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Italy

$178+ 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 4/26. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — NAP
Feb 27 — Mar 61
Fri 2/27
Fri 3/6
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 January 28, 2026.

This Kiwi.com deal was found by Cheapflights users on 1/27. 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 2/81:24 pm
BOS
-
NAP
2 stops18h 41m
Austrian Airlines
Mon 2/162:50 pm
NAP
-
BOS
1 stop29h 15m
Austrian Airlines
Deal found 1/27$343
This Kiwi.com deal was found by Cheapflights users on 1/26. 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 2/248:40 pm
BOS
-
NAP
1 stop14h 45m
Lufthansa
Tue 3/31:15 pm
NAP
-
BOS
1 stop11h 20m
Lufthansa
Deal found 1/26$357
This Kiwi.com deal was found by Cheapflights users on 1/27. 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 3/109:40 pm
BOS
-
NAP
1 stop14h 45m
Lufthansa
Tue 3/171:15 pm
NAP
-
BOS
1 stop11h 20m
Lufthansa
Deal found 1/27$358
This Kiwi.com deal was found by Cheapflights users on 1/26. 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.
Mon 2/2310:10 pm
BOS
-
NAP
1 stop9h 50m
Multiple Airlines
Mon 3/92:50 pm
NAP
-
BOS
1 stop29h 15m
Multiple Airlines
Deal found 1/26$361
This United Airlines deal was found by Cheapflights users on 1/26. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/173:35 pm
BOS
-
NAP
1 stop12h 05m
United Airlines
Thu 8/2711:35 am
NAP
-
BOS
1 stop12h 32m
United Airlines
Deal found 1/26$363
This Kiwi.com deal was found by Cheapflights users on 1/26. 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 2/226:25 pm
BOS
-
NAP
1 stop13h 40m
Multiple Airlines
Wed 3/49:50 am
NAP
-
BOS
1 stop16h 30m
Multiple Airlines
Deal found 1/26$366
This Kiwi.com deal was found by Cheapflights users on 1/26. 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 3/247:25 pm
BOS
-
NAP
1 stop13h 40m
Multiple Airlines
Tue 3/317:30 pm
NAP
-
BOS
1 stop25h 40m
Multiple Airlines
Deal found 1/26$368
This Kiwi.com deal was found by Cheapflights users on 1/26. 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.
Mon 3/169:40 pm
BOS
-
BLQ
1 stop14h 25m
Lufthansa
Fri 3/276:40 am
BLQ
-
BOS
1 stop12h 30m
Lufthansa
Deal found 1/26$369
This Mytrip deal was found by Cheapflights users on 1/26. 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.
Mon 8/178:05 pm
BOS
-
NAP
1 stop10h 10m
Multiple Airlines
Thu 8/2711:35 am
NAP
-
BOS
2 stops17h 03m
Multiple Airlines
Deal found 1/26$369
This Kiwi.com deal was found by Cheapflights users on 1/27. 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 3/107:25 pm
BOS
-
NAP
2 stops17h 00m
Multiple Airlines
Tue 3/171:15 pm
NAP
-
BOS
1 stop11h 20m
Multiple Airlines
Deal found 1/27$370
This Kiwi.com deal was found by Cheapflights users on 1/26. 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.
Mon 2/2310:10 pm
BOS
-
NAP
1 stop9h 50m
SWISS
Wed 3/49:50 am
NAP
-
BOS
1 stop16h 30m
SWISS
Deal found 1/26$371
This Air Canada deal was found by Cheapflights users on 1/27. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/179:35 am
BOS
-
NAP
2 stops18h 05m
Air Canada
Thu 8/2711:35 am
NAP
-
BOS
2 stops34h 33m
Air Canada
Deal found 1/27$372

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 January 28, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$343
(Kiwi.com)

One-way from

$178
(oojo)

Popular in

June

Cheapest in

February

Average price

$594

Good round-trip deal

$619 or less

Good one-way deal

$468 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. 15% potential increase in price ($127 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 January 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 January 28, 2026.
Use the filters below to find and compare flights from Massachusetts to Italy that are best for you.

