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Italy

$255+ 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 9/27. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — NAP
Jul 31 — Aug 71
Fri 7/31
Fri 8/7
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 July 1, 2026.

This Kiwi.com deal was found by Cheapflights users on 6/29. 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 9/2711:35 pm
BOS
-
BGY
2 stops16h 00m
Multiple Airlines
Wed 10/76:05 pm
BGY
-
BOS
1 stop33h 00m
Multiple Airlines
Deal found 6/29$490
This Mytrip deal was found by Cheapflights users on 6/27. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/115:40 pm
BOS
-
BGY
2 stops18h 50m
Multiple Airlines
Sun 10/189:45 pm
BGY
-
BOS
2 stops23h 50m
Multiple Airlines
Deal found 6/27$524
This Iberia deal was found by Cheapflights users on 6/29. 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.
Sun 10/1811:35 pm
BOS
-
CTA
1 stop16h 50m
Iberia
Wed 10/212:25 pm
CTA
-
BOS
1 stop12h 40m
Iberia
Deal found 6/29$536
This Mytrip deal was found by Cheapflights users on 7/1. 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 9/225:40 pm
BOS
-
BGY
2 stops24h 45m
Multiple Airlines
Tue 9/296:00 am
BGY
-
BOS
2 stops15h 35m
Multiple Airlines
Deal found 7/1$536
This Mytrip deal was found by Cheapflights users on 6/30. 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.
Fri 10/95:40 pm
BOS
-
BGY
2 stops23h 15m
Multiple Airlines
Sat 10/175:05 pm
BGY
-
BOS
2 stops28h 30m
Multiple Airlines
Deal found 6/30$547
This oojo deal was found by Cheapflights users on 7/1. 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.
Sat 8/224:45 pm
BOS
-
VCE
1 stop17h 00m
Condor
Thu 9/37:40 am
VCE
-
BOS
1 stop13h 05m
Condor
Deal found 7/1$560
This Mytrip deal was found by Cheapflights users on 6/28. 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.
Wed 10/145:50 pm
BOS
-
BGY
3 stops19h 40m
Multiple Airlines
Wed 10/216:35 pm
BGY
-
BOS
2 stops27h 00m
Multiple Airlines
Deal found 6/28$564
This Kiwi.com deal was found by Cheapflights users on 6/29. 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 10/1410:55 pm
BOS
-
BGY
1 stop12h 00m
Multiple Airlines
Thu 10/2212:55 pm
BGY
-
BOS
1 stop14h 10m
Multiple Airlines
Deal found 6/29$565
This Kiwi.com deal was found by Cheapflights users on 6/29. 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 9/910:55 pm
BOS
-
BGY
1 stop12h 00m
Multiple Airlines
Thu 9/1712:55 pm
BGY
-
BOS
1 stop14h 10m
Multiple Airlines
Deal found 6/29$570
This Iberia deal was found by Cheapflights users on 6/30. 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.
Wed 9/1610:55 pm
BOS
-
VCE
1 stop16h 50m
Iberia
Wed 9/309:10 am
VCE
-
BOS
1 stop17h 55m
Iberia
Deal found 6/30$575
This FlightHub deal was found by Cheapflights users on 7/1. 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.
Fri 8/284:45 pm
BOS
-
VCE
1 stop11h 40m
Condor
Tue 9/88:20 am
VCE
-
BOS
1 stop12h 25m
Condor
Deal found 7/1$577
This Mytrip deal was found by Cheapflights users on 6/30. 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 8/175:45 am
BOS
-
BGY
2 stops34h 30m
Multiple Airlines
Mon 8/318:55 pm
BGY
-
BOS
2 stops27h 12m
Multiple Airlines
Deal found 6/30$578

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 July 1, 2026.

