YYC - BOS

$156 Find Cheap Flights from Calgary to Boston

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 Boston departing on 9/19. 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, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Boston

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Calgary to Boston, 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 Boston, as well as popular online travel agencies
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Everything you should know

Cheapest round-trip
$275
Typical prices: $338-$158
Porter Airlines
Sat 10/17Sat 10/24
YYC - BOS • 1 stop
Cheapest non-stop
$286
WestJet
Tue 10/13Fri 10/16
YYC - BOS • Non-stop
Advice from real travelers
AI-powered summary based on content written by travel experts. AI can make mistakes.
WestJet Premium adds priority boarding and two free checked bags.
Delta offers free Wi-Fi for SkyMiles members on domestic flights.
Expert advice
Expert advice
Expert advice
Expert advice
Top airlines
Cheapest • from $275 (round-trip)
Best reviews • 8.0 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
You can fly direct with WestJet. Average duration is 4h 50m
Direct flights
Direct flights
+1
+1
Direct flights
Direct flights
+1
Top layover airports
Cheapest • Avg $303 (round-trip)
Shortest trip • 6h 44m (one-way)
Insights
Insights
Insights
Insights
When to book
in advance
Our data shows that travelers who book at least 5 weeks in advance save around 61% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
Cheapest • 35% price drop
Most popular
Good to know
Good to know
+1
+1
Good to know
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+1
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We hope you love your trip to Boston!
Flight Deals
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Flight Deals

Cheap Flights from Calgary to Boston (YYC-BOS)

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

Sat, Oct 17 - Sat, Oct 24
Porter Airlines Logo
7:00 am - 4:00 pm
YYC
-
BOS
7h 00m
1 stop
Porter Airlines Logo
7:10 am - 4:30 pm
BOS
-
YYC
11h 20m
2 stops
$275Porter Airlines
Tue, Oct 13 - Fri, Oct 16
WestJet Logo
10:50 am - 5:40 pm
YYC
-
BOS
4h 50mnonstop
WestJet Logo
6:30 pm - 9:55 pm
BOS
-
YYC
5h 25mnonstop
$286WestJet
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
$287WestJet
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
$289WestJet
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
$290WestJet
Wed, Jul 15 - Wed, Jul 29
Porter Airlines Logo
7:05 am - 6:35 pm
YYC
-
BOS
9h 30m
1 stop
Porter Airlines Logo
10:05 am - 3:44 pm
BOS
-
YYC
7h 39m
1 stop
$300Porter Airlines
Wed, Jul 15 - Wed, Jul 29
Porter Airlines Logo
7:05 am - 6:35 pm
YYC
-
BOS
9h 30m
1 stop
Porter Airlines Logo
10:05 am - 3:44 pm
BOS
-
YYC
7h 39m
1 stop
$301Porter Airlines
Tue, Jul 14 - Mon, Jul 20
Porter Airlines Logo
7:05 am - 6:35 pm
YYC
-
BOS
9h 30m
1 stop
Porter Airlines Logo
4:45 pm - 10:33 pm
BOS
-
YYC
7h 48m
1 stop
$302Porter Airlines
Fri, Aug 7 - Thu, Aug 13
WestJet Logo
10:50 am - 5:40 pm
YYC
-
BOS
4h 50mnonstop
WestJet Logo
6:30 pm - 9:55 pm
BOS
-
YYC
5h 25mnonstop
$303WestJet
Mon, Aug 24 - Sat, Aug 29
WestJet Logo
3:30 pm - 10:20 pm
YYC
-
BOS
4h 50mnonstop
WestJet Logo
6:30 pm - 9:55 pm
BOS
-
YYC
5h 25mnonstop
$305WestJet
Booking Insights

KAYAK's insights & trends for Calgary to Boston flights

Get data-powered insights and trends into flights from Calgary to Boston 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 Boston?

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 Boston departing in October.

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

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

If you are looking for a flight deal from Calgary to Boston, look for departures on Thursdays and avoid leaving on a Monday, as it's usually the priciest day. When flying back from Boston, Tuesday is the cheapest day to fly and Friday is the most expensive.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Calgary to Boston, 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 Boston is October, where tickets cost $256 (return) on average. On the other hand, the most expensive months are March and December, where the average cost of round-trip tickets is $545 and $485 respectively.