Fly from

Massachusetts

Fly to

Italy

Route

Depart

Return

Price

BostonBologna

BOS - BLQ

BOSBLQ

Boston Logan Intl

Tue 3/17

10:50 pm-2:10 pm

1 stop10h 20m

Bologna Guglielmo Marconi

Wed 3/25

3:00 pm-9:20 pm

1 stop11h 20m

$377

BostonBologna

BOS - BLQ

BOSBLQ

Boston Logan Intl

Tue 3/17

10:50 pm-2:10 pm

1 stop10h 20m

Bologna Guglielmo Marconi

Wed 3/25

6:00 am-11:57 pm

2 stops22h 57m

$391

BostonVenice

BOS - VCE

BOSVCE

Boston Logan Intl

Sun 4/12

4:00 pm-11:20 am

1 stop13h 20m

Venice Marco Polo

Wed 4/22

11:05 am-11:58 pm

1 stop18h 53m

$398

BostonVenice

BOS - VCE

BOSVCE

Boston Logan Intl

Sun 4/19

9:02 am-11:20 am

1 stop20h 18m

Venice Marco Polo

Wed 4/29

11:05 am-11:58 pm

1 stop18h 53m

$398

BostonVenice

BOS - VCE

BOSVCE

Boston Logan Intl

Mon 4/13

2:00 pm-11:20 am

1 stop15h 20m

Venice Marco Polo

Wed 4/22

11:05 am-10:36 pm

1 stop17h 31m

$398

BostonVenice

BOS - VCE

BOSVCE

Boston Logan Intl

Mon 2/23

4:15 pm-2:10 pm

2 stops15h 55m

Venice Marco Polo

Wed 3/4

3:05 pm-8:20 pm

1 stop11h 15m

$400

BostonVenice

BOS - VCE

BOSVCE

Boston Logan Intl

Sun 4/19

3:05 pm-9:55 am

1 stop12h 50m

Venice Marco Polo

Thu 4/30

6:25 am-4:10 pm

1 stop15h 45m

$402

BostonVenice

BOS - VCE

BOSVCE

Boston Logan Intl

Mon 4/13

5:45 am-9:05 am

2 stops21h 20m

Venice Marco Polo

Wed 4/22

11:05 am-6:19 pm

1 stop13h 14m

$403

BostonVenice

BOS - VCE

BOSVCE

Boston Logan Intl

Sun 4/19

9:02 am-11:20 am

1 stop20h 18m

Venice Marco Polo

Thu 4/30

1:20 pm-7:29 am

1 stop24h 09m

$403

BostonBologna

BOS - BLQ

BOSBLQ

Boston Logan Intl

Tue 3/17

1:57 pm-12:40 pm

2 stops17h 43m

Bologna Guglielmo Marconi

Wed 3/25

6:00 am-5:19 pm

2 stops16h 19m

$413

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/27

Showing 1-10 of 60 results
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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

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

Currently, May is the cheapest month in which you can book a flight from Massachusetts to Italy (average of $270). Flying from Massachusetts to Italy in June is currently the most expensive (average of $470). 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 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 SWISS, Delta, and United Airlines fly from Massachusetts to Italy in about 10h 20m. The time it takes to get you to your destination can typically vary by up to 5h 35m. Airlines will cover a distance of 3942 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 $129 and $138 on Spirit Airlines and Delta, 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, May is the cheapest month in which you can book a flight from Massachusetts to Italy (average of $270). Flying from Massachusetts to Italy in June is currently the most expensive (average of $470). 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

Browse thousands of different options on Cheapflights for your next trip

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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 January 28, 2026.
AirlineCheapestAverageFlexibilityOn-time
IcelandairCheapest$222Average$468FlexibilityNo cancel feeOn-time76%
CondorCheapest$237Average$621FlexibilityNo cancel feeOn-time76%
Scandinavian AirlinesCheapest$245Average$527FlexibilityNo cancel feeOn-time77%
LEVELCheapest$249Average$611FlexibilityNo cancel feeOn-timeN/A
TAP AIR PORTUGALCheapest$262Average$660FlexibilityNo cancel feeOn-timeN/A
Azores AirlinesCheapest$274Average$597FlexibilityNo cancel feeOn-time74%
Austrian AirlinesCheapest$323Average$513FlexibilityNo cancel feeOn-time78%
IberiaCheapest$345Average$679FlexibilityNo cancel feeOn-time77%
Air CanadaCheapest$371Average$653FlexibilityNo cancel feeOn-time67%
American AirlinesCheapest$374Average$695FlexibilityNo cancel feeOn-time71%

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