$93 Find deals on international flights from Massachusetts - Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Massachusetts to Worldwide departing on 10/26. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
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Book Cheap International Flights Deals from Massachusetts

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Massachusetts that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip international flight deals from Massachusetts

Tue, Sep 1 - Sat, Sep 5
Frontier Logo
12:45 pm - 8:08 pmBOS  Boston Logan Intl-ORD Chicago O'Hare Intl
8h 23m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
7:44 pm - 9:09 amORD  Chicago O'Hare Intl-BOS Boston Logan Intl
12h 25m1 stop Orlando
$166Frontier
Mon, Aug 31 - Wed, Sep 2
Frontier Logo
9:36 am - 7:59 pmBOS  Boston Logan Intl-ORD Chicago O'Hare Intl
11h 23m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
7:44 pm - 9:09 amORD  Chicago O'Hare Intl-BOS Boston Logan Intl
12h 25m1 stop Orlando
$166Frontier
Sat, Sep 5 - Fri, Sep 11
Multiple Airlines Logo
10:04 am - 1:40 pmBOS  Boston Logan Intl-MCO Orlando
3h 36mnonstop
Multiple Airlines Logo
10:53 am - 11:45 amMCO  Orlando-BOS Boston Logan Intl
24h 52m1 stop Knoxville McGhee Tyson
$191Multiple Airlines
Mon, Oct 26 - Thu, Nov 5
Multiple Airlines Logo
9:15 am - 12:37 pmBOS  Boston Logan Intl-MCO Orlando
3h 22mnonstop
Multiple Airlines Logo
7:10 am - 9:29 amMCO  Orlando-BOS Boston Logan Intl
50h 19m2 stops Atlanta Hartsfield-Jackson Fort Lauderdale
$192Multiple Airlines
Tue, Sep 15 - Tue, Sep 29
American Airlines Logo
9:00 am - 12:19 pmBOS  Boston Logan Intl-MCO Orlando
3h 19mnonstop
American Airlines Logo
1:12 pm - 4:12 pmMCO  Orlando-BOS Boston Logan Intl
3h 00mnonstop
$199American Airlines
Tue, Sep 15 - Tue, Sep 29
American Airlines Logo
9:00 am - 12:19 pmBOS  Boston Logan Intl-MCO Orlando
3h 19mnonstop
American Airlines Logo
1:12 pm - 4:12 pmMCO  Orlando-BOS Boston Logan Intl
3h 00mnonstop
$199American Airlines
Tue, Oct 20 - Sat, Oct 24
JetBlue Logo
6:55 am - 8:46 amBOS  Boston Logan Intl-ORD Chicago O'Hare Intl
2h 51mnonstop
JetBlue Logo
8:24 pm - 11:58 pmORD  Chicago O'Hare Intl-BOS Boston Logan Intl
2h 34mnonstop
$201JetBlue
Sat, Oct 3 - Tue, Oct 6
JetBlue Logo
5:00 pm - 7:01 pmBOS  Boston Logan Intl-ORD Chicago O'Hare Intl
3h 01mnonstop
JetBlue Logo
8:24 pm - 12:23 amORD  Chicago O'Hare Intl-BOS Boston Logan Intl
2h 59mnonstop
$202JetBlue
Sat, Oct 10 - Sat, Oct 17
Delta Logo
7:40 pm - 9:31 pmBOS  Boston Logan Intl-ORD Chicago O'Hare Intl
2h 51mnonstop
Delta Logo
12:00 pm - 3:32 pmORD  Chicago O'Hare Intl-BOS Boston Logan Intl
2h 32mnonstop
$207Delta
Wed, Sep 9 - Sat, Sep 12
Delta Logo
7:30 am - 9:24 amBOS  Boston Logan Intl-ORD Chicago O'Hare Intl
2h 54mnonstop
Delta Logo
4:35 pm - 8:20 pmORD  Chicago O'Hare Intl-BOS Boston Logan Intl
2h 45mnonstop
$207Delta
Booking Insights

KAYAK's insights & trends for flights from Massachusetts

Get data-powered insights and trends into flights from Massachusetts to help you find the cheapest flights, the best time to fly and much more.

Which are the most popular places to fly to from Massachusetts?

The domestic destinations KAYAK users have most searched for when searching for flights from Massachusetts.

Based on KAYAK flight searches, the most popular place to fly from Massachusetts is Orlando (8% of total searches). The next most popular destinations are Chicago (6%) and Washington, D.C. (6%).

What are the most popular international flights out of Massachusetts?

The international destinations KAYAK users have most searched for when searching for flights from Massachusetts.

