Cheap flights from Calgary to Massachusetts from C$ 186

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/2. Fares are subject to change and may not be available on all flights or dates of travel.
YYC — BOS
18 Dec — 25 Dec1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Calgary to Massachusetts

Keep the following information in mind while searching for Calgary to Massachusetts flight deals. Data was last updated 18 November 2025.

Round-trip from

C$ 366

One-way from

C$ 186

Popular in

November

Cheapest in

September

Average price

C$ 580

Good round-trip deal

C$ 1,876 or less

Good one-way deal

C$ 361 or less
20/1-23/1
  • 20/1-23/1
  • 2 total stops
  • 29h 17m total
  • Calgary to Massachusetts
8/2
  • 8/2
  • 2 total stops
  • 28h 13m total
  • Calgary to Massachusetts
Highest demand for flights based on searches. 0% potential increase in price (C$ 1 potential increase over avg. RT price).
Cheapest flight prices on average. 1% potential price decrease (C$ 13 potential savings vs. average RT price).
Average for round-trip flights in November 2025
Price to beat on a round-trip flight from Calgary to Massachusetts.
Price to beat on a one-way flight from Calgary to Massachusetts.

Find flight deals from Calgary to Massachusetts

Enter your travel dates to find the best prices.

Cheapest flights from Calgary to Massachusetts
Explore the most affordable flight options available from Calgary to Massachusetts. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 18 November 2025.

Thu 4/126:30 a.m.YYC - BOS
1 stop13h 03mAmerican Airlines
Sun 7/125:30 a.m.BOS - YYC
1 stop18h 20mAmerican Airlines
Deal found 16/11C$ 430
Thu 11/126:35 a.m.YYC - BOS
1 stop8h 43mDelta
Sun 11/110:40 a.m.BOS - YYC
1 stop12h 14mDelta
Deal found 18/11C$ 454
Sat 6/126:35 a.m.YYC - BOS
1 stop11h 07mDelta
Tue 6/17:15 a.m.BOS - YYC
1 stop12h 35mDelta
Deal found 18/11C$ 471
Thu 11/126:30 a.m.YYC - BOS
2 stops13h 46mAmerican Airlines
Sun 11/17:05 a.m.BOS - YYC
1 stop16h 53mAmerican Airlines
Deal found 18/11C$ 474
Sat 6/125:35 a.m.YYC - BOS
1 stop7h 17mAir Canada
Tue 6/110:15 a.m.BOS - YYC
2 stops12h 04mAir Canada
Deal found 18/11C$ 494
Thu 4/128:20 a.m.YYC - BOS
1 stop7h 51mMultiple Airlines
Sun 7/1212:57 p.m.BOS - YYC
2 stops32h 12mMultiple Airlines
Deal found 16/11C$ 516
Fri 21/119:45 p.m.YYC - BOS
2 stops21h 04mMultiple Airlines
Sun 23/119:54 p.m.BOS - YYC
2 stops23h 15mMultiple Airlines
Deal found 16/11C$ 520
Thu 11/128:25 a.m.YYC - BOS
2 stops12h 12mAir Canada
Sun 11/16:15 a.m.BOS - YYC
2 stops11h 30mAir Canada
Deal found 18/11C$ 533
Thu 11/126:15 a.m.YYC - BDL
2 stops15h 44mUnited Airlines
Mon 15/127:50 p.m.BDL - YYC
2 stops20h 31mUnited Airlines
Deal found 17/11C$ 806
Tue 30/126:15 a.m.YYC - BDL
1 stop15h 42mUnited Airlines
Mon 12/13:30 p.m.BDL - YYC
1 stop8h 23mUnited Airlines
Deal found 18/11C$ 987
Mon 29/1212:30 a.m.YYC - BDL
2 stops13h 52mDelta
Mon 12/112:56 p.m.BDL - YYC
2 stops12h 06mDelta
Deal found 18/11C$ 1,053
Wed 10/1212:15 a.m.YYC - BDL
2 stops14h 10mWestJet
Mon 15/129:43 a.m.BDL - YYC
2 stops13h 19mWestJet
Deal found 17/11C$ 1,105

Cheapflights Fare Finder

 
Customize your flight search to find flights from Calgary to Massachusetts that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 629,999 searches. Data last updated 18 November 2025.
Use the filters below to find and compare flights from Calgary to Massachusetts that are best for you.

