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C$ 79+ Cheap flights from Massachusetts

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/9. 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.
BOS — YYZ
21 Aug — 28 Aug1
1 adult

What to know about flights from Massachusetts

Discover essential information about flights departing from Massachusetts, including flight schedules, destinations, airlines operating at the Massachusetts airport, and any specific guidelines or requirements for travellers. Please note that the information is based on the most recent updates available. Data last updated 16 August 2025.

Good round-trip deal

C$ 143 or less

Good one-way deal

C$ 115 or less
Price to beat on a round-trip flight from Massachusetts.
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Price to beat on a one-way flight from Massachusetts.
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Find flights from Massachusetts

Cheapest flights from Massachusetts
Explore the most affordable flight options available from Massachusetts. Find the lowest fares based on data from user searches, with prices last updated on 16 August 2025.

Mon 29/910:20 a.m.BOS - YYC
1 stop7h 30mAir Canada
Sun 5/1012:20 a.m.YYC - BOS
1 stop7h 35mAir Canada
Deal found 15/8C$ 202
Fri 26/96:30 p.m.BOS - YYC
Nonstop5h 21mMultiple Airlines
Thu 2/101:10 a.m.YYC - BOS
1 stop6h 45mMultiple Airlines
Deal found 13/8C$ 203
Thu 13/115:30 a.m.BOS - YYC
1 stop7h 43mAir Canada
Tue 18/115:45 a.m.YYC - BOS
1 stop8h 12mAir Canada
Deal found 15/8C$ 220
Fri 26/96:30 p.m.BOS - YYC
Nonstop5h 21mWestJet
Fri 3/1010:50 a.m.YYC - BOS
Nonstop4h 50mWestJet
Deal found 12/8C$ 221
Fri 26/96:30 p.m.BOS - YYC
Nonstop5h 21mWestJet
Mon 29/910:50 a.m.YYC - BOS
Nonstop4h 50mWestJet
Deal found 13/8C$ 222
Thu 4/97:00 p.m.BOS - YVR
Nonstop6h 10mWestJet
Fri 12/99:40 a.m.YVR - BOS
Nonstop5h 30mWestJet
Deal found 14/8C$ 225
Fri 12/97:00 p.m.BOS - YVR
Nonstop6h 10mWestJet
Fri 19/99:40 a.m.YVR - BOS
Nonstop5h 30mWestJet
Deal found 14/8C$ 228
Mon 22/97:00 p.m.BOS - YVR
Nonstop6h 10mWestJet
Mon 29/99:40 a.m.YVR - BOS
Nonstop5h 30mWestJet
Deal found 13/8C$ 229
Sun 21/97:00 p.m.BOS - YVR
Nonstop6h 10mWestJet
Fri 26/99:40 a.m.YVR - BOS
Nonstop5h 30mWestJet
Deal found 14/8C$ 232
Sat 13/97:00 p.m.BOS - YVR
Nonstop6h 10mWestJet
Sat 20/99:40 a.m.YVR - BOS
Nonstop5h 30mWestJet
Deal found 14/8C$ 233
Mon 22/97:00 p.m.BOS - YVR
Nonstop6h 10mWestJet
Sun 28/99:40 a.m.YVR - BOS
Nonstop5h 30mWestJet
Deal found 15/8C$ 235
Sat 6/93:15 p.m.BOS - YYC
1 stop10h 01mAir Canada
Thu 18/91:10 a.m.YYC - BOS
1 stop6h 20mAir Canada
Deal found 15/8C$ 235

Find flights from Massachusetts within your budget

 
Find flights departing from Massachusetts that match your specified budget. Filter results by price range, allowing you to narrow down options and find flights that fit within your financial constraints. Please note that the search results are based on data from user searches, with fares last updated on 16 August 2025. In the last 7 days, Cheapflights users made a total of 629,999 searches

Fly to

Pearson Intl

Route

Depart

Return

Price

BostonCalgary

BOS - YYC

BOSYYC

Boston Logan Intl

Mon 29/9

10:20 a.m.-3:50 p.m.

1 stop7h 30m

Calgary

Sun 5/10

12:20 a.m.-9:55 a.m.

1 stop7h 35m

C$ 202

BostonCalgary

BOS - YYC

BOSYYC

Boston Logan Intl

Fri 26/9

6:30 p.m.-9:51 p.m.

Nonstop5h 21m

Calgary

Thu 2/10

1:10 a.m.-11:29 a.m.

1 stop8h 19m

C$ 204

BostonCalgary

BOS - YYC

BOSYYC

Boston Logan Intl

Thu 13/11

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

1 stop7h 43m

Calgary

Tue 18/11

5:45 a.m.-3:57 p.m.

1 stop8h 12m

C$ 220

BostonVancouver

BOS - YVR

BOSYVR

Boston Logan Intl

Thu 4/9

7:00 p.m.-10:10 p.m.

Nonstop6h 10m

Vancouver Intl

Fri 12/9

9:40 a.m.-6:10 p.m.

Nonstop5h 30m

C$ 225

BostonVancouver

BOS - YVR

BOSYVR

Boston Logan Intl

Mon 29/9

7:00 p.m.-10:10 p.m.

Nonstop6h 10m

Vancouver Intl

Mon 6/10

9:40 a.m.-6:10 p.m.

