$168 Find Cheap Flights from Calgary to 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 Calgary to Massachusetts departing on 9/4. 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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1 adult, Economy, 0 bags

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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

Tue, Sep 29 - Sat, Oct 3
WestJet Logo
10:50 am - 5:40 pm
YYC
-
BOS
4h 50mnonstop
WestJet Logo
6:30 pm - 9:55 pm
BOS
-
YYC
5h 25mnonstop
$181WestJet
Tue, Sep 29 - Sat, Oct 3
WestJet Logo
10:50 am - 5:40 pm
YYC
-
BOS
4h 50mnonstop
WestJet Logo
6:30 pm - 9:55 pm
BOS
-
YYC
5h 25mnonstop
$182WestJet
Tue, Sep 22 - Tue, Sep 29
Multiple Airlines Logo
7:00 am - 4:00 pm
YYC
-
BOS
7h 00m
1 stop
Multiple Airlines Logo
6:30 pm - 9:55 pm
BOS
-
YYC
5h 25mnonstop
$203Multiple Airlines
Tue, Sep 29 - Sat, Oct 3
Porter Airlines Logo
7:05 am - 6:35 pm
YYC
-
BOS
9h 30m
1 stop
Porter Airlines Logo
7:00 am - 4:30 pm
BOS
-
YYC
11h 30m
2 stops
$205Porter Airlines
Wed, Sep 16 - Wed, Sep 30
Porter Airlines Logo
7:00 am - 4:00 pm
YYC
-
BOS
7h 00m
1 stop
Porter Airlines Logo
11:10 am - 10:33 pm
BOS
-
YYC
13h 23m
2 stops
$212Porter Airlines
Tue, Sep 29 - Sat, Oct 3
Multiple Airlines Logo
7:05 am - 6:35 pm
YYC
-
BOS
9h 30m
1 stop
Multiple Airlines Logo
6:30 pm - 9:55 pm
BOS
-
YYC
5h 25mnonstop
$212Multiple Airlines
Fri, Sep 4 - Sat, Sep 12
Air Canada Logo
1:00 am - 9:50 am
YYC
-
BOS
6h 50m
1 stop
Air Canada Logo
6:55 pm - 1:17 am
BOS
-
YYC
8h 22m
1 stop
$220Air Canada
Tue, Oct 13 - Sat, Oct 17
Air Canada Logo
11:55 pm - 9:55 am
YYC
-
BOS
8h 00m
1 stop
Air Canada Logo
6:55 pm - 1:17 am
BOS
-
YYC
8h 22m
1 stop
$225Air Canada
Sat, Sep 26 - Tue, Sep 29
Delta Logo
9:45 am - 11:10 pm
YYC
-
BOS
11h 25m
1 stop
Delta Logo
6:30 pm - 9:55 pm
BOS
-
YYC
5h 25mnonstop
$297Delta
Fri, Oct 9 - Tue, Oct 13
Delta Logo
10:50 am - 5:40 pm
YYC
-
BOS
4h 50mnonstop
Delta Logo
6:30 pm - 9:55 pm
BOS
-
YYC
5h 25mnonstop
$306Delta
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.

How much is a round-trip flight from Calgary to Massachusetts?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Calgary to Massachusetts departing in September.

Flight prices are below average for this route right now.

Flights to Massachusetts from Calgary usually cost between $329 and $526 in September.
The lowest price found in the past 5 days was $181 on WestJet (Sep 29-Oct 3).

What is the cheapest Calgary to Massachusetts flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest ticket to Massachusetts from Calgary found in the last 5 days was to Boston, at $153 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 5 days was $153.

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

The average price for all round-trip flights from Calgary to Massachusetts depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.

The cheapest time of day to fly to Massachusetts is generally in the evening, when round-trip flights cost $246 on average. Morning departures are around 42% more expensive than evening flights, on average. The most expensive time of day to fly to Massachusetts is generally in the morning, which is peak travel time and where the average cost of a ticket is $349.

