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$99+ Cheap flights from Massachusetts to Calgary (YYC)

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 12/15. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — YYC
Dec 3 — Dec 101
Wed 12/3
Wed 12/10
1 adult, Economy
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Cheap flight deals from Massachusetts to Calgary

Keep the following information in mind while searching for Massachusetts to Calgary flight deals. Data was last updated November 3, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$274
(Kiwi.com)

One-way from

$99
(Kiwi.com)

Popular in

December

Cheapest in

May

Average price

$539

Good round-trip deal

$497 or less

Good one-way deal

$275 or less
Provider with most accurate pricing for Boston Logan Intl-Calgary flight deals.
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Provider most trusted by Cheapflights users for Boston Logan Intl-Calgary flights.
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From Massachusetts to Calgary
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One-way flight from Massachusetts to Calgary
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Highest demand for flights based on searches. 15% potential increase in price ($78 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($13 potential savings vs. average RT price).
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Average for round-trip flights in November 2025
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Price to beat on a round-trip flight from Massachusetts to Calgary.
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Price to beat on a one-way flight from Massachusetts to Calgary.
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Find flight deals from Massachusetts to Calgary

Cheapest flights from Massachusetts to Calgary
Explore the most affordable flight options available from Massachusetts to Calgary. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 3, 2025.

This Kiwi.com deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/1211:19 amBOS - YYC
1 stop9h 50mMultiple Airlines
Wed 12/177:30 amYYC - BOS
2 stops24h 22mMultiple Airlines
Deal found 10/31$274
This Kiwi.com deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/1111:28 amBOS - YYC
1 stop26h 16mMultiple Airlines
Sat 12/138:55 amYYC - BOS
1 stop23h 27mMultiple Airlines
Deal found 11/2$290
This Mytrip deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/279:54 pmBOS - YYC
1 stop15h 50mMultiple Airlines
Wed 12/38:55 amYYC - BOS
1 stop9h 54mMultiple Airlines
Deal found 11/1$297
This Kiwi.com deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/811:23 amBOS - YYC
1 stop26h 21mMultiple Airlines
Fri 12/128:20 amYYC - BOS
1 stop7h 51mMultiple Airlines
Deal found 11/2$302
This Kiwi.com deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/212:44 pmBOS - YYC
1 stop25h 00mMultiple Airlines
Mon 12/812:30 amYYC - BOS
2 stops21h 26mMultiple Airlines
Deal found 11/2$308
This Kiwi.com deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/1111:28 amBOS - YYC
1 stop26h 16mMultiple Airlines
Sun 12/144:20 pmYYC - BOS
1 stop15h 43mMultiple Airlines
Deal found 11/1$312
This Delta deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/611:25 amBOS - YYC
1 stop11h 32mDelta
Tue 12/92:45 pmYYC - BOS
1 stop7h 16mDelta
Deal found 11/1$322
This Kiwi.com deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/68:11 pmBOS - YYC
1 stop17h 08mMultiple Airlines
Mon 12/812:30 amYYC - BOS
2 stops21h 26mMultiple Airlines
Deal found 11/2$326
This American Airlines deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/109:01 amBOS - YYC
2 stops14h 44mAmerican Airlines
Mon 12/156:30 amYYC - BOS
1 stop14h 30mAmerican Airlines
Deal found 10/31$327
This Kiwi.com deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/57:54 pmALB - YYC
1 stop24h 01mMultiple Airlines
Wed 12/108:55 amYYC - ALB
2 stops25h 50mMultiple Airlines
Deal found 11/2$358
This Kiwi.com deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/57:54 pmALB - YYC
1 stop24h 01mMultiple Airlines
Thu 12/117:00 amYYC - ALB
2 stops34h 04mMultiple Airlines
Deal found 11/2$361
This Kiwi.com deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/138:05 amBDL - YYC
1 stop29h 14mMultiple Airlines
Wed 12/177:30 amYYC - BDL
2 stops33h 47mMultiple Airlines
Deal found 11/2$369

Cheapflights Fare Finder

 
Customize your flight search to find flights from Massachusetts to Calgary 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 2,558,603 searches. Data last updated November 3, 2025.
Use the filters below to find and compare flights from Massachusetts to Calgary that are best for you.

