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$183+ 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 11/6. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — NAP
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
1 adult, Economy
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Cheap flight deals from Massachusetts to Italy

Keep the following information in mind while searching for Massachusetts to Italy flight deals. Data was last updated September 11, 2025.

Round-trip from

$346
(Iberia)

One-way from

$183
(Kiwi.com)

Popular in

June

Cheapest in

November

Average price

$768

Good round-trip deal

$528 or less

Good one-way deal

$401 or less
From Massachusetts to Italy
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One-way flight from Massachusetts to Italy
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Highest demand for flights based on searches. 13% potential increase in price ($110 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($19 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Price to beat on a round-trip flight from Massachusetts to Italy.
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Price to beat on a one-way flight from Massachusetts to Italy.
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Find 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 September 11, 2025.

This Iberia deal was found by Cheapflights users on 9/11. 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 Iberia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/184:50 pmBOS - BLQ
1 stop12h 40mIberia
Tue 11/256:50 amBLQ - BOS
1 stop14h 25mIberia
Deal found 9/11$346
This Kiwi.com deal was found by Cheapflights users on 9/10. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/121:30 pmBOS - BLQ
2 stops14h 25mMultiple Airlines
Wed 11/193:00 pmBLQ - BOS
1 stop11h 20mMultiple Airlines
Deal found 9/10$347
This Mytrip deal was found by Cheapflights users on 9/11. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/185:30 amBOS - BLQ
2 stops21h 15mMultiple Airlines
Tue 11/256:00 amBLQ - BOS
2 stops22h 37mMultiple Airlines
Deal found 9/11$357
This Finnair deal was found by Cheapflights users on 9/9. 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 Finnair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/204:30 pmBOS - BLQ
1 stop13h 15mMultiple Airlines
Wed 11/56:50 pmBLQ - BOS
1 stop26h 25mMultiple Airlines
Deal found 9/9$358
This CrystalTravel deal was found by Cheapflights users on 9/10. 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 CrystalTravel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/125:20 pmBOS - BLQ
1 stop16h 10mITA Airways
Wed 11/196:25 amBLQ - BOS
1 stop13h 20mITA Airways
Deal found 9/10$362
This American Airlines deal was found by Cheapflights users on 9/11. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/183:47 pmBOS - BLQ
2 stops14h 08mAmerican Airlines
Tue 11/256:50 amBLQ - BOS
2 stops17h 57mAmerican Airlines
Deal found 9/11$367
This FlightHub deal was found by Cheapflights users on 9/10. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/265:20 pmBOS - BLQ
1 stop11h 00mITA Airways
Tue 12/911:05 amBLQ - BOS
1 stop32h 40mITA Airways
Deal found 9/10$369
This Booking.com deal was found by Cheapflights users on 9/10. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/129:35 pmBOS - BLQ
1 stop19h 15mBritish Airways
Mon 11/178:15 pmBLQ - BOS
1 stop24h 05mBritish Airways
Deal found 9/10$380
This oojo deal was found by Cheapflights users on 9/9. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/266:55 pmBOS - BLQ
1 stop21h 55mBritish Airways
Tue 12/912:30 pmBLQ - BOS
1 stop13h 15mBritish Airways
Deal found 9/9$381
This FlightHub deal was found by Cheapflights users on 9/10. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/39:50 pmBOS - BLQ
1 stop10h 20mSWISS
Wed 11/123:00 pmBLQ - BOS
1 stop11h 20mSWISS
Deal found 9/10$382
This Booking.com deal was found by Cheapflights users on 9/10. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/15:10 pmBOS - FCO
1 stop11h 30mAer Lingus
Sat 12/1311:20 amFCO - BOS
1 stop13h 35mAer Lingus
Deal found 9/10$409
This CheapOair deal was found by Cheapflights users on 9/10. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/124:00 pmBOS - FCO
1 stop18h 55mCondor
Mon 9/228:20 amFCO - BOS
1 stop11h 35mCondor
Deal found 9/10$410

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 September 11, 2025.
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

