$38 Find Cheap Flights from Massachusetts to North America

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Good to know

Low seasonJanuary
High seasonMay
Cheapest flight$38
Best time to beat the crowds with an average 8% drop in price.
Most popular time to fly and prices are also 5% lower on average.
Flight from Boston to Miami

Flights from Massachusetts to North America: the best tips from KAYAK users

Insights shared by verified travelers who flew the route from Massachusetts to North America 
GeraldFlew with DeltaBOS-SFOMar 2025
Book a flight early in the morning. The plane & crew will have arrived the previous night
HopeFlew with DeltaBOS-ATLMar 2025
Pack food unless you’re in first class. No food served.
Verified travelerFlew with Air CanadaBOS-YHZFeb 2025
Download videos and other entertainment to phone or computer before getting to the airport.
ToruFlew with ANABOS-IADDec 2024
Delta usually has good equipment. Not luxual, but all convenient.
MichaelFlew with Air CanadaBOS-YULFeb 2025
Very, very, long walk from arriving gate to departing gate.
Verified travelerFlew with Alaska AirlinesBOS-SEAOct 2024
Flying Alaska Airlines from Boston to Seattle was an example of getting exactly what you expect. A no-frills basic experience, but one where the important things were accomplished, timely departure, on-time arrival, no drama, no glitches, completely as anticipated. I paid a little extra for one offered perk (seat selection), and I'm glad I did because my early morning flight was full. Next time, I'll likely pre-order a snack, since they looked good, were served promptly, and are priced right.
Verified travelerFlew with Alaska AirlinesBOS-SEASep 2024
I've always had my best luck with Delta and will stick with them in the future.
NicolettaFlew with Spirit AirlinesBOS-BWIOct 2024
Spirit airlines is climbing up the ladder! They're making a comeback! Smooth flight & brand new aircraft.
VicençFlew with Air CanadaBOS-YULSep 2024
Boards from some gates that are far, walk there in advance.
SteveORH-LGAJun 2024
Delta seems the most organized as well as Jet Blue. LaGuardia favors Delta. JFK, Jet Blue. Either is fine.
PaulaFlew with Alaska AirlinesBOS-SFOJul 2024
Get your boarding pass online and save it to your wallet App on the iPhone. Makes it so easy
CarolFlew with Alaska AirlinesBOS-SANJul 2024
Bring your own entertainment (book, puzzles, devices). T mobile offers free internet with Alaska!
Verified travelerFlew with Spirit AirlinesBOS-FLLJul 2024
Check your departure time before go to the Aiport
GailFlew with JetBlueBOS-ORDJul 2024
Prepare for a long wait after you actually touch down. Ohare Airport is HUGE and you can taxi for a long time.
Verified travelerFlew with Air CanadaBOS-YYZMar 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.
CarlaFlew with Alaska AirlinesBOS-SEAMay 2024
It’s a good choice. Seattle airport is huge and confusing if you are changing planes. Have plenty of time to switch.
KennyFlew with JetBlueBOS-LASApr 2024
JetBlue Airways has been operating very organized and flying with them couple times and they were doing very good job
Verified travelerFlew with Spirit AirlinesBOS-BWIMay 2024
That was my only flight, I selected it based on price and was pleasantly surprised with service.
BFlew with DeltaBOS-TPAMar 2024
Invest in TSA PREcheck. Quick and easy security check, with smaller waiting lines.
Verified travelerFlew with Alaska AirlinesBOS-PDXApr 2024
Non-stop Alaska Airlines flights are the best for this route.
HeatherFlew with DeltaORH-LGAMay 2024
Worcester is a great airport, love using it
GFlew with Alaska AirlinesBOS-SEAApr 2024
Would have liked to have more information on getting to my rental car off site It wasn't hard, but it would have taken less time and less wandering if it had been more clear
Verified travelerFlew with Alaska AirlinesBOS-SFOMar 2024
Long flight duration. Because of weather it took 8 hrs to get there . On my way back it was smooth and short
Verified travelerFlew with Alaska AirlinesBOS-SANMar 2024
Be prepared to wait in long line for shuttle to car rental complex.
NickFlew with American AirlinesBOS-CLTDec 2023
I'm happy with American. I don't travel enough on other domestic airlines. My experience with BA, Swiss, Emirates, and Lufthansa is obviously superior, but that's to be expected. I wouldn't expect that level of service and comfort from American. That said, my American miles go a long way and I've had a lot of decent low cost trips.
LynneFlew with DeltaBOS-MSPFeb 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.
RobertFlew with American AirlinesBOS-CLTJan 2024
Be careful of short layovers because the airport in Charlotte can be quite busy and walk times can be long between gates
DavidFlew with Alaska AirlinesBOS-SEAFeb 2024
Not enough trips from Boston to Seattle to judge… flight times and boarding process were very positive.
SteveFlew with Hawaiian AirlinesBOS-HNLJan 2024
We used the Logan Shuttle from Woburn (we drove down from NH). Very good experience.
Verified travelerFlew with Air CanadaBOS-YULJan 2024
My experience with JAL has always been polite, quick, and painless.
PatriciaFlew with American AirlinesBOS-CMHJan 2024
Not many choices. Only one non-stop per day so it’s usually full.
AdiFlew with Spirit AirlinesBOS-MIAJan 2024
Do not fly with Spirit. Boston agents are very very rude and unwilling to help.