Fly from

Calgary

Fly to

Massachusetts

Route

Depart

Return

Price

CalgaryBoston

YYC - BOS

YYCBOS

Calgary

Sat 10/1

8:45 p.m.-9:32 a.m.

2 stops10h 47m

Boston Logan Intl

Fri 16/1

5:30 a.m.-11:13 a.m.

1 stop7h 43m

C$ 369

CalgaryBoston

YYC - BOS

YYCBOS

Calgary

Sat 6/12

6:35 a.m.-5:18 p.m.

1 stop8h 43m

Boston Logan Intl

Tue 6/1

10:40 a.m.-8:54 p.m.

1 stop12h 14m

C$ 454

CalgaryBoston

YYC - BOS

YYCBOS

Calgary

Thu 11/12

2:45 p.m.-12:01 a.m.

1 stop7h 16m

Boston Logan Intl

Sun 11/1

10:40 a.m.-8:54 p.m.

1 stop12h 14m

C$ 454

CalgaryBoston

YYC - BOS

YYCBOS

Calgary

Thu 11/12

6:30 a.m.-10:16 p.m.

2 stops13h 46m

Boston Logan Intl

Sun 11/1

8:05 a.m.-9:58 p.m.

1 stop15h 53m

C$ 474

CalgaryBoston

YYC - BOS

YYCBOS

Calgary

Sun 18/1

8:15 a.m.-8:30 p.m.

2 stops10h 15m

Boston Logan Intl

Mon 16/2

10:20 a.m.-9:39 p.m.

2 stops13h 19m

C$ 488

CalgaryBoston

YYC - BOS

YYCBOS

Calgary

Sat 6/12

5:35 a.m.-2:52 p.m.

1 stop7h 17m

Boston Logan Intl

Tue 6/1

10:15 a.m.-8:19 p.m.

2 stops12h 04m

C$ 494

CalgaryBoston

YYC - BOS

YYCBOS

Calgary

Thu 4/12

8:20 a.m.-6:11 p.m.

1 stop7h 51m

Boston Logan Intl

Sun 7/12

12:57 p.m.-7:09 p.m.

2 stops32h 12m

C$ 516

CalgaryHartford

YYC - BDL

YYCBDL

Calgary

Thu 11/12

6:15 a.m.-11:59 p.m.

2 stops15h 44m

Hartford Bradley Intl

Mon 15/12

7:50 p.m.-2:21 p.m.

2 stops20h 31m

C$ 806

CalgaryHartford

YYC - BDL

YYCBDL

Calgary

Thu 11/12

2:45 p.m.-11:56 p.m.

1 stop7h 11m

Hartford Bradley Intl

Mon 15/12

6:09 a.m.-1:40 p.m.

1 stop9h 31m

C$ 806

CalgaryHartford

YYC - BDL

YYCBDL

Calgary

Tue 30/12

6:15 a.m.-11:57 p.m.

1 stop15h 42m

Hartford Bradley Intl

Mon 12/1

3:30 p.m.-9:53 p.m.

1 stop8h 23m

C$ 987

Flights are sorted by cheapest round-trip flights first.

Deals found on 16/11

Showing 1-10 of 18 results
1
2

Best time to book a flight from Calgary to Massachusetts

Have a flexible travel schedule? Discover the best time to fly to Massachusetts from Calgary with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

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

What is the cheapest month to book a flight from Calgary to Massachusetts?

Currently, June is the cheapest month in which you can book a flight from Calgary to Massachusetts (average of C$ 151). Flying from Calgary to Massachusetts in November is currently the most expensive (average of C$ 379). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from YYC to MA?