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

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 $264 on average.

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

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 Boston, 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 Boston, you should book around 5 weeks before departure, which saves you about 61% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 23 weeks before departure.

Expert advice

Expert advice for your flight from Calgary to Boston

 
AI-powered summary based on content written by travel experts. AI can make mistakes.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Our travel experts
Stefanie Waldek

Stefanie Waldek

Expert on WestJet and Delta

Stefanie Waldek is a freelance space, travel, and design writer based in Saratoga Springs, NY. Her words have appeared in Space.com, Travel + Leisure, Condé Nast Traveler, Architectural Digest, and House Beautiful, among other publications. An expert in aviation and expedition cruising, Stefanie is frequently up in the air or on the sea, likely en route to Antarctica or the Arctic.

Kaitlyn McInnis

Kaitlyn McInnis

Expert on YYC

Kaitlyn is a guidebook author and travel writer splitting her time between Atlantic Canada and Istanbul, Türkiye. She has visited over fifty countries and all seven continents, so she is very familiar with many hotels, airports and airlines around the globe. But her favorite type of vacation is sunbathing by the sea with a good book in hand.

Blane Bachelor

Blane Bachelor

Expert on BOS

Blane Bachelor is a journalist and editor specializing in travel and aviation who writes regularly for top global outlets. Born and raised in Florida, Blane has worked and lived in four countries, including the Netherlands, where she’s currently based with her family. Her favorite way to get to know a new destination is by running or riding a bike around town – or hearing a spooky ghost story about local history. She will always choose the window seat.

Good to know

Low seasonJanuary
Cheapest flight$156
Best time to beat the crowds with an average 6% drop in price.
Most popular time to fly and prices are also 36% lower on average.
Flight from Calgary to Boston

When to book flights from Calgary to Boston

Are your dates flexible? Find out the best times to travel from Calgary to Boston based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Calgary to Boston

  • What is the cheapest flight from Calgary to Boston?

    In the last 5 days, the lowest price for a flight from Calgary to Boston was $156 for a one-way ticket and $275 for a round-trip.

  • Do I need a passport to fly between Calgary and Boston?

    Yes

  • Which airports will I be using when flying from Calgary to Boston?

    Calgary airport is called Calgary and the only airport in Boston is Boston Logan Intl.

  • Which airlines offer Wi-Fi service onboard planes from Calgary to Boston?

    WestJet, United Airlines, Air Canada, LATAM Airlines, and Delta offer inflight Wi-Fi service on the Calgary to Boston flight route.

  • Which aircraft models fly most regularly from Calgary to Boston?

    The Boeing 737-800 Passenger/BBJ2 (winglets) is the aircraft model that flies most regularly on the Calgary to Boston flight route.

  • Which airline alliances offer flights from Calgary to Boston?

    SkyTeam, and Star Alliance are the airline alliances operating flights between Calgary and Boston, with SkyTeam being the most commonly used for this route.

  • On which days can I fly direct from Calgary to Boston?

    There are nonstop flights from Calgary to Boston on a daily basis.

  • Which is the best airline for flights from Calgary to Boston, Porter Airlines or Delta?

    The two airlines most popular with KAYAK users for flights from Calgary to Boston are Porter Airlines and Delta. With an average price for the route of $430 and an overall rating of 8.0, Porter Airlines is the most popular choice. Delta is also a great choice for the route, with an average price of $490 and an overall rating of 7.9.

  • How does KAYAK find such low prices on flights from Calgary to Boston?

    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 Boston.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Boston from Calgary 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 Boston?

    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 Boston with an airline and back to Calgary with another airline. Booking your flights between Calgary and BOS can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Calgary to Boston?

    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 Boston from Calgary up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Calgary to Boston

  • Looking for a cheap flight? 25% of our users found flights on this route for $232 or less one-way and $228 or less round-trip.

Prefer to fly direct from Calgary to Boston?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Calgary to Boston Logan Intl.
Find which airlines fly direct from Calgary Airport to Boston Logan Intl Airport, which days they fly and book direct flights.

