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$30 Find cheap flights from North America to Massachusetts

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from North America to Massachusetts departing on 10/8. 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.
1 adult
0 bags
sáb 8/24
sáb 8/31

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Low season

January

High season

August

Cheapest flight

$30
Best time to beat the crowds with an average 13% drop in price.
Most popular time to fly and prices are also 25% lower on average.
Flight from Chicago O'Hare Airport to Boston

FAQs for booking flights from North America to Massachusetts

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

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Massachusetts from 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 North America to 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 Massachusetts with an airline and back to North America with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from North America to 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 to Massachusetts from North America up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top 5 airlines serving from North America to Massachusetts

Need help choosing which airline to fly with from North America to Massachusetts? 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.
7.6
JetBlueOverall score based on 3996 reviews
7.8Boarding
7.1Food
7.8Comfort
7.5Entertainment
8.2Crew
Airline reviews

Great! I love Jet Blue. My favorite airline! Very efficient, clean and timely.

10.0 Excellenteileen, May 2024LAX - BOS
Read more about JetBlue reviews

Great! I love Jet Blue. My favorite airline! Very efficient, clean and timely.

We were told that our flight would be delayed for 90+ minutes because of weather, so we went to get something to eat only to have them randomly start boarding 15 minutes after the announcement, with no warning.

Entertainment... No earphones passed out. Many including me couldn't use the TV. Legroom was good. Crew was indifferent and a bit surly. Free wifi was a nice convenience. Check in desk location was unknown. Gate number on the boarding passes was wrong.

Confusing. Delay updates were out of whack At one point it said my flight was 25 hours. Three gate changes and two delays only to change back to original departure time. Gate announcer and on board flight attendant (Alejandro) making the announcements was impossible to understand due to accent and speed of speech. After beverage service the rear flight attendants sat back there on their phones. No refills no checking in, one sweep through for trash collection. Very impersonal. Bring back Coke products

Business class is great. New airplane, very comfortable, better than some of the major airlines I am used to

Delayed by almost an hour - I also noticed that all JetBlue flights departing from PBI were delayed yet the weather was perfect.

Non operational toilet, non operational charging outlets and my air didn’t work.

I loved the wifi, much better than Delta. Seats were old. and bathrooms dingy.

There was no wheelchair or wheelchair escort at the gate..unacceptable

Delayed 4 hours because of maintenance issue they knew about all day. Get another plane. Time is precious!

Everything got delayed we were supposed to land at 1pm and landes at 8-9 pm … was horrible

There were issues with the first segment but what really bothered me overall is that you rebooked me and put me in a seat away from my wife and then put her in another booking or boarding group. I don't like having to monitor every little thing you guys do in order to get what I paid for in the first place.

Calgary desperately needs a star alliance lounge in the transborder area for United.

Your food is AWEFUL! For Premium Economy this was the WORST FOOD EVER - salad and tomatoes were all spoiled, "chicken" was awful and burnt. This is the WORST FOOD of ANY AIRLINE!!!!!!!!!!!!!!! horrible

loved the bulkhead seats with all the extra leg room! The initial dinner was excellent unfortunately the last meal was unsatisfactory. Our salad was partially frozen and the pizza roll was 90% dough. My only complaint

We left 3 hours late. Of 4 flights on my trip, 3 left at least 3 hours late and one flight was canceled

See my previous comments. I was probably booked in business but was moved to economy

Delays!!! Serious delays. I was told by a member of staff in LGA that I would miss my DEN to LAX flight connection, so I was put on a later flight. Due to delays I would have been able to have made my original flight, where I was sat in business class - seat 1A: I was put on my original flight but bumped from business - 1A to economy 33C. I want a refund for paying business class but only flying economy

This flight was 2.5 hours delayed due to crew issues. This meant that we arrived after 2 AM. Very very inconvenient and we were not really kept well informed.

The new Airbus A231neo has neat tech but the economy seats are so tight together that I always had my shoulders against one passenger or the other. I was very miffed that Basic Economy REQUIRES check-in of bags other than your personal carry-on; if you want to offer low-cost airline prices and then add services for a fee, just let me carry on my duffel. Hell, I could have put my carry on IN the duffel and called it a day but the gate agent would not let me; I ended up paying $40 for the risk of losing my bag. Not the worst flight, but far from the best.