Find hourly flight availability from Calgary to Massachusetts. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 18 November 2025.

It’s optimal to fly from Calgary to Massachusetts at noon. By choosing this option you can save up to 51% on the cost of your flight, compared to a flight in the morning.

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

Use this chart to determine the cheapest time to fly round-trip from Calgary to Massachusetts. Price data was last updated on 16 December 2024.

Travelers seeking maximum savings on their Calgary to Massachusetts flight should consider departing on Friday afternoons when fares are most often at their lowest. Tuesday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

How much does it cost to fly round-trip from Calgary to Massachusetts?

Reviews of airlines servicing Massachusetts

Get insights into the airlines that provide service to Massachusetts. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Massachusetts. Reviews last updated 18 November 2025.
Read reviews from past customers who have flown Porter Airlines,Delta, andUnited Airlines from Calgary to Massachusetts. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

Comfort

8.0

Food

7.6

Overall

8.0

Entertainment

7.0

Boarding

8.2

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Kelly,Nov 2025

YVR - YUL

I recently flew with Porter Airlines on Flight PD372 on October 30th, and unfortunately, had a very disappointing experience. At the gate, one of their attendants gave me two boarding passes. I assumed these were for my itinerary from Vancouver to Montreal and back, but one of the boarding passes unexpectedly included a connecting flight to Toronto, which was never part of my booking or invoice. As a result of this error, my checked baggage was mistakenly routed to Toronto. When I contacted Porter’s customer service, I spoke to an agent who apologized on behalf of the attendant (employee number 13209961) and promised to have my luggage flown back to Montreal. However, shortly after, I was told there was nothing they could do except for me to travel to Toronto myself to pick up my bag. This is highly unreasonable and unfair, considering the issue was caused by their staff printing the wrong boarding pass. This entire situation caused me significant inconvenience and stress. I expected Porter to correct the mistake and deliver my luggage as originally planned, but instead, I was left with the burden of fixing an error that was not mine. I even have a photo of the staff badge of the employee who made the promise, yet the company still failed to honor it. I hope Porter Airlines reviews their internal communication and baggage handling procedures to prevent this from happening to other passengers. Customer care and responsibility fell short in this experience, and I am still waiting for a satisfactory resolution.

Comfort

8.0

Food

7.6

Overall

8.0

Entertainment

7.0

Boarding

8.2

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Kelly,Nov 2025

YVR - YUL

I recently flew with Porter Airlines on Flight PD372 on October 30th, and unfortunately, had a very disappointing experience. At the gate, one of their attendants gave me two boarding passes. I assumed these were for my itinerary from Vancouver to Montreal and back, but one of the boarding passes unexpectedly included a connecting flight to Toronto, which was never part of my booking or invoice. As a result of this error, my checked baggage was mistakenly routed to Toronto. When I contacted Porter’s customer service, I spoke to an agent who apologized on behalf of the attendant (employee number 13209961) and promised to have my luggage flown back to Montreal. However, shortly after, I was told there was nothing they could do except for me to travel to Toronto myself to pick up my bag. This is highly unreasonable and unfair, considering the issue was caused by their staff printing the wrong boarding pass. This entire situation caused me significant inconvenience and stress. I expected Porter to correct the mistake and deliver my luggage as originally planned, but instead, I was left with the burden of fixing an error that was not mine. I even have a photo of the staff badge of the employee who made the promise, yet the company still failed to honor it. I hope Porter Airlines reviews their internal communication and baggage handling procedures to prevent this from happening to other passengers. Customer care and responsibility fell short in this experience, and I am still waiting for a satisfactory resolution.