Fly from

Massachusetts

Fly to

Calgary

Route

Depart

Return

Price

BostonCalgary

BOS - YYC

BOSYYC

Boston Logan Intl

Sat 12/6

11:25 am-8:57 pm

1 stop11h 32m

Calgary

Tue 12/9

2:45 pm-12:01 am

1 stop7h 16m

$322

BostonCalgary

BOS - YYC

BOSYYC

Boston Logan Intl

Fri 12/12

8:05 am-1:40 pm

1 stop7h 35m

Calgary

Wed 12/17

2:45 pm-12:01 am

1 stop7h 16m

$322

BostonCalgary

BOS - YYC

BOSYYC

Boston Logan Intl

Sun 1/11

5:59 pm-12:48 pm

1 stop20h 49m

Calgary

Sat 1/17

1:40 pm-11:25 am

1 stop19h 45m

$335

BostonCalgary

BOS - YYC

BOSYYC

Boston Logan Intl

Tue 1/6

6:42 am-12:48 pm

1 stop8h 06m

Calgary

Tue 1/13

1:40 pm-7:12 am

2 stops15h 32m

$349

AlbanyCalgary

ALB - YYC

ALBYYC

Albany Intl

Fri 12/5

7:54 pm-5:55 pm

1 stop24h 01m

Calgary

Wed 12/10

8:55 am-12:45 pm

2 stops25h 50m

$358

AlbanyCalgary

ALB - YYC

ALBYYC

Albany Intl

Fri 12/5

7:54 pm-5:55 pm

1 stop24h 01m

Calgary

Thu 12/11

7:00 am-7:04 pm

2 stops34h 04m

$361

BostonCalgary

BOS - YYC

BOSYYC

Boston Logan Intl

Tue 12/2

5:45 am-1:40 pm

1 stop9h 55m

Calgary

Tue 12/9

12:41 pm-11:41 pm

1 stop9h 00m

$361

BostonCalgary

BOS - YYC

BOSYYC

Boston Logan Intl

Sat 12/6

2:59 pm-8:57 pm

1 stop7h 58m

Calgary

Sat 12/13

12:41 pm-11:41 pm

1 stop9h 00m

$361

HartfordCalgary

BDL - YYC

BDLYYC

Hartford Bradley Intl

Sat 12/13

8:05 am-11:19 am

1 stop29h 14m

Calgary

Wed 12/17

7:30 am-7:17 pm

2 stops33h 47m

$369

BostonCalgary

BOS - YYC

BOSYYC

Boston Logan Intl

Wed 1/28

9:39 pm-9:35 pm

3 stops25h 56m

Calgary

Sun 2/1

4:20 pm-10:08 am

1 stop15h 48m

$372

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/1

Showing 1-10 of 48 results
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Best time to book a flight from Massachusetts to Calgary

Have a flexible travel schedule? Discover the best time to fly to Calgary from Massachusetts 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 Massachusetts to Calgary

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

Currently, October is the cheapest month in which you can book a flight from Massachusetts to Calgary (average of $87). Flying from Massachusetts to Calgary in March is currently the most expensive (average of $237). 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 MA to YYC?

Find hourly flight availability from Massachusetts to Calgary. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 3, 2025.

One of the essential ways to save on airfare from Massachusetts to Calgary is to remain as flexible as possible. Flights that are in the morning tend to be the most expensive. A flight in the afternoon could potentially save you up to 25% on airfare.

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

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

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

Related info for your journey

Find useful and relevant information for your journey from Massachusetts to Calgary. 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 into for flights to Calgary from Massachusetts?

    Calgary (YYC) is the airport you will fly into if you book a flight from Massachusetts to Calgary. It is only a 5.8 mi journey from Calgary (YYC) to Calgary’s city center.

  • How popular is this Massachusetts to Calgary flight route?

    This flight path from Massachusetts to Calgary was viewed by 10 users in the past month. Keep an eye out for changes in search interest prior to high and low season.

  • How long is the flight from Massachusetts to Calgary?

    Departing from Massachusetts to Calgary will take you 11h 32m. Airlines will cover a distance of 2090 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest airlines to fly from Massachusetts to Calgary one-way?

    For one-way options, check prices for Air Canada. According to our data, you can fly for as low as $132. Users have also found prices from $132 and $132 on Delta and United Airlines, respectively.

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

    When deciding which route to take from Massachusetts to Calgary consider Boston Logan Intl - Calgary, Hartford Bradley Intl - Calgary or Albany Intl - Calgary as they are the most popular.

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

    Looking for the most reliable airlines to get you to your destination on time? Our data shows these are most likely to get you from Massachusetts to Calgary on time: Emirates (79%), Delta (79%), WestJet (79%).

  • What are the cheapest flights from Massachusetts to Calgary?

    On average you can expect to pay $433 for a flight from Massachusetts to Calgary. The cheapest flight overall is $242 while the most popular route, (Boston Logan Intl - Calgary) is currently priced at $244.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Massachusetts to Calgary 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 Massachusetts to Calgary?

    Currently, October is the cheapest month in which you can book a flight from Massachusetts to Calgary (average of $87). Flying from Massachusetts to Calgary in March is currently the most expensive (average of $237). 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

Traveling to a place near Calgary?

Book flights to Calgary if you plan to visit one of these locations
Canmore
Airdrie

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Top 6 airlines flying from Massachusetts to Calgary

Discover the top 6 airlines that operate flights from Massachusetts to Calgary. 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 2,558,603 searches. Data last updated November 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$118Average$475FlexibilityNo cancel feeOn-time69%
Air CanadaCheapest$122Average$455FlexibilityNo cancel feeOn-time67%
DeltaCheapest$139Average$413FlexibilityNo cancel feeOn-timeN/A
WestJetCheapest$153Average$415FlexibilityNo cancel feeOn-time60%
Porter AirlinesCheapest$176Average$395FlexibilityNo cancel feeOn-time52%
American AirlinesCheapest$366Average$550FlexibilityNo cancel feeOn-time71%

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