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Italy

$235+ 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 4/27. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — NAP
Apr 30 — May 71
Thu 4/30
Thu 5/7
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 March 31, 2026.

This Kiwi.com deal was found by Cheapflights users on 3/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/148:05 pm
BOS
-
PMO
1 stop15h 15m
Lufthansa
Tue 4/2111:50 am
PMO
-
BOS
2 stops18h 09m
Lufthansa
Deal found 3/28$389
This Kiwi.com deal was found by Cheapflights users on 3/30. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/148:05 pm
BOS
-
PMO
1 stop15h 15m
Multiple Airlines
Tue 4/219:40 am
PMO
-
BOS
1 stop34h 10m
Multiple Airlines
Deal found 3/30$394
This Kiwi.com deal was found by Cheapflights users on 3/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/208:05 pm
BOS
-
PMO
1 stop15h 15m
Multiple Airlines
Tue 4/289:40 am
PMO
-
BOS
1 stop34h 10m
Multiple Airlines
Deal found 3/28$396
This Kiwi.com deal was found by Cheapflights users on 3/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/228:05 pm
BOS
-
PMO
1 stop15h 15m
Multiple Airlines
Thu 4/308:10 pm
PMO
-
BOS
1 stop23h 40m
Multiple Airlines
Deal found 3/28$397
This Kiwi.com deal was found by Cheapflights users on 3/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/55:20 pm
BOS
-
PMO
1 stop9h 40m
Multiple Airlines
Tue 4/219:40 am
PMO
-
BOS
1 stop34h 10m
Multiple Airlines
Deal found 3/28$403
This Kiwi.com deal was found by Cheapflights users on 3/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/225:20 pm
BOS
-
PMO
1 stop9h 40m
SWISS
Wed 4/299:45 am
PMO
-
BOS
1 stop11h 25m
SWISS
Deal found 3/28$406
This Kiwi.com deal was found by Cheapflights users on 3/29. 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 4/225:20 pm
BOS
-
PMO
1 stop9h 40m
Multiple Airlines
Wed 4/2911:50 am
PMO
-
BOS
1 stop11h 50m
Multiple Airlines
Deal found 3/29$407
This Kiwi.com deal was found by Cheapflights users on 3/29. 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 4/228:05 pm
BOS
-
PMO
1 stop15h 15m
Lufthansa
Mon 4/276:10 pm
PMO
-
BOS
1 stop29h 30m
Lufthansa
Deal found 3/29$409
This eDestinos deal was found by Cheapflights users on 3/26. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/69:50 pm
BOS
-
MXP
1 stop13h 55m
Turkish Airlines
Tue 10/1310:40 am
MXP
-
BOS
1 stop15h 15m
Turkish Airlines
Deal found 3/26$501
This Booking.com deal was found by Cheapflights users on 3/27. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/25:25 pm
BOS
-
NAP
1 stop11h 15m
Aer Lingus
Fri 10/911:40 am
NAP
-
BOS
1 stop13h 10m
Aer Lingus
Deal found 3/27$511
This oojo deal was found by Cheapflights users on 3/27. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/268:50 pm
BOS
-
VCE
1 stop12h 10m
Icelandair
Tue 10/64:10 pm
VCE
-
BOS
1 stop11h 35m
Icelandair
Deal found 3/27$512
This Vliegwinkel deal was found by Cheapflights users on 3/30. 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 Vliegwinkel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/276:05 pm
BOS
-
FLR
1 stop10h 55m
TAP AIR PORTUGAL
Tue 5/1211:50 am
FLR
-
BOS
1 stop32h 55m
TAP AIR PORTUGAL
Deal found 3/30$512

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 March 31, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$389
(Kiwi.com)

One-way from

$235
(Kiwi.com)

Popular in

June

Cheapest in

February

Average price

$578

Good round-trip deal

$629 or less

Good one-way deal

$394 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 ($122 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($21 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 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 March 31, 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