Comfort

8.0

Food

7.6

Overall

8.0

Entertainment

7.0

Boarding

8.2

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Kelly,Nov 2025

YVR - YUL

I recently flew with Porter Airlines on Flight PD372 on October 30th, and unfortunately, had a very disappointing experience. At the gate, one of their attendants gave me two boarding passes. I assumed these were for my itinerary from Vancouver to Montreal and back, but one of the boarding passes unexpectedly included a connecting flight to Toronto, which was never part of my booking or invoice. As a result of this error, my checked baggage was mistakenly routed to Toronto. When I contacted Porter’s customer service, I spoke to an agent who apologized on behalf of the attendant (employee number 13209961) and promised to have my luggage flown back to Montreal. However, shortly after, I was told there was nothing they could do except for me to travel to Toronto myself to pick up my bag. This is highly unreasonable and unfair, considering the issue was caused by their staff printing the wrong boarding pass. This entire situation caused me significant inconvenience and stress. I expected Porter to correct the mistake and deliver my luggage as originally planned, but instead, I was left with the burden of fixing an error that was not mine. I even have a photo of the staff badge of the employee who made the promise, yet the company still failed to honor it. I hope Porter Airlines reviews their internal communication and baggage handling procedures to prevent this from happening to other passengers. Customer care and responsibility fell short in this experience, and I am still waiting for a satisfactory resolution.

Comfort

8.0

Food

7.6

Overall

8.0

Entertainment

7.0

Boarding

8.2

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Kelly,Nov 2025

YVR - YUL

I recently flew with Porter Airlines on Flight PD372 on October 30th, and unfortunately, had a very disappointing experience. At the gate, one of their attendants gave me two boarding passes. I assumed these were for my itinerary from Vancouver to Montreal and back, but one of the boarding passes unexpectedly included a connecting flight to Toronto, which was never part of my booking or invoice. As a result of this error, my checked baggage was mistakenly routed to Toronto. When I contacted Porter’s customer service, I spoke to an agent who apologized on behalf of the attendant (employee number 13209961) and promised to have my luggage flown back to Montreal. However, shortly after, I was told there was nothing they could do except for me to travel to Toronto myself to pick up my bag. This is highly unreasonable and unfair, considering the issue was caused by their staff printing the wrong boarding pass. This entire situation caused me significant inconvenience and stress. I expected Porter to correct the mistake and deliver my luggage as originally planned, but instead, I was left with the burden of fixing an error that was not mine. I even have a photo of the staff badge of the employee who made the promise, yet the company still failed to honor it. I hope Porter Airlines reviews their internal communication and baggage handling procedures to prevent this from happening to other passengers. Customer care and responsibility fell short in this experience, and I am still waiting for a satisfactory resolution.

Comfort

8.0

Food

7.6

Overall

8.0

Entertainment

7.0

Boarding

8.2

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Kelly,Nov 2025

YVR - YUL

I recently flew with Porter Airlines on Flight PD372 on October 30th, and unfortunately, had a very disappointing experience. At the gate, one of their attendants gave me two boarding passes. I assumed these were for my itinerary from Vancouver to Montreal and back, but one of the boarding passes unexpectedly included a connecting flight to Toronto, which was never part of my booking or invoice. As a result of this error, my checked baggage was mistakenly routed to Toronto. When I contacted Porter’s customer service, I spoke to an agent who apologized on behalf of the attendant (employee number 13209961) and promised to have my luggage flown back to Montreal. However, shortly after, I was told there was nothing they could do except for me to travel to Toronto myself to pick up my bag. This is highly unreasonable and unfair, considering the issue was caused by their staff printing the wrong boarding pass. This entire situation caused me significant inconvenience and stress. I expected Porter to correct the mistake and deliver my luggage as originally planned, but instead, I was left with the burden of fixing an error that was not mine. I even have a photo of the staff badge of the employee who made the promise, yet the company still failed to honor it. I hope Porter Airlines reviews their internal communication and baggage handling procedures to prevent this from happening to other passengers. Customer care and responsibility fell short in this experience, and I am still waiting for a satisfactory resolution.

