Italy flight deals. Data was last updated May 19, 2026.

Most accurate provider

Ovago
3 stars

Most trusted provider

Ovago
3 stars

Round-trip from

$469
(Kiwi.com)

One-way from

$224
(Mytrip)

Popular in

June

Cheapest in

February

Average price

$711

Good round-trip deal

$767 or less

Good one-way deal

$424 or less
Provider with most accurate pricing for Boston Logan Intl-Rome (ROM) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Boston Logan Intl-Rome (ROM) flights.
Search Deals
From Massachusetts to Italy
Search Deals
One-way flight from Massachusetts to Italy
Search Deals
Highest demand for flights based on searches. 14% potential increase in price ($114 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($22 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 2026
Search Deals
Price to beat on a round-trip flight from Massachusetts to Italy.
Search Deals
Price to beat on a one-way flight from Massachusetts to Italy.
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Massachusetts 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 May 19, 2026.
Use the filters below to find and compare flights from Massachusetts to Italy that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

BostonNaples

BOS - NAP

BOSNAP

Boston Logan Intl

Thu 10/1

10:55 pm-9:20 am

1 stop28h 25m

Naples

Sat 10/10

9:55 pm-9:45 pm

1 stop29h 50m

$660

BostonVenice

BOS - VCE

BOSVCE

Boston Logan Intl

Thu 8/13

11:00 am-9:10 am

2 stops16h 10m

Venice Marco Polo

Thu 8/27

12:20 pm-5:52 pm

2 stops35h 32m

$667

BostonVenice

BOS - VCE

BOSVCE

Boston Logan Intl

Sun 8/9

5:45 am-9:05 am

2 stops21h 20m

Venice Marco Polo

Sat 8/22

12:20 pm-12:43 pm

2 stops30h 23m

$668

BostonNaples

BOS - NAP

BOSNAP

Boston Logan Intl

Wed 7/8

10:40 am-9:40 am

1 stop17h 00m

Naples

Thu 9/10

11:25 am-9:53 am

2 stops28h 28m

$670

BostonNaples

BOS - NAP

BOSNAP

Boston Logan Intl

Sun 8/16

6:50 pm-9:40 am

1 stop32h 50m

Naples

Sun 8/23

11:25 am-6:07 pm

1 stop12h 42m

$673

BostonRome

BOS - FCO

BOSFCO

Boston Logan Intl

Mon 10/26

9:05 am-11:20 am

1 stop21h 15m

Rome Fiumicino

Thu 11/5

10:55 am-2:31 pm

Nonstop9h 36m

$692

BostonRome

BOS - FCO

BOSFCO

Boston Logan Intl

Wed 7/29

4:50 pm-6:50 am

Nonstop8h 00m

Rome Fiumicino

Fri 8/21

2:45 pm-11:58 pm

1 stop15h 13m

$698

BostonPalermo

BOS - PMO

BOSPMO

Boston Logan Intl

Mon 9/28

9:50 pm-6:35 pm

1 stop14h 45m

Palermo Punta Raisi

Wed 10/7

7:35 pm-7:55 pm

1 stop30h 20m

$711

BostonRome

BOS - FCO

BOSFCO

Boston Logan Intl

Tue 10/6

1:10 pm-7:55 am

1 stop12h 45m

Rome Fiumicino

Wed 10/14

1:10 pm-4:43 pm

Nonstop9h 33m

$712

BostonPalermo

BOS - PMO

BOSPMO

Boston Logan Intl

Tue 7/21

9:45 pm-3:00 pm

1 stop11h 15m

Palermo Punta Raisi

Wed 9/9

3:10 pm-4:41 pm

1 stop31h 31m

$720

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/14

Showing 1-10 of 60 resultsSorted by cheapest first
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Best time to book a flight from Massachusetts to Italy

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

How far ahead should I book a flight from Massachusetts to Italy?

The best time to book flights from Massachusetts to Italy is 4 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

What is the cheapest month to book a flight from Massachusetts to Italy?

Currently, February is the cheapest month in which you can book a flight from Massachusetts to Italy (average of $499). Flying from Massachusetts to Italy in June is currently the most expensive (average of $913). 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.

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

Find hourly flight availability from Massachusetts 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 May 19, 2026.

When flying from Massachusetts to Italy, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Related info for your journey

Find useful and relevant information for your journey from Massachusetts 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 Massachusetts to Italy?

    Airlines like LEVEL, United Airlines, and Delta fly from Massachusetts to Italy in about 16h 10m. The time it takes to get you to your destination can typically vary by up to 12h 15m. Airlines will cover a distance of 3954 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

    For one-way options, check prices for American Airlines. According to our data, you can fly for as low as $128. Users have also found prices from $138 and $205 on Delta and United Airlines, respectively.

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

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

  • How can I find direct flights from Massachusetts to Italy?

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

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

    Yes. Cheapflights offers flight deals from Massachusetts 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 Massachusetts to Italy?

    Currently, February is the cheapest month in which you can book a flight from Massachusetts to Italy (average of $499). Flying from Massachusetts to Italy in June is currently the most expensive (average of $913). 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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Alternative routes for Massachusetts to Italy

See prices for flight routes from nearby airports that may be better suited for you.
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Top 10 airlines flying from Massachusetts to Italy

Discover the top 10 airlines that operate flights from Massachusetts to Italy. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated May 19, 2026.
AirlineCheapestAverageFlexibilityOn-time
LEVELCheapest$217Average$503FlexibilityNo cancel feeOn-timeN/A
IcelandairCheapest$222Average$535FlexibilityNo cancel feeOn-time76%
TAP AIR PORTUGALCheapest$302Average$659FlexibilityNo cancel feeOn-timeN/A
Austrian AirlinesCheapest$323Average$513FlexibilityNo cancel feeOn-time78%
CondorCheapest$332Average$694FlexibilityNo cancel feeOn-time76%
Air CanadaCheapest$332Average$699FlexibilityNo cancel feeOn-time67%
IberiaCheapest$348Average$655FlexibilityNo cancel feeOn-time77%
SWISSCheapest$350Average$677FlexibilityNo cancel feeOn-time79%
American AirlinesCheapest$361Average$633FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$378Average$689FlexibilityNo cancel feeOn-time69%

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