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 $284 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 $259 (return) on average. On the other hand, the most expensive months are March and December, when the average cost of round-trip tickets is $544 and $480 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 Sunday and more expensive on a Monday. On your return trip to Calgary, you should consider flying back on a Tuesday, and avoid Fridays 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 5 weeks before departure, which saves you about 62% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 24 weeks before departure.

Good to know

Low season

January

Cheapest flight

$168
Best time to beat the crowds with an average 5% drop in price.
Most popular time to fly and prices are also 6% lower on average.
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.

Reviews of the top 4 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 449 reviews
6.9Entertainment
8.2Boarding
8.6Crew
8.0Comfort
7.5Food
Airline reviews

We were very offended Reserva check in agent in Calgary. Erroneously profiled and reprimanded for using Reserve line . Hadn't even looked at tickets. We were in fact Reserve passengers

2.0 MediocreDoug, Jun 2026
YYC - YOW
Read more Porter Airlines reviews

We were very offended Reserva check in agent in Calgary. Erroneously profiled and reprimanded for using Reserve line . Hadn't even looked at tickets. We were in fact Reserve passengers

It was okay. Had a thing with the front desk, she had me repack my suitcases to have them be under the weight restrictions, but then the other one was overweight, she argued with me about it when there were tons of people in line. Wasn’t great.

Smaller plane. Food and bar service for free is amazing. Drinks were in glass not plastic cups.

The flight was delayed by more than one hour. The terminal was consequently overcrowded and hot. We lost our car reservation and hit rush hour traffic in Boston, which added two hours stuck in traffic to our trip.

Reserve check-in was very slow compared to regular check-in. Internet was slow

Due to mechanical problems it was delayed causing problems the actual flight. Was fune

Check in was slow because of passenger ahead in Reserve line. Seats were somewhat uncomfortable.

The airline arrival at the downtown airport is a big plus.. Food and beverage was excellent. Their non weather related cancellation is horrible. Overall I gave the airline 7 over 10 Tips for people flying porter from Boston. The airline doesn’t have inflight entertainment No TV No WIFI. Bring your entertainment with you.

Porter uses the intelligent and logical way of boarding a plane - from the back.

Nothing to like about porter. Flight cancelled. No flight back to Boston for 2 days. No hotel accommodation. Terrible. Never again by porter.

Awful. There was an unexpected delay of nearly three hours because there were not enough flight attendants. I understand this is likely due to FAA regulations; but in that case, Delta should coordinate with smaller airports such as RDU to have extra flight attendants on the ground and "on call". In addition, this was the second 2-hour+ delay to Boston on this route in one week.

It was strange that the flight attendant was so adamant about having phones turned to airplane mode that he was calling out names from networks shown and waiting until they were all gone. I've never experienced that before, and after already working through an hour+ delay, it felt tone deaf. I take dozens of flights per year and have never experienced anything similar.

Flight was delayed multiple time and for more than 1 hr. My onward flight from BOS to MCI was also delayed. These delays have caused me so much inconvenience and Delta does nothing to ensure flights take off on time. No one knew why the inbound flight was delayed and what was the issue.

This flight was originally delayed by ~45 minutes; which is fine. However, there were additional delays due to late offboarding of the prior flight, unclear issues with the boarding process, delays on the tarmac, and exceptionally long taxiing. None of these issues were communicated proactively. Additionally, the flight had exceptionally rough turbulence, which led to a very uncomfortable flight and no traditional beverage service. Again, this is understandable, but it was not communicated up-front by the flight team.