There are many international destinations you can fly to from Massachusetts. The most popular international destinations among KAYAK users are London, San Juan and Tokyo.

What are the most popular countries to fly to from Massachusetts?

The most popular countries KAYAK users have searched for from Massachusetts along with the average round-trip price for the route clicked by KAYAK users in the last 2 weeks.

Based on KAYAK flight searches, the most popular country to fly to from Massachusetts is Canada (9% of total searches). The next most popular destinations are Portugal (8%) and France (7%).

Which cities can I fly to direct from Massachusetts?

There are loads of places you can fly direct to from Massachusetts. The most popular destinations for direct flights among KAYAK users are Traverse City, Jacksonville, Los Angeles, Vero Beach and Charlotte. On average, the cheapest of these destinations on KAYAK over the last 2 weeks for a return flight was Traverse City at $162, while the most expensive was Charlotte, at $523.

Which international cities can I fly to direct from Massachusetts?

There are many international destinations you can fly to non-stop from Massachusetts. The most popular international destinations from KAYAK users are Ottawa, Milan, Santiago de los Caballeros, Edinburgh and Oranjestad. On average, the cheapest of these destinations on KAYAK over the last 2 weeks for a return flight was Ottawa at $292, while the most expensive was Edinburgh, at $903.

What is the longest direct flight from Massachusetts?

The longest direct flight you can take from Massachusetts is to Beijing, with a duration of 16h 05m. The next longest is Seoul at 15h 30m, followed by a flight to Hong Kong at 15h 15m.

What are the cheapest places to fly to from Massachusetts?

The cheapest destination for a flight from Massachusetts found on KAYAK in the last two weeks was Presque Isle and cost $52. The next cheapest destinations were Knoxville at $54 and Massena at $55.

Good to know

Low season

January

Cheapest flight

$93
Best time to beat the crowds with an average 17% drop in price.
Most popular time to fly with an average 9% increase in price.
Flight from Boston to Atlanta

Flights from Massachusetts: the best tips from KAYAK users' own experiences

Insights shared by verified travelers who flew from Massachusetts to anywhere 
Verified travelerFlew with Alaska Airlines-Aug 2026
Be prepared to wait if there's any weather going on at either airport. Bring a book and snacks! You'll need them! Also, airport charges like $10-13 for a pb&j!!! Bring your food.
Verified travelerFlew with JetBlue-Jun 2026
Check in online, get your boarding pass and go directly to the gate unless you have checked baggage.
LoluFlew with Icelandair-Aug 2026
Be very vigilant when it comes to your gate number - it might change.
DFlew with Spirit Airlines-Mar 2026
Make sure if you are bringing one personnel bag that you don’t have a pocket book/purse as well. Purse should be placed I your personnel bag if you have one
RebeccaFlew with TAP AIR PORTUGAL-Apr 2026
Flight was full and they made me check my bag, so come prepared to do so.
alyciaFlew with American Airlines-Mar 2026
Long walk between terminals in boston Don't cut connections close
Verified travelerFlew with Japan Airlines-May 2026
Bring warm clothes. I had a jacket and pants and still froze.
BillFlew with Japan Airlines-Dec 2025
Take the first flight out in the morning. Always your best chance!
LisaFlew with Aer Lingus-Dec 2025
Look at Jet Blue and Delta. May be a bit more expensive but keep an eye out for fare reductions and book early.
Verified travelerFlew with American Airlines-Jan 2026
To create enough time and be prepared to walk for some distance to locate boarding gates
Verified travelerFlew with Aer Lingus-Jul 2025
Whatever airline you choose, spring for a class with more leg and overall body room than economy (or whatever the cheapest class is called).
KimFlew with American Airlines-May 2025
Bring something to eat especially if you are connecting flights. Biscuits do not cut it, if you get restless make sure you have something to help such as an essential oils that help calm muscles or restless legs.
GeraldFlew with Delta-Mar 2025
Book a flight early in the morning. The plane & crew will have arrived the previous night
HopeFlew with Delta-Mar 2025
Pack food unless you’re in first class. No food served.
Verified travelerFlew with Air Canada-Feb 2025
Download videos and other entertainment to phone or computer before getting to the airport.
Verified travelerFlew with Scandinavian Airlines-Sep 2024
Check with the airline and validate that all of the advertised benefits are indeed available. Paying higher price for the Economy Plus tickets may not be worth it for you as a number of advertised benefits are not available, definitely not in Boston
VicençFlew with Air Canada-Sep 2024
Boards from some gates that are far, walk there in advance.
BradFlew with Iberia-Oct 2024
Make sure to book your own seats and don’t leave it up to someone else. We were supposed to have window and aisle seats and did not. We had to sit in the middle of the plane which is cramped and difficult to move let alone eat.
PaulaFlew with Alaska Airlines-Jul 2024
Get your boarding pass online and save it to your wallet App on the iPhone. Makes it so easy
CarolFlew with Alaska Airlines-Jul 2024
Bring your own entertainment (book, puzzles, devices). T mobile offers free internet with Alaska!
Verified travelerFlew with Iberia-Jul 2024
Good luck- have your phone charged and your confirmation number handy
Verified travelerFlew with Spirit Airlines-Jul 2024
Check your departure time before go to the Aiport
BFlew with Delta-Mar 2024
Invest in TSA PREcheck. Quick and easy security check, with smaller waiting lines.
Verified travelerFlew with Air Canada-Mar 2024
Put your coats and other stuff in your checked baggage if you have as Air Canada has a notorious issue with not enough space for carry-on’s in their smaller planes.
BarbaraFlew with Aer Lingus-May 2024
Pack what you need in a carryon since it is likely you'll arrive without luggage.
MaximFlew with TAP AIR PORTUGAL-Mar 2024
I was waiting for a flight boarding announcement in the Lounge in terminal C at Logan Airport in Boston, but the announcement never came. If I did not go to the gate to check, I might have missed the flight. So, do not count on the airline to communicate flight boarding information to the lounge staff. They are supposed to do that, but, apparently, sometimes it does not happen.
LynneFlew with Delta-Feb 2024
The process was smooth and the staff were attentive; just leave yourself adequate time for security and use the Delta app - you'll feel confident that things will go smoothly in normal circumstances.

