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$27 Find Cheap Flights from Massachusetts to North America

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 North America departing on 11/12. 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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Good to know

Low season

January

High season

October

Cheapest flight

$27
Best time to beat the crowds with an average 14% drop in price.
Most popular time to fly and prices are also 4% lower on average.
Flight from Boston to Chicago O'Hare Airport

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

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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 
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.

Book cheap flights from Massachusetts to North America

Recent round-trip flight deals

11/21Thu
nonstopFrontier
3h 31mBOS-MCO
11/28Thu
nonstopFrontier
3h 06mMCO-BOS
$57
11/20Wed
nonstopFrontier
3h 31mBOS-MCO
11/21Thu
nonstopFrontier
3h 06mMCO-BOS
$58
11/12Tue
nonstopSpirit Airlines
3h 10mBOS-ORD
11/13Wed
1 stopSpirit Airlines
12h 38mORD-BOS
$71
11/12Tue
nonstopSpirit Airlines
3h 10mBOS-ORD
11/14Thu
nonstopSpirit Airlines
2h 18mORD-BOS
$73
11/16Sat
nonstop
3h 26mBOS-MCO
11/25Mon
nonstop
3h 06mMCO-BOS
$79
11/18Mon
nonstop
3h 29mBOS-MCO
11/20Wed
nonstop
3h 06mMCO-BOS
$80
11/4Mon
nonstopJetBlue
3h 28mBOS-MIA
11/12Tue
nonstopJetBlue
3h 16mMIA-BOS
$97
11/1Fri
nonstopJetBlue
3h 21mBOS-FLL
11/3Sun
nonstopJetBlue
3h 08mFLL-BOS
$97
11/17Sun
nonstopAmerican Airlines
3h 41mBOS-MIA
11/19Tue
nonstopAmerican Airlines
3h 18mMIA-BOS
$100
11/9Sat
1 stopAmerican Airlines
5h 39mBOS-FLL
11/12Tue
1 stopAmerican Airlines
5h 21mFLL-BOS
$158

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Recent one-way flight deals

11/12Tue
nonstopSpirit Airlines
3h 10mBOS-ORD
$27
11/13Wed
1 stopSpirit Airlines
16h 15mBOS-DFW
$32
12/17Tue
nonstopFrontier
3h 45mBOS-MIA
$40
12/3Tue
nonstopFrontier
3h 31mBOS-MCO
$41
11/21Thu
nonstopJetBlue
3h 34mBOS-MIA
$49
10/29Tue
nonstopJetBlue
3h 40mBOS-FLL
$49
11/17Sun
nonstopAmerican Airlines
3h 40mBOS-MIA
$50
11/20Wed
nonstopUnited Airlines
2h 56mBOS-ORD
$62
12/14Sat
nonstopUnited Airlines
1h 44mBOS-IAD
$69
11/14Thu
1 stopAmerican Airlines
5h 15mBOS-FLL
$79

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Last minute flights from Massachusetts to North America

Last minute flight, train and bus deals

10/26Sat
multi-stopFrontier
8h 34mBOS-ORD
10/28Mon
multi-stopFrontier
11h 42mORD-BOS
$103
10/26Sat
multi-stop
9h 40mBOS-MCO
10/30Wed
nonstop
3h 03mMCO-BOS
$112
10/26Sat
multi-stopSpirit Airlines
9h 40mBOS-MCO
11/2Sat
nonstopSpirit Airlines
2h 59mMCO-BOS
$115
10/25Fri
multi-stopSpirit Airlines
9h 35mBOS-FLL
10/29Tue
nonstopSpirit Airlines
3h 16mFLL-BOS
$118
10/26Sat
nonstopUnited Airlines
2h 43mBOS-ORD
10/29Tue
nonstopUnited Airlines
2h 19mORD-BOS
$237
10/27Sun
multi-stopAmerican Airlines
5h 29mBOS-ORD
10/29Tue
nonstopAmerican Airlines
2h 23mORD-BOS
$247
10/26Sat
nonstopAmerican Airlines
3h 40mBOS-MIA
10/29Tue
nonstopAmerican Airlines
3h 17mMIA-BOS
$252
10/24Thu
nonstopDelta
2h 55mBOS-ORD
10/29Tue
nonstopDelta
2h 24mORD-BOS
$252
10/27Sun
multi-stopUnited Airlines
5h 04mBOS-ORD
10/30Wed
nonstopUnited Airlines
2h 21mORD-BOS
$259
10/25Fri
nonstopDelta
4h 27mBOS-DFW
11/13Wed
nonstopDelta
3h 46mDFW-BOS
$302

Search by stops

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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.