I arrived to LaGuardia Airport 50 minutes prior to my 6am flight but was told that I was too late and would have to flight standby to Dallas in order reach my final destination of Jackson, MS. Hundreds of people were in my situation but the agents chalked this up to being normal for any day. Had my been able to board my original flight I would have arrived at my destination by 10:30am. I didn’t arrive until 7:30pm which included a 30 minute wait on the tarmac. Strangely my luggage arrived at my final destination at 12:30pm of the same travel day. This was by far the worst travel experience I’ve ever had.

I liked nothing about this particular flight. Not only it was initially delayed for two hours due to late arrival of the plane, but the flight attendants were also very late to show up coming from a hotel (based on the announcement made by the gate agent). They did not arrive on another late flight, so why couldn't they be on time? Total disrespect of the passengers!! The plane itself was cramped and the seats super uncomfortable. To top off the poor experience, my video screen did not work. To summarize: flight delayed for 3 hours, cramped and no entertainment (for me).

delayed multiple times. no resolution on anything from AA customer service. was put on hold in chat to talk to manager. was 6th in line to talk to manager for more than TWELVE HOURS - from sometime around 9AM until well after I had gone to bed that evening. no explanation, no attempt to make it right. just a five hour delay because of repeated maintenance claims

Very aggressive and unhelpful ground crew. Wanted to check my hand luggage for 3 flights. I had lots of delicate items and computer equipment. So the silly lady wanted to rebook 3 international flights because of a carry on. What nonsense. The baggage handler suggested I put it under my seat - so I did. And this was during the rebooking chaos of the Microsoft crash. She was the most arrogant annoying and aggressive ground staff member I’ve met in 20yrs. (AA flight out of Houston).

It was freezing in there. When I asked about it, the response is “we would have to tell them” and then she just walked away and continued to serve beverages. Everyone was cold and they didn’t care at all.

I did not enjoy continuously being lied to about the amount of time we would circle Chicago before deciding to redirect to Milwaukee. Then the amount of time we would sit on the ground in Milwaukee waiting for gas, or to take off again. Or the amount of time it would then take to get to Chicago again, or sit on the runway waiting for a gate. The whole time continuously hopefully we would make our connecting flight that kept getting delayed as well. Only to scramble and miss it. Enough with the BS. Tell me the truth. "Sorry, things are backed up and your probably not going to make your flight. You should rebook on the next flight now rather than wait." You'll never hear those words from an airline. Speaking of which. If the flight has been redirected and/or is seriously delayed, how about making the WiFi free for everyone so they get to rebooking and reserving hotel rooms while still in the air. You've inconvenienced me already and now you want me to pay $20 for Internet so I can try to make other plans. Absolutely disgusting!

The flight was quick which gave me more time to get to my other flight.

16 Hours delayed, NOT because of the cybersecurity Microsoft issue, but because we were one flight attendant short, then when the missing flight attendant showed up two hours later, the flying shift of our pilot had expired, so, now no pilot. American Airlines is the new Spirit Airlines, actually, that is not fair for Spirit, they are probably better.

Worst flight in terms of service and food. Attendants were inexperienced, no preflight drinks, did come and give us hot towels until well into the flight. The left the Curtin open between main cabin and everyone from the main cabin went to the fist class bathroom. Food was awful! Had the golden chicken and was too lemony and inedible. No offer of coffee after. Awful!

Excellent. Attendants served preflight drinks and were courteous and nice.

On a day with 1000s of worldwide flight cancellations, I was worried about my flight. Not only did my Spirit flight leave as scheduled, but it arrived at destination earlier than expected! This made my day!

