$99 Find Cheap Flights from Calgary 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 Calgary to Massachusetts departing on 9/20. 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
1 adult, Economy

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These are the airlines KAYAK users have selected most often from within our search results in flight searches from Calgary to Massachusetts, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Calgary to Massachusetts, as well as popular online travel agencies
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Cheap Flights from Calgary to Massachusetts

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Boston
Boston1 stop$176
Boston
Boston1 stop$176

Book Cheap Calgary to Massachusetts Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Calgary to 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 flight deals from Calgary to Massachusetts

Sun, Sep 7 - Sat, Sep 13
Air Canada Logo
1:10 am - 9:30 amYYC-BOS
6h 20m1 stop
Air Canada Logo
6:55 pm - 1:12 amBOS-YYC
8h 17m1 stop
$176Air Canada
Find Deal
Thu, Sep 18 - Fri, Sep 26
Air Canada Logo
1:10 am - 9:30 amYYC-BOS
6h 20m1 stop
Air Canada Logo
6:00 am - 5:02 pmBOS-YYC
13h 02m2 stops
$179Air Canada
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Thu, Nov 13 - Sun, Nov 16
United Airlines Logo
3:30 pm - 12:44 pmYYC-BOS
19h 14m2 stops
United Airlines Logo
5:30 am - 9:53 pmBOS-YYC
18h 23m2 stops
$180United Airlines
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Fri, Sep 19 - Fri, Sep 26
WestJet Logo
10:50 am - 5:40 pmYYC-BOS
4h 50mnonstop
WestJet Logo
6:30 pm - 9:51 pmBOS-YYC
5h 21mnonstop
$181WestJet
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Fri, Sep 19 - Sat, Sep 27
Air Canada Logo
11:55 pm - 9:55 amYYC-BOS
8h 00m1 stop
Air Canada Logo
10:40 am - 6:35 pmBOS-YYC
9h 55m1 stop
$182Air Canada
Find Deal
Fri, Sep 12 - Sat, Sep 20
Air Canada Logo
1:10 am - 9:30 amYYC-BOS
6h 20m1 stop
Air Canada Logo
6:55 pm - 1:12 amBOS-YYC
8h 17m1 stop
$183Air Canada
Find Deal
Fri, Sep 19 - Fri, Sep 26
WestJet Logo
10:50 am - 5:40 pmYYC-BOS
4h 50mnonstop
WestJet Logo
6:30 pm - 9:51 pmBOS-YYC
5h 21mnonstop
$186WestJet
Find Deal
Fri, Sep 12 - Fri, Sep 26
United Airlines Logo
3:49 pm - 9:56 amYYC-BOS
16h 07m2 stops
United Airlines Logo
6:18 pm - 12:19 pmBOS-YYC
20h 01m1 stop
$195United Airlines
Find Deal
Fri, Sep 12 - Fri, Sep 26
 Logo
9:15 pm - 6:10 pmYYC-BOS
18h 55m1 stop
 Logo
6:30 pm - 9:51 pmBOS-YYC
5h 21mnonstop
Fri, Sep 12 - Fri, Sep 26
 Logo
8:00 am - 10:01 pmYYC-BOS
12h 01m2 stops
 Logo
6:30 pm - 9:51 pmBOS-YYC
5h 21mnonstop
Booking Insights

KAYAK's insights & trends for Calgary to Massachusetts flights

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

What is the cheapest Calgary to Massachusetts flight route?

The cheapest price for flight routes found by users searching on KAYAK in the last 2 weeks for round-trip flights from Calgary to Massachusetts.

The cheapest ticket to Massachusetts from Calgary found in the last 72 hours was to Boston, at $143 round-trip. The most popular route is from Calgary (YYC) to Boston (BOS), and the cheapest round-trip airline ticket found on this route in the last 72 hours was $143.

Can I save money by flying with a layover from Calgary to Massachusetts?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 1 stop layover the cheapest option at $276 on average.

What is the cheapest month to fly from Calgary to Massachusetts?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Calgary to Massachusetts, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Calgary to Massachusetts is October, when tickets cost $288 (return) on average. On the other hand, the most expensive months are April and February, when the average cost of round-trip tickets is $415 and $399 respectively.

What’s the cheapest day of the week to fly from Calgary to Massachusetts?

The average price of all round-trip flights from Calgary to Massachusetts clicked on KAYAK for each day over the last 12 months.

Your flight ticket price will generally be cheaper if you fly to Massachusetts on a Wednesday and more expensive on a Monday. On your return trip to Calgary, you should consider flying back on a Wednesday, and avoid Thursdays for better deals.