My flight was delayed by 4 hours in 30 minute increments. The gate agents were amazing but the communication was not. We were told that there was a maintenance issue but they didn't know what it was. That didn't inspire confidence. Then they said they found it and it was fixed and the pilot just needed to sign off. Then the pilot needed to talk to the other pilot from the arriving flight and we'd be fine. Then we were waiting for the pilot to call back. Then the maintenance issue wasn't fixed. Then they decided we were getting a new plane (why didn't they decide this earlier??). Fine. But then they announced we were changing gates AND terminals. And we were boarding in 20 minutes. So we all had to run to the new terminal gate. We could have taken off at that time, but we then had to wait for all the people who rebooked on a different flight to book this flight again. That took 30+ minutes because there was only one gate agent. When everyone ditched this flight, I saw it as an opportunity to upgrade to comfort. Delta, the greedy jerks they are, charged me $121. After their delay, their fault, their issues, couldn't even discount an upgrade. They only handed out $12 meal vouchers for the delay. I can't even get a snack from starbucks for that.

If you cant travel Delta One, Comfort Class is the next best thing!

Arrived early, comfortable seats (Comfort+). Mediocre food, poor wifi (intermittent).

Much better than Latam, the worse airline company ever. I hope I don't have the need to fly Latam ever in my life again.

It was beautiful easy and smooth experience. Thank you. Will definitely get Delta for my next travel.

Ran out of my choice of main course in BClass. Kind of weird combo for substitute.

Despite travelling ultra basic for the first time due to such increased rates we both managed with one bag each. Even boarding last wasn’t SO bad.

Flight was early. That’s the only positive I can share. I paid for wifi on the flight and it didn’t allow me to use any streaming services so it was a waste of $20. West Jet also lost my ski equipment on my way to a ski vacation. They told me it would be delivered to the hotel as soon as it arrived at the airport. It was never delivered. I had to pick it up at the airport on my way home. I am completely disgusted with my experience on west jet

I was seated near a "stinky" person. That's not the fault of Westjet🙁😶‍🌫️

my carry-on bag was delayed and I did not receive it until the day of my return at the airport. This delay caused me significant inconvenience, as I did not have access to my personal belongings for the duration of my trip. I had expected to rely on my carry-on items, and being without them negatively impacted my travel experience.

Technology issues at the bag-check counter caused a delay, and we were unable to check out our bags, ultimately missing our flight. They offered no assistance other than telling us to book another flight out of Calgary. We arrived with plenty of time; if there hadn't been an issue with the kiosk and the length of the lines due to the technical issues, we could have made it home.

Worst check in and bag drop off experience. Staff were incredibly rude given that it’s the WestJet system that is faulty.

The staff at the airport and on the plane were wonderful I especially wanna acknowledge the staff who boarded us at the Calgary airport. The women who helped us board at the airport were incredible… they were so kind and sweet…I very happy with WestJet and I am hoping I can fly more often to Canada.

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.

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.

WiFi was not working. Zero entertainment. Did not receive a discount etc to make up for this.

My experience was good with United too But only not so good thing was that at Calgary airport I was not given lounge access despite of flying business. Aspire lounge denied it to me, which was unfair I feel

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.

United did not permit online check-in from home as document scans were not getting uploaded. This should be fixed their app

Flights delayed over 4 hours with no compensation. No agents at counters to assist with re-booking.

It took 5 hour to get a crew to D Ice the plan. We had to sit on the runway for 5 hrs. in Calgary. It snows most of the winter. No proactive plan. In addition, after 3 calls to customer service they couldn't figure out how to have my wife and myself sit together on her birthday weekend. Everybody kept passing the buck. No decision from customer service, luggage drop off or check in team. The experience was a complete mess! I don't think we'll ever fly on this airline again.

The wifi I paid for did not work. The seats are tight.

There were no free snacks…little pretzel bag or cookies like we had on our flight out.

We culd not check in ovr the inrnt since e did not have the unied airlns boing efence Tis is alays a issue when boing coe shae flits witstr allince

They could have served at least some cookies with coffee or tea or juice.

The flight was on time, boarding was smooth. The crew was did an excellent job traffic controlling as people boarded.

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

Information on your arrival and departure airports