The length of delays were extremely frustrating. Stuck in airport for hours. We were to get meal vouchers but it was 3 hours until someone responded to me from their WhatsApp and they said wait for an email. Still no vouchers and it’s been 24 hours. Terrible customer service. The ppl at the gates and bag checkin were miserable and not helpful

Spirit airlines is very bad airline staff doesnt know how to treat passangers they didnt allow us in the flight we reached 45 minutes ago from flight departure but they denied nd said you are late Very disappointed i never reccomend spirit airlines

spirt air lines took advantage of two eighty year olds. we paid extra for cancelation due to health reasons they did not honer they have no spirit. I hope they treat there grand parents beter.

Our flight was delayed four hours and staff did nothing to accommodate the issue.

The flight has been cancelled we have been waiting at the gate for almost 2 hours and they didn't gave me an update for rebooking

Would have been better if I would’ve made it on my flight but it was delayed twice and then canceled and now I’m stuck till Monday which was and extra 5 days I did not count on .

Awful. My flight was three hours late leaving DFW and we just arrived at LAX three hours late and stuck on the runway. I heard the Spirit workers at the desk in DFW say that we were waiting on a crew. I am extremely disappointed in Spirit.

Delays and sending me to different terminal for departures. It looked very confusing and disorganized

Canceled my first flight for no discernible reason and couldn't rebook me on to a new flight until the next day. They did not compensate me for the delay in any way.

Better than expected.on time. Friendly staff in NY however MYR not so nice.

The flight crew and flight attendants are poorly trained and demonstrate poor professionalism. They have a sloppy appearance and communicate with patrons poorly. It is embarrassing for them to be representatives of an airline and for them to be called professionals.

After 5 hours of delay, they cancelled the flight. Very disappointed

My flight to LA was cancelled. I waited at the airport for 3 hrs saying it was delayed and then all of a sudden it was cancelled. Frontier only gave me a voucher and refund but could not rebook me. Flights on other airlines were too expensive last minute. I had to drive down to LA and didn’t even take my return flight home since I had to drive. One of the worst airline experiences in my life. It’s crazy how airlines can just upend people’s plans just like that.

Very delayed with little to no communication from the captain or flight crew. All announcements made were not audibly understood by passengers. Very poor communication. After arrival it took approximately 20 minutes to get a jet bridge to the plane.

Flying Frontiier was extremely poor!! I paid for a7:15am flight on flight 1601 from PHL To Las Vegas and the delay was brutally, excruciatingly and disgustingly long (8 hrs). I arrived by Uber to PHL at 5:30 am and had to spend the entire 8 hr delay inside the airport. Even more atrocious was that the flight was delayed twice. On the phone with customer service for two hours and was not fully compensated. I feel taken advantage of with this airline. They offered a menial couched for another flight within 90 days to me and my husband who has never flown but this experience has made us almost 100% sure to not fly this airline and will suggest that others don’t either. We don’t want to book ever again, don’t want a menial voucher and I believe by standard and because the flight was delayed for 8 hours, I should be fully reimbursed for the entire round trip. There is no excuse why this should have ever occurred. After sharing my experience with others in Vegas and Philadelphia, I was told that Frontier airlines is notorious for long delayed flights, poor customer service and refusal to compensate people correctly. I’m very nervous to see what departing from Vegas to Philadelphia will bring.

I fly Frontier often and generally don't have any issues. For some reason, the Denver to Houston's George Bush Intercontinental (IAH) flight always needs to wait on the tarmac in Houston because a gate is not available after landing. I've been stuck for as little as 15 minutes and as much as a little over an hour. I know only fly the Frontier Denver to IAH route when there is not an available flight to Houston Hobby (HOU).

Flight was 3 hours late leaving. Poor communication from the staff about delays. Impossible to get in touch with customer service (by design). And it actually didn't come out to be much cheaper than a non-budget airline! Not worth the headache, I'm never flying Frontier again

I’ve never flown frontier without a flight getting canceled. I understand that things go wrong with planes, but all other airlines handle cancellations so well. Frontier becomes a dumpster fire if a problem appears for them.

Checking in was easy and simple, crew was nice and efficient, but I would improve seat assignment randomness to make it easier to sit together based on when you check in. Overall would fly with them again.