Nonstop5h 30m

C$ 226

BostonCalgary

BOS - YYC

BOSYYC

Boston Logan Intl

Tue 28/10

6:00 a.m.-11:35 a.m.

1 stop7h 35m

Calgary

Wed 5/11

6:15 a.m.-11:39 p.m.

1 stop15h 24m

C$ 231

BostonCalgary

BOS - YYC

BOSYYC

Boston Logan Intl

Fri 26/9

6:30 p.m.-9:51 p.m.

Nonstop5h 21m

Calgary

Fri 3/10

10:50 a.m.-5:40 p.m.

Nonstop4h 50m

C$ 231

BostonVancouver

BOS - YVR

BOSYVR

Boston Logan Intl

Sun 21/9

7:00 p.m.-10:10 p.m.

Nonstop6h 10m

Vancouver Intl

Fri 26/9

9:40 a.m.-6:10 p.m.

Nonstop5h 30m

C$ 232

BostonCalgary

BOS - YYC

BOSYYC

Boston Logan Intl

Sat 6/9

3:15 p.m.-11:16 p.m.

1 stop10h 01m

Calgary

Tue 16/9

1:10 a.m.-9:30 a.m.

1 stop6h 20m

C$ 235

BostonCalgary

BOS - YYC

BOSYYC

Boston Logan Intl

Sat 6/9

3:15 p.m.-11:16 p.m.

1 stop10h 01m

Calgary

Thu 18/9

1:10 a.m.-9:30 a.m.

1 stop6h 20m

C$ 235

Flights are sorted by cheapest round-trip flights first.

Deals found on 14/8

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Best time to book a flight from Massachusetts

Have a flexible travel schedule? Discover the best time to fly 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.

Travel insights for flights from Massachusetts

Get recent, data-driven insights about flights from Massachusetts including ideal travel times, pricing trends, and more.

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

Currently, April is the cheapest month in which you can book a flight from Massachusetts (average of C$ 162). Flying from Massachusetts in June will prove the most costly (average of C$ 349). There are multiple factors that influence the price of a flight so comparing airlines, departure airports and times can help keep costs down.

What is the cheapest place to fly to from Massachusetts?

The cheapest city to fly to from Massachusetts is Fort Lauderdale, with prices starting at C$ 58. Explore other affordable destinations below.

Fort Lauderdale
Fort Lauderdale
From C$ 42
Orlando
Orlando
From C$ 63
Calgary
Calgary
From C$ 73
Chicago
Chicago
From C$ 75

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Related info for your journey

Access useful and relevant information related to your journey from Massachusetts. This can include details such as airport transportation, visa requirements, travel insurance, luggage regulations, and any other information that can ensure a smooth and hassle-free travel experience. Please note that the information is based on general guidance and may need to be verified with official sources. Data last updated 16 August 2025.

  • What is the cheapest month to fly from Massachusetts?

    At the present moment the cheapest month to fly from Massachusetts is currently April; with June being the most expensive. Prices will vary depending on multiple factors such as booking in advance, airline and departure airports and times.

  • Where are the cheapest places to fly to from Massachusetts?

    Check out the cheapest flights from Massachusetts to embark to:
    Travel from Boston to Calgary from C$ 214 round trip
    Travel from Boston to Vancouver from C$ 246 round trip
    Travel from Boston to Toronto from C$ 293 round trip
    Travel from Boston to Ottawa from C$ 388 round trip
    Travel from Boston to Montreal from C$ 403 round trip

  • How does Cheapflights help users find flights from Massachusetts?

    Cheapflights goes through 900+ travel sites to look for the best flight deals for flights from Massachusetts. Too many options? Cheapflights also provides filters for things like airlines, price ranges, and number of stops to help you make a decision easily.

  • Why should you use Cheapflights to find cheap flight tickets from Massachusetts?

    Millions of users choose and trust Cheapflights to book the best flight deals from Massachusetts for free. We help you search and compare prices from hundreds of airlines for the right flight just for you.

  • Can Cheapflights find flights from Massachusetts with no change fees?

    Yes, we can. To see specific flights from Massachusetts with no change fees, users can toggle flexible booking options after using the search form above to find flights.

  • Can Cheapflights notify me if prices for flights from Massachusetts become cheaper?

    Yes, Cheapflights has a feature called Price Alerts, which offers users the ability to be notified when flight prices change. Track prices for your flight from Massachusetts today and book when you’re ready!

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Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Massachusetts?

Cheapflights goes through 900+ travel sites to look for the best flight deals for flights from Massachusetts. Too many options? Cheapflights also provides filters for things like airlines, price ranges, and number of stops to help you make a decision easily.

Why should you use Cheapflights to find cheap flight tickets from Massachusetts?

Millions of users choose and trust Cheapflights to book the best flight deals from Massachusetts for free. We help you search and compare prices from hundreds of airlines for the right flight just for you.

Can Cheapflights find flights from Massachusetts with no change fees?

Yes, we can. To see specific flights from Massachusetts with no change fees, users can toggle flexible booking options after using the search form above to find flights.

Can Cheapflights notify me if prices for flights from Massachusetts become cheaper?

Yes, Cheapflights has a feature called Price Alerts, which offers users the ability to be notified when flight prices change. Track prices for your flight from Massachusetts today and book when you’re ready!

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