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C$ 99+ Cheap flights from Massachusetts

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 15/12. 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
1 Jan — 8 Jan1
1 adult
1 adult, Economy, 0 bags

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 2 December 2025.

Good round-trip deal

C$ 106 or less

Good one-way deal

C$ 113 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

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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 2 December 2025.

Wed 21/16:00 a.m.BOS - YYC
1 stop15h 09mMultiple Airlines
Tue 27/111:30 p.m.YYC - BOS
2 stops47h 43mMultiple Airlines
Deal found 30/11C$ 303
Mon 2/26:00 a.m.BOS - YYC
1 stop31h 43mMultiple Airlines
Sat 7/212:30 a.m.YYC - BOS
1 stop22h 44mMultiple Airlines
Deal found 30/11C$ 308
Sat 24/16:00 a.m.BOS - YYC
1 stop15h 09mMultiple Airlines
Sun 1/22:00 p.m.YYC - BOS
2 stops33h 13mMultiple Airlines
Deal found 30/11C$ 310
Tue 30/127:00 p.m.BOS - YTZ
Nonstop1h 59mMultiple Airlines
Sat 28/29:30 a.m.YTZ - BOS
Nonstop1h 35mMultiple Airlines
Deal found 30/11C$ 317
Thu 22/15:34 a.m.BOS - YYZ
1 stop17h 46mMultiple Airlines
Wed 28/13:40 p.m.YYZ - BOS
1 stop8h 17mMultiple Airlines
Deal found 1/12C$ 319
Tue 20/19:00 a.m.BOS - YTZ
Nonstop1h 55mPorter Airlines
Tue 20/16:55 p.m.YTZ - BOS
Nonstop1h 35mPorter Airlines
Deal found 29/11C$ 319
Mon 29/127:00 a.m.BOS - YTZ
Nonstop1h 55mPorter Airlines
Thu 1/12:05 p.m.YTZ - BOS
1 stop4h 05mPorter Airlines
Deal found 30/11C$ 320
Fri 9/13:30 p.m.BOS - YOW
Nonstop1h 33mPorter Airlines
Mon 12/14:40 p.m.YOW - BOS
Nonstop1h 30mPorter Airlines
Deal found 30/11C$ 320
Thu 15/16:15 a.m.BOS - YYZ
Nonstop2h 02mAir Canada
Thu 22/111:00 a.m.YYZ - BOS
1 stop3h 52mAir Canada
Deal found 1/12C$ 322
Fri 9/13:30 p.m.BOS - YTZ
1 stop3h 38mPorter Airlines
Sun 11/12:05 p.m.YTZ - BOS
1 stop4h 05mPorter Airlines
Deal found 29/11C$ 322
Wed 18/26:00 a.m.BOS - YYC
1 stop15h 09mMultiple Airlines
Wed 25/29:45 p.m.YYC - BOS
2 stops25h 19mMultiple Airlines
Deal found 30/11C$ 322
Wed 31/1210:20 a.m.BOS - YTZ
Nonstop1h 55mPorter Airlines
Sat 28/210:30 a.m.YTZ - BOS
1 stop7h 40mPorter Airlines
Deal found 30/11C$ 323

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 2 December 2025. In the last 7 days, Cheapflights users made a total of 629,999 searches

Fly to

Pearson Intl

Route

Depart

Return

Price

BostonOttawa

BOS - YOW

BOSYOW

Boston Logan Intl

Fri 9/1

3:30 p.m.-5:03 p.m.

Nonstop1h 33m

Ottawa

Sun 11/1

4:20 p.m.-4:28 p.m.

3 stops24h 08m

C$ 285

BostonOttawa

BOS - YOW

BOSYOW

Boston Logan Intl

Fri 9/1

9:00 a.m.-3:04 p.m.

1 stop6h 04m

Ottawa

Fri 16/1

3:05 p.m.-8:30 p.m.

1 stop5h 25m

C$ 316

BostonOttawa

BOS - YOW

BOSYOW

Boston Logan Intl

Fri 16/1

3:30 p.m.-5:03 p.m.

Nonstop1h 33m

Ottawa

Mon 19/1

4:40 p.m.-6:10 p.m.

Nonstop1h 30m

C$ 323

BostonToronto

BOS - YTZ

BOSYTZ

Boston Logan Intl

Sat 7/3

9:00 a.m.-10:59 a.m.

Nonstop1h 59m

Toronto Island

Mon 16/3

8:30 p.m.-10:05 p.m.

Nonstop1h 35m

C$ 324

BostonCalgary

BOS - YYC

BOSYYC

Boston Logan Intl

Thu 8/1

6:00 a.m.-11:44 a.m.

1 stop31h 44m

Calgary

Wed 14/1

8:55 a.m.-1:13 a.m.

1 stop14h 18m

C$ 329

BostonToronto

BOS - YTZ

BOSYTZ

Boston Logan Intl

Sat 7/3

9:00 a.m.-10:59 a.m.

Nonstop1h 59m

Toronto Island

Thu 12/3

2:05 p.m.-6:10 p.m.

1 stop4h 05m

C$ 331

BostonToronto

BOS - YTZ

BOSYTZ

Boston Logan Intl

Wed 4/3

3:30 p.m.-10:03 p.m.

1 stop6h 33m

Toronto Island

Wed 11/3

1:10 p.m.-2:45 p.m.

Nonstop1h 35m

C$ 331

BostonToronto

BOS - YTZ

BOSYTZ

Boston Logan Intl

Sun 8/3

3:30 p.m.-10:03 p.m.

1 stop6h 33m

Toronto Island

Wed 11/3

9:30 a.m.-11:05 a.m.

Nonstop1h 35m

C$ 331

BostonToronto

BOS - YTZ

BOSYTZ

Boston Logan Intl

Mon 9/3

9:00 a.m.-10:59 a.m.

Nonstop1h 59m

Toronto Island

Thu 12/3

2:05 p.m.-6:10 p.m.

1 stop4h 05m

C$ 331

BostonToronto

BOS - YTZ

BOSYTZ

Boston Logan Intl

Sun 8/3

3:30 p.m.-10:03 p.m.

1 stop6h 33m

Toronto Island

Mon 16/3

1:10 p.m.-2:45 p.m.

Nonstop1h 35m

C$ 331

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/12

Showing 1-10 of 60 results
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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$ 164). Flying from Massachusetts in June will prove the most costly (average of C$ 354). 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 Atlanta Hartsfield-Jackson, with prices starting at C$ 85. Explore other affordable destinations below.

Atlanta Hartsfield-Jackson
Atlanta Hartsfield-Jackson
From C$ 85
Fort Lauderdale
Fort Lauderdale
From C$ 85
Calgary
Calgary
From C$ 106
San Juan Luis Munoz Marin Intl
San Juan Luis Munoz Marin Intl
From C$ 122

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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 2 December 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 Toronto from C$ 254 round trip
    Travel from Boston to Vancouver from C$ 292 round trip
    Travel from Boston to Calgary from C$ 329 round trip
    Travel from Boston to Montreal from C$ 383 round trip
    Travel from Boston to Halifax from C$ 439 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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