Direct departures

Calgary to Boston Logan Intl

Monday

WestJet

WestJet

Tuesday

WestJet

WestJet

Wednesday

WestJet

WestJet

Thursday

WestJet

WestJet

Friday

WestJet

WestJet

Saturday

WestJet

WestJet

Sunday

WestJet

WestJet

See more direct flights

Direct returns

Boston Logan Intl to Calgary

Monday

WestJet

WestJet

Tuesday

WestJet

WestJet

Wednesday

WestJet

WestJet

Thursday

WestJet

WestJet

Friday

WestJet

WestJet

Saturday

WestJet

WestJet

Sunday

WestJet

WestJet

See more direct flights

Reviews of the top 4 airlines serving from Calgary to Boston

 
See real verified KAYAK customer reviews for airlines flying from Calgary to Boston. 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 Boston? 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 438 reviews
8.2Boarding
8.6Crew
6.9Entertainment
7.6Food
8.0Comfort
Airline reviews

The staff was amazing. Best service I’ve had on an aircraft in a long time. Was not particularly happy with the food. Flight was at 10:50 and left home too early for breakfast and wasn’t able to purchase food at airport and felt for sure I could get some breakfast to buy on airplane. Nope as food was served around 11:30 and only one choice left (I was at 22C) so ordered the chicken dish thinking I’m getting a hot meal but cold chicken with rice and carrots etc. I was looking forward to a croissant sandwich and a hot cup of tea. The FA was kind to explain they were serving dinner at that time. She was lovely Other than the disappointment with the food the staff was amazing. On my return flight I will make sure to eat and take some food with me so I’m not hungry or disappointed. This was my second time ever flying Porter and will consider checking them when I next come to visit my daughter. Have to say it again best crew I’ve ever experienced on a flight and I travel quite a bit. Thanks.

10.0 ExcellentAngela, May 2026
YYZ - YVR
Read more Porter Airlines reviews

The staff was amazing. Best service I’ve had on an aircraft in a long time. Was not particularly happy with the food. Flight was at 10:50 and left home too early for breakfast and wasn’t able to purchase food at airport and felt for sure I could get some breakfast to buy on airplane. Nope as food was served around 11:30 and only one choice left (I was at 22C) so ordered the chicken dish thinking I’m getting a hot meal but cold chicken with rice and carrots etc. I was looking forward to a croissant sandwich and a hot cup of tea. The FA was kind to explain they were serving dinner at that time. She was lovely Other than the disappointment with the food the staff was amazing. On my return flight I will make sure to eat and take some food with me so I’m not hungry or disappointed. This was my second time ever flying Porter and will consider checking them when I next come to visit my daughter. Have to say it again best crew I’ve ever experienced on a flight and I travel quite a bit. Thanks.

I didn’t receive any help when they messed up and wasn’t honest and the supervisor did absolutely nothing to help me so I had to buy another ticket at $537

Even tho the flight was a bit delayed the team was apologetic. Everyone was friendly and efficient.

The Flight took off 2hrs late because there was no pilot showing up when the flight was ready to board.. Though the cabin crew was present and had prepared the plane, the FO turned around after 15 min and went away. A crew to fly the plane finally arrived over an hour later and we were able to board 1h30 min later than planned time... until everything was loaded, we left 2h late from the gate. This was a small plane, so don't expect any Entertainment... Wi-Fi access on board would work, but took an awful amount of time to figure out and get it work (I'm an IT person). Flying as VIPorter customer, I was expecting at least some warm meal, but everything served was just cold.. except the coffee maybe. Even in so-called VIPorter seats, space is cramped and trays are so tiny, you can barely setup your food. Flight caught up during the coast-to-coast crossing and was able to recoup about 45 min from the delay.. still arrived very late in Vancouver and had to wait a long time to get our registered bags. Let's see how the return flight will be in a few days..

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.

Due to a known technical error that Porter has not fixed in over a year, I was unable to check in the children on my reservation online and had to do it at the airport. Upon check in, there were no seats together, which was an issue as we had young children. The gate agent did manage to seat us together by moving other passengers, which was appreciated, but the other passengers were never informed, leading to confusion and delay upon boarding. The flight was over an hour late; no explanation or apology was ever issued. The bags on Porter take a long time to arrive--over half an hour at Hamilton on my inbound flight, and not much better on my return to Edmonton.