FAQs for booking Massachusetts to Worldwide flights

  • How does KAYAK find such low prices on flights from Massachusetts?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Massachusetts.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Massachusetts?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Massachusetts is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Massachusetts?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to your destination with an airline and back to Massachusetts with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Massachusetts?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Massachusetts up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top 3 airlines serving from Massachusetts to Worldwide

 
Need help choosing which airline to fly with from Massachusetts to Worldwide? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
9.4
Cape AirOverall score based on 32 reviews
9.0Entertainment
9.1Boarding
8.6Comfort
9.4Crew
8.8Food
Airline reviews

We were the only ones on the plane to Culebra, and left 24 minutes early. Flight was beautiful to boot!

10.0 ExcellentAnonymous, Oct 2025
Read more Cape Air reviews

We were the only ones on the plane to Culebra, and left 24 minutes early. Flight was beautiful to boot!

Cape Air was great. Kayak was very poor. No ticket to print or explanation that they transferred to another service.

It was good. It was convenient and frequent enough to be a very useful flight to reach more regional hubs. I felt comfortable enough to sleep. During the flight but loved seeing the countryside when I was awake.

It’s less complicated from Culebra to SJU airport. Next time I will prefer to leave from Isla Grande airport to Culebra !!

10 seat Cesna. Equal parts transportation and adventure. 20 minute hop at 10000 feet and 160 mph, sitting 10 feet from the pilot. Panoramic views of the island. Very simple boarding, very low stress. VQS airport tiny, undeveloped. Highly recommended flight, Cape Air doing a great job here.

We traveled in a small Cesna so there was no food or entertainment. The pilot was excellent enjoy being able to see the places we were flying above. It was an OK flight.

Very smooth flight and landing. Pilot delivered his safety instruction in such a monotone that it wasn’t easily understandable. Words were said but he didn't communicate to us. If he was communicating to someone he cared about, he would have used inflection and other nuances of speaking. Virtually all emphasis was removed so it was just blah blah blah (really fast, like the end of a Pharma commercial)

My pilot on Cape Air was AMAZING!!!! I hoping that next time I fly I have him as my pilot. He made me feel safe and secure in his skills.

I so appreciate this service into and out of Glendive. Always a good experience with crew and support team.

It was not what I had expected but it was a great way to see the landscape.

The flight was delayed in 30 minute increments for a total of 4 hours and 30 minute delay. All other flights to Chicago left on time except for this one flight. If there is an issue with the inbound flight, just let customers know so they can find another flight right away, Once we got on the plane there was another 30 minute delay taking off at 10:30 at night which is very unusual that a flight wouldn't be ready to take off

They have overselled the ticket and kicked me out from boarding, All my Plans were collapsed and important network meeting missed.also I booked direct flight i have to go through an 1 stop and it was frustrated.

Horrific. We were delayed due a flight attendant stuck in traffic en route to the airport. Over 100 people were then stuck in Charolette. Then I ran to make my layover only to find that my connection didn’t have a plane anymore. Waited 2.5 hours without any updates. On the flight we had to beg for even a pretzel option.