Book cheap flights from North America to Massachusetts

Recent round-trip flight deals

9/4qua
nonstopSpirit Airlines
2h 25mORD-BOS
9/11qua
nonstopSpirit Airlines
2h 52mBOS-ORD
$47
9/10ter
nonstopSpirit Airlines
2h 25mORD-BOS
9/17ter
nonstopSpirit Airlines
2h 52mBOS-ORD
$48
8/17sáb
nonstopFrontier
3h 45mDFW-BOS
8/24sáb
nonstopFrontier
4h 02mBOS-DFW
$83
8/17sáb
nonstopFrontier
3h 45mDFW-BOS
8/24sáb
nonstopFrontier
4h 02mBOS-DFW
$84
8/17sáb
2 stopsUnited Airlines
11h 07mDFW-BOS
8/24sáb
2 stopsUnited Airlines
9h 44mBOS-DFW
$87
9/1dom
nonstopJetBlue
1h 44mDCA-BOS
9/1dom
nonstopJetBlue
1h 48mBOS-DCA
$117
9/5qui
nonstopAmerican Airlines
1h 37mDCA-BOS
9/8dom
nonstopAmerican Airlines
1h 45mBOS-DCA
$136
8/10sáb
1 stopUnited Airlines
4h 31mDCA-BOS
8/11dom
1 stopUnited Airlines
5h 46mBOS-DCA
$141
9/2seg
nonstopAmerican Airlines
2h 18mORD-BOS
9/5qui
nonstopAmerican Airlines
2h 52mBOS-ORD
$147
8/27ter
nonstopJetBlue
3h 54mDFW-BOS
9/5qui
nonstopJetBlue
4h 16mBOS-DFW
$150

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10/8ter
1 stopSpirit Airlines
5h 16mORD-BOS
$30
10/22ter
nonstopSpirit Airlines
1h 30mBWI-BOS
$30
8/14qua
nonstopFrontier
3h 45mDFW-BOS
$44
8/23sex
nonstopFrontier
3h 45mDFW-BOS
$53
9/4qua
nonstopJetBlue
1h 35mDCA-BOS
$62
8/27ter
1 stopJetBlue
7h 39mFLL-BOS
$68
9/24ter
nonstopAmerican Airlines
3h 45mDFW-BOS
$78
8/18dom
1 stopUnited Airlines
4h 27mDCA-BOS
$79
11/19ter
1 stopUnited Airlines
3h 49mDCA-BOS
$83
9/25qua
2 stopsAmerican Airlines
7h 35mFLL-BOS
$93

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Last minute flights from North America to Massachusetts

Last minute flight, train and bus deals

7/30ter
nonstopSpirit Airlines
1h 33mBWI-BOS
8/6ter
nonstopSpirit Airlines
1h 28mBOS-BWI
$105
7/30ter
nonstopSpirit Airlines
1h 31mBWI-BOS
8/8qui
nonstopSpirit Airlines
1h 28mBOS-BWI
$109
7/30ter
multi-stopFrontier
24h 07mORD-BOS
8/3sáb
multi-stopFrontier
8h 45mBOS-ORD
$160
7/30ter
nonstopJetBlue
1h 36mDCA-BOS
8/2sex
nonstopJetBlue
1h 44mBOS-DCA
$167
7/30ter
nonstopJetBlue
1h 36mDCA-BOS
8/5seg
nonstopJetBlue
1h 45mBOS-DCA
$177
7/30ter
multi-stopFrontier
8h 30mDFW-BOS
9/18qua
nonstopFrontier
4h 04mBOS-DFW
$205
7/30ter
multi-stopUnited Airlines
4h 06mDCA-BOS
8/4dom
multi-stopUnited Airlines
4h 28mBOS-DCA
$226
7/28dom
nonstopAmerican Airlines
2h 27mORD-BOS
8/1qui
nonstopAmerican Airlines
2h 56mBOS-ORD
$254
7/28dom
multi-stopUnited Airlines
4h 17mDCA-BOS
8/2sex
multi-stopUnited Airlines
3h 58mBOS-DCA
$257
7/28dom
nonstopAmerican Airlines
1h 52mDCA-BOS
8/11dom
nonstopAmerican Airlines
1h 53mBOS-DCA
$263

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Flights to Massachusetts