On my e-boarding pass it shows free wifi, yet the plane I was on didn’t have wifi. Please remove false advertising from your website and boarding passes

3.5 hr delay for a 1 hr work flight. No information as to why the delay until 20 mins before boarding.

Organization and the adjusted times but the snacks could be of a bigger portion

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

Original flight was delayed, then cancelled and the gate staff did not expedite rebooking. Also, no instructions were given that a ticket number was needed before being called to facilitate rebooking. This could have been much more organized.

Be on time? When not on time a circling for over an hour offer more than 1 bag of chips to the passengers? It was a 7 hour flight by the time we got done.

Five hour delays every hour, I wish it were all at once

Flight delayed four separate times. I’m now one hour hours late to landing.

worst flight ever from Delta, it got delayed and kept on delaying..

Should never have had to go to Detroit from Orlando back to Tennessee!

Got rerouted from a straight flight from Orlando to Atlanta to Knoxville to a flight from Orlando to Detroit to Knoxville! Seriously!! Flight delay out of Detroit! Long day for what should have been a pretty easy travel day!

Two delays on two separate planes with parts they could not easily find and replace.

I like the lane and orderliness and timely everything was executed. Amazing

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

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.

Food was not inspired but was satisfying. Same for infotainment selection. You’d think business class would come with complimentary WiFi. Crew was uniformly attentive and excellent.

Better movie options. More diligence on the size and amount of bags people bring on board. Lady across aisle from me had a bucket style bag that would only go so far under the seat in front of her. She was not told once that the whole bag is supposed to be under the seat. Crew is very hardworking however.

I didn’t have any food but my Prosecco hit the spot. We left on time and the crew was friendly.

Flight didn’t happen because both my connections were lost and Toronto wouldn’t let me board. I was checked in to all 3 flights at the check-in fest in Dublin.

I wasn’t able to book or pay for a seat and they forgot to check me in for my third flight so I spent 24 hours in Toronto waiting for another one.

Flight was delayed for 5hours. Food vouchers just aren’t good enough

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

No kiosk to help pre boarding unlike other airlines, still lost the luggage despite its own crew/TSA or security tagging it, poor handling of lost luggage and possibly compensation is likely poor too.

Everything was great until we had to get our bags. The bags came out in several different batches over 90 minutes after we landed maybe more we got our bags. So much for the old West Jet where they promised bags in 20 minutes. I Next time I will pack lighter and go with a carry-on.

Flight operated by PAL. We boarded, and one engine started. The crew found some problem that could not be fixed. The flight was canceled. This run from yhz-bos is very unreliable.

I was tired enough to fall asleep soon after takeoff and slept until "we are starting our descent to Toronto" announcement. That's not bad at all.

It was great to have a vegetarian meal option, but departure was delayed because they had oversold the flight. Air Canada, you’re in charge of how many tickets are sold: don’t oversell!

My ticket did not exist when I got to the airport. I had to book another flight and was still charged by Kayak

The lead flight attendent was outstanding. We were delayed waiting for a connection and she kept us up-to-date with a great sense of humor. She also made sure a passenger in the back of the plane was sble to get out first to make a connection. She needs to be recognized by your company! She is awesome!

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

Very bed experience never want to travel air canada anymore

Better entertainment & food options more may be adding chicken option or on vegetarian side good quality pasta

Was not sent a link to check in online. Tried to check in online using website. Site didn’t work. Called support line, was told it often didn’t work. Went to counter at airport to check bags and get boarding passes. Had to stand in a lineup. They were unable to tell me how much to pay. Had to take a paper to another counter, took a long time to be told what I owed. I fondly remember the days of checking in online, getting my boarding pass digitally, paying for my luggage on line, scanning my passport at the airport to get my luggage tags, and putting my luggage on the conveyor. Easy peasy. Air Canada has really taken a step back in time, and made what was an easy check in experience to one that seemed unduly long and frustrating.

Really out of Air Canada's control due to long delay because of mechanical issues. While doing their best, disappointed by their assumption that all passengers have smart phones. Should have communicated food voucher availability at gate area. Late arrival cost me an extra $51 because public transit was not available, Otherwise, feel Air Canada did their best dealing with their challenges. Will likely continue using them in the future.

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

Information on your arrival and departure airports