How far in advance should I book a flight from Calgary to Massachusetts?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Calgary to Massachusetts, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Calgary to Massachusetts, you should book around 3 weeks before departure, which saves you about 32% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 14 weeks before departure.


Good to know

Low seasonFebruary
Cheapest flight$99
Best time to beat the crowds but there is an average 9% increase in price.
Most popular time to fly with an average 5% increase in price.
Flight from Calgary to Boston

FAQs - booking Massachusetts flights

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

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Calgary to 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 Calgary 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 from Calgary to Massachusetts 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 Calgary 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 from Calgary to Massachusetts up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • What is the cheapest time of day to fly to Massachusetts?

    The cheapest time of day to fly to Massachusetts is generally in the morning, when round-trip flights cost $302 on average. Morning departures are around 5% cheaper than evening flights, on average. The most expensive time of day to fly to Massachusetts is generally in the afternoon, which is peak travel time and where the average cost of a ticket is $498.

Reviews of the top 5 airlines serving from Calgary to Massachusetts

 
See real verified KAYAK customer reviews for airlines flying from Calgary to Massachusetts. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Calgary 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.
8.0
Porter AirlinesOverall score based on 318 reviews
8.0Comfort
8.7Crew
7.6Food
7.0Entertainment
8.2Boarding
Airline reviews

All good the seats a little tight and no I pad screen

10.0 ExcellentAnonymous, Jul 2025YYZ - RSW
Read more Porter Airlines reviews

All good the seats a little tight and no I pad screen

Everything was good except the fact you charge more for a carry on bag vs a check in bag and to top it off in US$ that was not impressive

Our flight was cancelled at the last minute for maintenance reasons and we were rebooked on a late flight when we purposefully booked our flight to be home early due to work.

Seemed like an old plane. Very noisy. The seat cushions were so old that the metal bracing of the seats were poking through. There was plenty of leg room though.

Flight was delayed over 2 hours, then landed at a different airport!

The whole experience from check in to deboarding was fantastic.

Just an evening before they canceled my ticket and offered me ticket costing 3 x times more than. I will not fall prey to these scams,Will never book through kayak now. Such a bad experience.

was okay except.. 1)the porter check in webpage doesn't let you print your boarding pass from home 2)that there was a 90 min cut off for checking in on the kiosk in general, and to print a boarding pass, even tho i checked in online already....

Great! Personable crew. I love that they pour complimentary beer and wine.

I love the 2 seats per row. More room. The crew were excellent.

Check in process was terrible. Lady at counter didn’t know what she was doing

Delayed and took off even later than the scheduled delay time

For a 69 year old with health problems I had the worse experience, no wheelchair when I entered a lady told me to sit and wait while a gentleman told me I had to walk to the Delta station, which I did. I had a carry on and a bag, and I was traveling with my service dog, which was on his carrier and the lady charged me for my carry on luggage, beside all the waiting cause of the delay, I had to walk to get my luggage cause no wheelchair showed up, I am so disappointed. I will get in touch with the company. I got home at 3:00 am, not good for my health situation.

Great experience on Delta. Staff from baggage check to flight attendants were very courteous and professional. My only issue was a personal preference for pretzels instead of the chips and cookies that were offered.

The crew was amazing; Von, Vera and Guadalupe were very friendly and attentive throughout the entire flight. They were friendly and welcoming to everyone. A solid and dedicated team for sure!

Terrible. I was bumped off of my original flight and spent the next six days fighting to get back on it. I lost hours of my vacation trying to get this situation corrected.

There was no problems, just a little uncomfortable with seats that do not lay back a little

Always good but we must do something about people in rows ahead of you that don't put their seats back up when they are suppose to. And It's rough to not be able to even lean over to get something out of my purse.

Flight was delayed, 30+ bags had to be gate checked. Crew were very friendly!

Everything was good until we were boarding our connection flight in Atlanta, we were told to gate check our carry-on, but when we got inside the plane, there was plenty of room in the overhead.

It was all good flight was on time, service was good I enjoyed a few movies and everything was smooth

Efficient, calm when things were delayed and kept us regularly informed of what was happening.

Impressed with the service despite turbulence because of the weather. Both flights arrived before their scheduled times.

Airbus plane, nice and polite staff, entertainment even as it was a short flight.