Wed 11/19

6:55 pm-11:40 am

1 stop10h 45m

Bologna Guglielmo Marconi

Thu 11/27

12:40 pm-7:45 pm

1 stop13h 05m

$382

BostonBologna

BOS - BLQ

BOSBLQ

Boston Logan Intl

Tue 9/30

4:30 pm-11:45 am

1 stop13h 15m

Bologna Guglielmo Marconi

Tue 10/14

8:55 am-9:15 pm

1 stop18h 20m

$393

BostonBologna

BOS - BLQ

BOSBLQ

Boston Logan Intl

Wed 11/26

6:00 am-11:40 am

2 stops23h 40m

Bologna Guglielmo Marconi

Tue 12/9

12:30 pm-7:45 pm

1 stop13h 15m

$394

BostonBologna

BOS - BLQ

BOSBLQ

Boston Logan Intl

Wed 11/26

4:20 pm-5:05 pm

2 stops18h 45m

Bologna Guglielmo Marconi

Tue 12/9

6:00 am-6:35 pm

1 stop18h 35m

$395

BostonBologna

BOS - BLQ

BOSBLQ

Boston Logan Intl

Wed 11/19

11:59 am-12:40 pm

2 stops18h 41m

Bologna Guglielmo Marconi

Thu 11/27

1:20 pm-6:35 pm

1 stop11h 15m

$395

BostonBologna

BOS - BLQ

BOSBLQ

Boston Logan Intl

Sun 10/26

7:25 pm-6:55 pm

1 stop18h 30m

Bologna Guglielmo Marconi

Sun 11/2

5:25 am-1:25 pm

1 stop13h 00m

$397

BostonBologna

BOS - BLQ

BOSBLQ

Boston Logan Intl

Mon 10/20

4:45 pm-6:05 pm

2 stops19h 20m

Bologna Guglielmo Marconi

Wed 11/5

9:50 am-7:12 pm

2 stops15h 22m

$397

BostonBologna

BOS - BLQ

BOSBLQ

Boston Logan Intl

Wed 11/12

10:25 am-12:40 pm

3 stops20h 15m

Bologna Guglielmo Marconi

Wed 11/19

6:00 am-3:17 pm

2 stops15h 17m

$406

BostonBologna

BOS - BLQ

BOSBLQ

Boston Logan Intl

Tue 11/18

10:25 am-12:40 pm

3 stops20h 15m

Bologna Guglielmo Marconi

Tue 11/25

1:20 pm-9:30 am

2 stops26h 10m

$406

BostonBologna

BOS - BLQ

BOSBLQ

Boston Logan Intl

Wed 11/19

7:30 am-5:50 pm

1 stop28h 20m

Bologna Guglielmo Marconi

Fri 11/28

1:45 pm-7:45 pm

1 stop12h 00m

$407

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/9

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, January is the cheapest month in which you can book a flight from Massachusetts to Italy (average of $703). Flying from Massachusetts 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.

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 September 11, 2025.

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 British Airways, Iberia, and United Airlines fly from Massachusetts to Italy in about 10h 45m. The time it takes to get you to your destination can typically vary by up to 8h. 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 LEVEL. According to our data, you can fly for as low as $217. Users have also found prices from $250 and $266 on TAP AIR PORTUGAL and ITA Airways, 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, January is the cheapest month in which you can book a flight from Massachusetts to Italy (average of $703). Flying from Massachusetts 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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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 September 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
CondorCheapest$237Average$561FlexibilityNo cancel feeOn-time76%
Scandinavian AirlinesCheapest$245Average$524FlexibilityNo cancel feeOn-time77%
Azores AirlinesCheapest$277Average$582FlexibilityNo cancel feeOn-time74%
VuelingCheapest$286Average$649FlexibilityNo cancel feeOn-time88%
LEVELCheapest$294Average$562FlexibilityNo cancel feeOn-timeN/A
TAP AIR PORTUGALCheapest$294Average$731FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$361Average$746FlexibilityNo cancel feeOn-time71%
IcelandairCheapest$375Average$576FlexibilityNo cancel feeOn-time76%
IberiaCheapest$379Average$704FlexibilityNo cancel feeOn-time77%
SWISSCheapest$386Average$741FlexibilityNo cancel feeOn-time79%

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