Because I bought my ticket from Underpricer, I could not check in online. I could only check in at the airport and that was deeply frustrating because I had to arrive very early. The flight also departed 45 min late and passengers were given no explanations about why we were delayed. I was worried I would miss my connecting flight. Once on board, however, the flight was fine.

Terrible boarding and first class experience. Nice staff but overall disorganized, dirty plane.

The flight was delayed significantly and we sat on runway after landing for awhile. Best thing was the flight attendant, Jenny, in first class, who was very professional and attentive. She was excellent - the rest of the flight was not.

Early departure meant on time arrival. Only real problem was free internet had issues, although chatting with the internet help desk (you can do this via aainflight.com) got the issue resolved.

The staff and service on American Airlines were truly outstanding. I had requested wheelchair assistance for my mother due to her knee issues, and the team went above and beyond every step of the way—from boarding in Boston to our arrival in Chicago. Their care, professionalism, and attentiveness made the entire experience smooth and stress-free. I’m very grateful for the support they provided.

Found that the plane used for this short flight is smaller and therefore the seats are really squeezed tight.

Tv screens and movie selection v good. Friendly staff. They were really worried about max capacity and room for carryons. That is never fun but i had no problem finding space when I boarded.

JetBlue cancelled the flight along with hundreds of others, for no apparent reason. no recourse, no rebooking options. never booking with them again

Jet Blue cancelled my flight after I had boarded. They attempted to rebook me for a new flight two days later. I was able to rebook with a different airline, but not until the next morning. As such, I was forced to get an expensive hotel and missed important work meetings Monday morning. I am very disappointed with the customer service and will be pursuing full reimbursement for my hotel cost.

Flight delayed 4 times on a non-stop from BOS to SFO. Then when landed in SFO had to wait for 30 mins for a gate AT 3:30AM.

Horrible - for the first time in my life i was denied boarding an international flight because the name used on my ticket - Josh - was not exactly the same as my passport - Joshua. At no time during ticketing, online check-in, or at the airport flying from Boston to NY was i notified of a problem. It was only at boarding from NY to Costa Rica I was informed of the problem and by then it was too late. After missing the flight I was told by airport Jet Blue staff, including a supervisor, that it was my problem and they could not assist because i bought "the cheapest fare". i was hung up on twice by JetBlue customer service, including once by a supervisor. I blame Kayak and your awful partner ChatDeal for even allowing me to purchase an international ticket without verifying this - you effectively sold me a ticket i could not use. Shame on you and shame on ChatDeal for doing nothing to help me resolve the situation. What a scam.

The flight kept getting delayed, but the ground crew did not communicate well to the passengers in the terminal. First, we were told that it was an engine issue. That was understandable. We asked, after the third delay, if it would be canceled; they reassured us that that would not happen because a new plane was on its way from Washington DC. Four hours later, that is exactly what happened. No announcement was made only people who had the JetBlue app learned of the cancellation. They rebooked us on a flight that would get into our destination 36 hours after our original time I had to spend an exorbitant amount of money to book an additional flight with a different airline, the following morning in order to make it to my conference in time. Not to mention the fact that by the time I discovered the cancellation on the departures board, it was too late for me to receive a refund on my lodging in the destination city for that night. Because I had booked with KAYAK, I did not receive any JetBlue email with rebooking information. This is what the information information desk kept telling everyone who inquired about a rebooking. This was my first time flying with JetBlue. Needless to say, after extremely poor communication andover $1000 of additional expense later, I will not be flying with them again.

We were several hours delayed due to confusion during boarding. Evidently the crew could not match the manifest with the boarded customers. After significant time trying to find individuals on board, a crew member walked through the entire plane re-scanning each of our boarding passes. Then we had to wait for a new slot to depart, and when we landed, our gate was not ready. It was a complete goat rodeo from start to finish.

Horrible. Flight was cancelled, jet blue app not working to rebook, no phone number available to call Jet Blue, 400 ish people in line for the help desk, stuck in Boston for 2 more days had to book new flight with a different airline and still not sure if I will be able to get any refund.

Flight was delayed many times. The crew was friendly but you eleven had to buy headphones to access the movies in the plane. $8 is not a lot for one person but it is when you travel with all your family.

The food took two hours to be delivered to my seat, when I'm on an overnight flight I want to sleep asap after take off

Flight left 2 hours late with no explanation as to the delay

Everything you need to know for your flight from Massachusetts

Cabin class types available on flights to Massachusetts

Cabin classes available on flights to Massachusetts. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.