FAQs for booking flights from Massachusetts to North America

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

    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 to North America.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Massachusetts to North America 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 to North America?

    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 from Massachusetts to North America with an airline and back with another airline.

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

    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 to North America up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • Which is the cheapest airport to fly into in North America?

    Prices will differ depending on the departure airport, but generally, the cheapest airport to fly to in North America is Tampa Airport (TPA), with an average flight price of $132.

  • What is the cheapest day to fly to North America?

    Based on KAYAK data, the cheapest day to fly to North America is Friday where round-trip tickets can be as cheap as $450. On the other hand, the most expensive day to fly is Tuesday, where round-trip prices are $604 on average.

  • What is the cheapest time of day to fly to North America?

    The cheapest time of day to fly to North America is generally in the morning, when round-trip flights cost $461 on average. Morning departures are around 34% cheaper than evening flights, on average. The most expensive time of day to fly to North America is generally in the afternoon, which is peak travel time and where the average cost of a ticket is $759.

  • What is the cheapest flight to North America?

    The cheapest ticket to North America from Massachusetts found in the last 72 hours was to Newark Airport, at $42 round-trip. The most popular route is Boston (BOS) to Miami (MIA) and the cheapest round-trip airline ticket found on this route in the last 72 hours was $102.

  • What is the cheapest month to fly from Massachusetts to North America?

    The cheapest month for flights from Massachusetts to North America is September, when tickets cost $308 (return) on average. On the other hand, the most expensive months are June and December, when the average cost of round-trip tickets is $428 and $411 respectively.

  • How far in advance should I book a flight from Massachusetts to North America?

    To get a below average price on the flight from Massachusetts to North America, you should book around 2 weeks before departure. For the absolute cheapest price, our data suggests you should book 13 weeks before departure.

  • How long is the flight to North America?

    An average nonstop flight from Massachusetts to North America takes 3h 21m, covering a distance of 1226 miles. The shortest route is Boston (BOS) to New York John F Kennedy Intl Airport (JFK) with an average flight time of 1h 12m.

  • What are the most popular destinations in North America?

    Based on KAYAK flight searches, the most popular destination is Washington, D.C. (9% of total searches to North America). The next most popular destinations are Chicago (7%) and New York (6%). Searches for flights to Las Vegas (5%), to Los Angeles (5%) and to Miami (4%) are also popular.

Top airlines flying from Massachusetts to North America

Need help choosing which airline to fly with from Massachusetts to North America? 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.
9.1
Cape AirOverall score based on 34 reviews
8.9Boarding
8.6Food
8.7Comfort
8.9Entertainment
9.2Crew
Airline reviews

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

10.0 ExcellentSonia, Apr 2023CPX - SJU
Read more Cape Air reviews

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.

Pros: "ground crew, pilot, flight was smooth and gate connections to Jet Blue in Boston were fantastic!"
Cons: "leg room"

Excellent from start to finish. All staff members were amazing!

Excellent. Although they used to greet me as a mosaic member and provide a free drink, early boarding helps me to keep coming back to JetBlue.

Cancelled flight with no specific instructions to get a boarding pass for another flight. The whole flight of people were in line for an hour because there was only 1 person to help at the desk. This was unusual for JetBlue.

It was too hot in the cabin. The AC did not help.

Except for the 28 minute delay leaving and the earlier reschedule to a later takeoff time the flight was good.

Loved the leg room and tvs screens on the seats and free WiFi. Wish the price was lower and could save by rebooking

No music app working: no economy meal on five hour flight; hour on tarmac at the end waiting for a gate. Flight itself was smooth and easy.