Comfort

8.0

Food

7.6

Overall

8.0

Entertainment

7.0

Boarding

8.2

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Kelly,Nov 2025

YVR - YUL

I recently flew with Porter Airlines on Flight PD372 on October 30th, and unfortunately, had a very disappointing experience. At the gate, one of their attendants gave me two boarding passes. I assumed these were for my itinerary from Vancouver to Montreal and back, but one of the boarding passes unexpectedly included a connecting flight to Toronto, which was never part of my booking or invoice. As a result of this error, my checked baggage was mistakenly routed to Toronto. When I contacted Porter’s customer service, I spoke to an agent who apologized on behalf of the attendant (employee number 13209961) and promised to have my luggage flown back to Montreal. However, shortly after, I was told there was nothing they could do except for me to travel to Toronto myself to pick up my bag. This is highly unreasonable and unfair, considering the issue was caused by their staff printing the wrong boarding pass. This entire situation caused me significant inconvenience and stress. I expected Porter to correct the mistake and deliver my luggage as originally planned, but instead, I was left with the burden of fixing an error that was not mine. I even have a photo of the staff badge of the employee who made the promise, yet the company still failed to honor it. I hope Porter Airlines reviews their internal communication and baggage handling procedures to prevent this from happening to other passengers. Customer care and responsibility fell short in this experience, and I am still waiting for a satisfactory resolution.

Related info for your journey

Find useful and relevant information for your journey from Calgary to Massachusetts. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • What airport do you fly from for flights from Calgary to Massachusetts?

    Located just 9.3 km from the city centre, Calgary (YYC) is the airport most travellers will use when flying to Massachusetts from Calgary.

  • How popular is this Calgary to Massachusetts flight route?

  • How long is the flight from Calgary to Massachusetts?

    A quick flight from Calgary to Massachusetts can take about 8h 43m. Air Canada provides one of the quickest options available for as low as C$ 454. The distance from Calgary to Massachusetts is about 3364 km. When browsing for deals, the options you’ll see will be for both direct flights and flights with stops.

  • What are the most popular routes from Calgary to Massachusetts?

  • What are the most reliable airlines from Calgary to Massachusetts?

    The top 3 most reliable airlines when flying from Calgary to Massachusetts are Azores Airlines (81%), Emirates (81%) and Delta (81%).

  • What are the cheapest flights from Calgary to Massachusetts?

    The cheapest flight price from Calgary to Massachusetts is C$ 361. On average you can expect to pay C$ 1,372. The most popular route, (Calgary - Boston Logan Intl), can usually be booked for C$ 325.

  • Can I find deals for flights from Calgary to Massachusetts that include hotel bookings?

    Yes. In addition to deals on Calgary to Massachusetts flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Calgary to Massachusetts?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Calgary to Massachusetts.

  • Can I find deals for business class flights from Calgary to Massachusetts?

    Yes. Cheapflights offers flight deals from Calgary to Massachusetts by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Calgary to Massachusetts?

    Currently, June is the cheapest month in which you can book a flight from Calgary to Massachusetts (average of C$ 151). Flying from Calgary to Massachusetts in November is currently the most expensive (average of C$ 379). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for Calgary to Massachusetts

See prices for flight routes from nearby airports that may be better suited for you.

Top 6 airlines flying from Calgary to Massachusetts

Discover the top 6 airlines that operate flights from Calgary to Massachusetts. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 629,999 searches. Data last updated 18 November 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapestC$ 182AverageC$ 436FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
WestJetCheapestC$ 192AverageC$ 462FlexibilityNo cancel feeOn-time60%
Search WestJet flights
American AirlinesCheapestC$ 235AverageC$ 304FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
United AirlinesCheapestC$ 238AverageC$ 516FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
Porter AirlinesCheapestC$ 292AverageC$ 494FlexibilityNo cancel feeOn-time52%
Search Porter Airlines flights
DeltaCheapestC$ 345AverageC$ 470FlexibilityNo cancel feeOn-timeN/A
Search Delta flights

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