Very nice and clean plane. Transit time between flights was tight though

Our flights got changed from United to Air Canada and our purchased seats did not get transferred so we had to pay for seats twice. I brought it up with Air Canada and they stated I had to go back and chase it with United. The united seats were $21 Canadian each and Air Canada were $56 each so we have paid $77 for each seat. Very unhappy

So far so good but food and entertainment are not available for this flight

Plane temperature was comfortable (not to hot) when boarding and waiting for takeoff.

Michael, our FA was very attentive, even finding me a chocolate brownie from economy class when the dessert selections were all dairy based. ( intolerant, not allergic so don’t usually need to order dairy free)

We tried to upgrade to economy premium but were told this was not possible as we had booked through United Airlines (and Air Canada was operating the flight). This seemed silly given there was ample space in economy premium. Additionally, we had to wait almost 1.5 hours upon arrival to taxi to the gate. Otherwise, the crew were very pleasant and passengers were friendly.

7 hour layover was a drag. Free internet on the long leg was great.

From vancouver go calgary nd vice vetsa fligjt was delayed

It was good! Short flight and it was on time!

Staff was nice, helpful, and did all they could. I understand economy seats are bottom of the barrel, but we're crammed in there with others in our row.

Business class lie down seats on WestJet aren't very comfortable. Crew were excellent and overall flight was ok.

The seats very Uncomfortable, no meal and no entertainment for a 4Hours flight. Smooth Flight, Great Take off and landing. Superb crew!

Lots of overhead storage, good crew, good service, smooth landing.

Crew was friendly. Lost our luggage and told us it’d be in later in the evening of the day we returned. It was not. Still after 5 days have not received it.

crew was great, wifi was very poor could not even load a youtube video

It took 30 minutes to check in with the Westjet rep. They didn’t have enough seats and she needed to make a call… I am always “randomly” selected to be checked at security. Their “randomly “ selection system may need some updating. They treat people like criminals. It is not appropriate behavior.

Business class was not worth the extra charge. Overpriced for slightly larger seat. Nothing special. Small older plane.

My return flight experience was one of the worst times I have had traveling anywhere this year. Not because of the flight. It was because there was not enough time allocated to deplane, go through U.S. Customs and U.S. Security to get to the gate for the connecting flight to Boston which I missed, There was well less than an hour between my landing in Montreal from Prince Edward Island to my connecting gate. I even called Air Canada on the morning of my return and noted my concern over the short layover time, not more that 45 minutes. The initial flight was four minutes late. I was seated in the rear of the first aircraft, and it took at least 20 minutes to deplane. The U.S. Customs was a considerable distance from the gate at which we landed. The need for double security seemed unnecessary and redundant. The distance from the security to my gate was again fairly great, and the wrong gate number was listed on my boarding pass. The agent I approached at the flight that was going to Newark, New Jersey was too busy to answer my question as to what gate was for Boston. When I got to the right gate, they had just closed the door to the aircraft even though I arrived a minute late. If I knew the distance to Customs and from Security to the gate, I would have asked for a seat on the next available flight which was 4:30 pm. When I made my call at 6:00AM that morning. When I asked the agent at the Boston gate, he said that the 4:30 flight was already “OVERBOOKED!” I was put on an 8:30 PM flight and didn’t get home until MIDNIGHT. I then had to care for a barnful of hungry animals and didn’t get to bed until 2:00 AM.

Pros: The airplane was new and had in-flight entertainment (tablet behind seats) with new movies instead of watching on personal devices. Cons: the flight time was changed without informing us. When I booked the flight, the time was 13:30pm (also in the email confirmation). However, when I reached the airport, the time was conveniently changed to 14:55pm. When I asked at the counter, they said the flight always took off at this time. The booking was made by Air Canada, but the flight was operated by United.

The app was great, service was wonderful, everything was quick and easy

On the flight from Montreal to Calgary the flight attendant we had was excellent. Unfortunately I did not get her name but she made the flight very comfortable and enjoyable.

Like- beer/wine for free Dis-like- all other aspects- customer service was horrible the entire trip. No help from Air Canada after they changed flight 6+ hours later. Also they put us on standby for no reason. Then almost 2 hours to get our bags after we arrived back at airport

Ground personnel in better mood. Sounded agressive wrt carry on bagage sizing.

Not much....we did not get the complimentary beverages promised in our ticket. My partner and I did not have the window seats promised. We didnt get to sit together.....

It was great. Although when I got my luggage it was broken.

I paid for a comfort class seat and was seated in economy.

Everything you need to know for your flight from Calgary to Massachusetts

Information on your arrival and departure airports

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