BostonPalermo

BOS - PMO

BOSPMO

Boston Logan Intl

Tue 4/14

8:05 pm-5:20 pm

1 stop15h 15m

Palermo Punta Raisi

Tue 4/21

11:50 am-5:40 pm

1 stop11h 50m

$399

BostonBergamo

BOS - BGY

BOSBGY

Boston Logan Intl

Mon 4/27

8:05 pm-12:20 am

2 stops22h 15m

Bergamo Orio Al Serio

Mon 5/4

2:10 pm-7:55 pm

2 stops35h 45m

$524

BostonBergamo

BOS - BGY

BOSBGY

Boston Logan Intl

Mon 5/4

10:50 pm-1:15 am

1 stop20h 25m

Bergamo Orio Al Serio

Mon 5/11

8:15 pm-9:05 pm

1 stop30h 50m

$579

BostonBergamo

BOS - BGY

BOSBGY

Boston Logan Intl

Tue 4/28

10:50 pm-5:40 pm

1 stop12h 50m

Bergamo Orio Al Serio

Mon 5/11

8:15 pm-9:05 pm

1 stop30h 50m

$593

BostonNaples

BOS - NAP

BOSNAP

Boston Logan Intl

Mon 5/4

5:40 pm-6:45 pm

1 stop19h 05m

Naples

Thu 5/7

7:35 pm-3:35 pm

1 stop26h 00m

$613

BostonFlorence

BOS - FLR

BOSFLR

Boston Logan Intl

Tue 4/14

5:40 pm-7:05 pm

1 stop19h 25m

Florence Peretola

Mon 4/20

7:55 pm-3:35 pm

1 stop25h 40m

$614

BostonNaples

BOS - NAP

BOSNAP

Boston Logan Intl

Mon 4/27

3:17 pm-12:00 pm

2 stops14h 43m

Naples

Tue 5/5

6:30 am-7:25 pm

1 stop18h 55m

$648

BostonVenice

BOS - VCE

BOSVCE

Boston Logan Intl

Sat 4/25

10:50 pm-8:20 am

1 stop27h 30m

Venice Marco Polo

Sat 5/2

9:10 am-9:05 pm

1 stop17h 55m

$651
Quickest round-trip

BostonBologna

BOS - BLQ

BOSBLQ

Boston Logan Intl

Sun 4/12

9:40 pm-1:40 pm

1 stop10h 00m

Bologna Guglielmo Marconi

Mon 4/20

10:25 am-3:10 pm

1 stop10h 45m

$652

BostonRome

BOS - FCO

BOSFCO

Boston Logan Intl

Wed 4/15

8:05 am-10:10 am

1 stop20h 05m

Rome Fiumicino

Thu 4/30

1:10 pm-4:27 pm

Nonstop9h 17m

$661

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/25

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, May is the cheapest month in which you can book a flight from Massachusetts to Italy (average of $268). Flying from Massachusetts to Italy in July is currently the most expensive (average of $444). 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 March 31, 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 Lufthansa, Scandinavian Airlines, and LEVEL fly from Massachusetts to Italy in about 15h 15m. The time it takes to get you to your destination can typically vary by up to 12h 15m. Airlines will cover a distance of 4251 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 Condor. According to our data, you can fly for as low as $61. Users have also found prices from $160 and $165 on Icelandair and LEVEL, 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 $268). Flying from Massachusetts to Italy in July is currently the most expensive (average of $444). 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 March 31, 2026.
AirlineCheapestAverageFlexibilityOn-time
IcelandairCheapest$222Average$552FlexibilityNo cancel feeOn-time76%
LEVELCheapest$244Average$556FlexibilityNo cancel feeOn-timeN/A
Scandinavian AirlinesCheapest$245Average$516FlexibilityNo cancel feeOn-time77%
CondorCheapest$260Average$657FlexibilityNo cancel feeOn-time76%
TAP AIR PORTUGALCheapest$295Average$639FlexibilityNo cancel feeOn-timeN/A
Austrian AirlinesCheapest$323Average$513FlexibilityNo cancel feeOn-time78%
SWISSCheapest$350Average$703FlexibilityNo cancel feeOn-time79%
American AirlinesCheapest$361Average$628FlexibilityNo cancel feeOn-time71%
IberiaCheapest$367Average$659FlexibilityNo cancel feeOn-time77%
Air CanadaCheapest$371Average$708FlexibilityNo cancel feeOn-time67%

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