Most accurate provider

Ovago
3 stars

Most trusted provider

Ovago
3 stars

Round-trip from

$490
(Kiwi.com)

One-way from

$255
(Kiwi.com)

Popular in

June

Cheapest in

February

Average price

$843

Good round-trip deal

$802 or less

Good one-way deal

$459 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. 20% potential increase in price ($171 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($28 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 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 July 1, 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

BostonBergamo

BOS - BGY

BOSBGY

Boston Logan Intl

Wed 10/14

5:50 pm-7:30 pm

3 stops19h 40m

Bergamo Orio Al Serio

Wed 10/21

6:35 pm-3:35 pm

2 stops27h 00m

$564

BostonCatania

BOS - CTA

BOSCTA

Boston Logan Intl

Wed 10/14

9:50 pm-6:25 pm

1 stop14h 35m

Catania Fontanarossa

Wed 10/21

9:25 am-7:55 pm

1 stop16h 30m

$650

BostonCatania

BOS - CTA

BOSCTA

Boston Logan Intl

Fri 8/14

6:50 pm-7:40 am

1 stop30h 50m

Catania Fontanarossa

Wed 8/26

10:40 am-9:48 am

2 stops29h 08m

$656

BostonVenice

BOS - VCE

BOSVCE

Boston Logan Intl

Tue 10/6

9:50 pm-8:20 am

1 stop28h 30m

Venice Marco Polo

Tue 10/27

2:50 pm-7:05 pm

1 stop33h 15m

$656

BostonVenice

BOS - VCE

BOSVCE

Boston Logan Intl

Tue 11/24

8:00 pm-6:50 pm

1 stop16h 50m

Venice Marco Polo

Tue 12/1

7:50 pm-6:05 pm

1 stop28h 15m

$656

BostonVenice

BOS - VCE

BOSVCE

Boston Logan Intl

Wed 10/7

9:50 pm-8:20 am

1 stop28h 30m

Venice Marco Polo

Wed 10/21

8:00 pm-7:55 pm

1 stop29h 55m

$656

BostonBergamo

BOS - BGY

BOSBGY

Boston Logan Intl

Tue 8/25

9:15 pm-9:45 pm

1 stop18h 30m

Bergamo Orio Al Serio

Tue 9/1

11:30 pm-9:05 pm

1 stop27h 35m

$660

BostonVenice

BOS - VCE

BOSVCE

Boston Logan Intl

Sun 8/30

11:00 pm-6:20 pm

2 stops37h 20m

Venice Marco Polo

Tue 9/22

7:15 pm-8:20 pm

2 stops31h 05m

$665

BostonBergamo

BOS - BGY

BOSBGY

Boston Logan Intl

Wed 9/2

4:45 pm-8:00 pm

2 stops21h 15m

Bergamo Orio Al Serio

Wed 9/9

10:25 pm-2:45 pm

2 stops22h 20m

$673

BostonCatania

BOS - CTA

BOSCTA

Boston Logan Intl

Fri 10/23

1:35 pm-7:55 am

1 stop12h 20m

Catania Fontanarossa

Tue 3/16

9:55 am-10:26 pm

1 stop17h 31m

$677

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/29

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

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 $502). Flying from Massachusetts to Italy in June is currently the most expensive (average of $964). 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 July 1, 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.

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.

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 Turkish Airlines, United Airlines, and Delta fly from Massachusetts to Italy in about 12h 20m. The time it takes to get you to your destination can typically vary by up to 18h 30m. Airlines will cover a distance of 4367 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 $157. Users have also found prices from $160 and $167 on Icelandair and TAP AIR PORTUGAL, 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 $502). Flying from Massachusetts to Italy in June is currently the most expensive (average of $964). 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 July 1, 2026.
AirlineCheapestAverageFlexibilityOn-time
TAP AIR PORTUGALCheapest$302Average$673FlexibilityNo cancel feeOn-timeN/A
Austrian AirlinesCheapest$323Average$513FlexibilityNo cancel feeOn-time78%
CondorCheapest$332Average$716FlexibilityNo cancel feeOn-time76%
Air CanadaCheapest$332Average$721FlexibilityNo cancel feeOn-time67%
IberiaCheapest$348Average$650FlexibilityNo cancel feeOn-time77%
SWISSCheapest$350Average$697FlexibilityNo cancel feeOn-time79%
American AirlinesCheapest$361Average$658FlexibilityNo cancel feeOn-time71%
IcelandairCheapest$372Average$575FlexibilityNo cancel feeOn-time76%
ITA AirwaysCheapest$377Average$678FlexibilityNo cancel feeOn-time81%
United AirlinesCheapest$378Average$763FlexibilityNo cancel feeOn-time69%

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