It took 1-1/2 hours to get our luggage after we landed. That to me is unacceptable

The flight was delayed for 4 hours. Once onboard the crew was wonderful.

Overall was excellent. Will definitely us JetBlue in the future.

Book cheap flights from Massachusetts to North America

Recent round-trip flight deals

5/27Tue
nonstopSpirit Airlines
3h 23mBOS-FLL
5/31Sat
nonstopSpirit Airlines
3h 16mFLL-BOS
$76
5/29Thu
nonstopSpirit Airlines
3h 24mBOS-FLL
5/31Sat
nonstopSpirit Airlines
3h 15mFLL-BOS
$77
5/26Mon
nonstop
3h 15mBOS-MCO
6/4Wed
nonstop
3h 02mMCO-BOS
$88
5/20Tue
nonstopFrontier
3h 16mBOS-MCO
5/30Fri
nonstopFrontier
3h 10mMCO-BOS
$89
5/20Tue
nonstopFrontier
3h 16mBOS-MCO
5/23Fri
nonstopFrontier
3h 10mMCO-BOS
$90
5/20Tue
nonstop
3h 07mBOS-MCO
5/23Fri
nonstop
3h 10mMCO-BOS
$91
6/12Thu
nonstopJetBlue
2h 55mBOS-ORD
6/16Mon
nonstopJetBlue
2h 24mORD-BOS
$117
6/7Sat
nonstopAmerican Airlines
2h 55mBOS-ORD
6/10Tue
nonstopAmerican Airlines
2h 40mORD-BOS
$118
5/13Tue
nonstopJetBlue
3h 00mBOS-ORD
5/21Wed
1 stopJetBlue
7h 14mORD-BOS
$140
5/21Wed
nonstopAmerican Airlines
2h 56mBOS-ORD
5/28Wed
nonstopAmerican Airlines
2h 23mORD-BOS
$141

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Recent one-way flight deals

5/29Thu
nonstopSpirit Airlines
3h 30mBOS-MIA
$38
5/29Thu
nonstopSpirit Airlines
3h 24mBOS-FLL
$38
6/2Mon
nonstopFrontier
3h 16mBOS-MCO
$48
5/13Tue
nonstopFrontier
3h 16mBOS-MCO
$49
6/8Sun
nonstopJetBlue
3h 00mBOS-ORD
$59
7/15Tue
1 stopUnited Airlines
5h 38mBOS-ORD
$64
5/6Tue
1 stopSouthwest
6h 45mBOS-ORD
$68
5/30Fri
1 stopSouthwest
8h 45mBOS-ORD
$74
5/18Sun
nonstopUnited Airlines
2h 57mBOS-ORD
$76
5/11Sun
nonstopJetBlue
3h 00mBOS-ORD
$88

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Last minute flights from Massachusetts to North America

Last minute flight, train and bus deals

5/5Mon
nonstopJetBlue
2h 59mBOS-ORD
5/10Sat
nonstopJetBlue
2h 28mORD-BOS
$117
5/5Mon
nonstop
3h 24mBOS-MCO
5/23Fri
nonstop
3h 10mMCO-BOS
$126
5/5Mon
nonstopSpirit Airlines
3h 20mBOS-MCO
5/22Thu
nonstopSpirit Airlines
3h 02mMCO-BOS
$137
5/5Mon
nonstopDelta
2h 56mBOS-ORD
5/7Wed
nonstopDelta
2h 25mORD-BOS
$137
5/5Mon
multi-stopSpirit Airlines
9h 57mBOS-FLL
5/12Mon
multi-stopSpirit Airlines
11h 58mFLL-BOS
$154
5/5Mon
multi-stopFrontier
11h 13mBOS-ORD
5/10Sat
multi-stopFrontier
7h 29mORD-BOS
$209
5/4Sun
nonstopFrontier
3h 15mBOS-MCO
5/8Thu
nonstopFrontier
3h 13mMCO-BOS
$213
5/5Mon
nonstopUnited Airlines
6h 32mBOS-LAX
5/9Fri
nonstopUnited Airlines
5h 36mLAX-BOS
$217
5/5Mon
multi-stopUnited Airlines
6h 55mBOS-DEN
5/9Fri
nonstopUnited Airlines
3h 59mDEN-BOS
$227
5/5Mon
nonstopDelta
2h 56mBOS-ORD
5/7Wed
multi-stopDelta
3h 45mORD-BOS
$237

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Everything you need to know for your flight to North America

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.

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