C$ 136+ 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 7/3. 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
28 Feb — 7 Mar1
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 29 January 2026.

Good round-trip deal

C$ 103 or less

Good one-way deal

C$ 146 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 29 January 2026.

Sat 14/37:55 p.m.
BOS
-
YYZ
Nonstop2h 03m
Air Canada
Sat 21/310:30 a.m.
YYZ
-
BOS
Nonstop1h 42m
Air Canada
Deal found 28/1C$ 274
Fri 13/36:15 a.m.
BOS
-
YYZ
Nonstop2h 02m
Air Canada
Fri 20/32:15 p.m.
YYZ
-
BOS
Nonstop1h 42m
Air Canada
Deal found 27/1C$ 276
Thu 26/26:15 a.m.
BOS
-
YYZ
Nonstop2h 02m
Air Canada
Sun 1/38:20 a.m.
YYZ
-
BOS
Nonstop1h 42m
Air Canada
Deal found 28/1C$ 280
Fri 3/46:15 a.m.
BOS
-
YYZ
Nonstop1h 53m
Air Canada
Sun 5/48:55 p.m.
YYZ
-
BOS
Nonstop1h 43m
Air Canada
Deal found 26/1C$ 319
Fri 1/56:15 p.m.
BOS
-
YTZ
Nonstop1h 47m
Porter Airlines
Sun 3/58:50 a.m.
YTZ
-
BOS
Nonstop1h 41m
Porter Airlines
Deal found 27/1C$ 335
Sat 25/47:05 a.m.
BOS
-
YTZ
Nonstop1h 59m
Porter Airlines
Tue 28/48:30 p.m.
YTZ
-
BOS
Nonstop1h 35m
Porter Airlines
Deal found 26/1C$ 338
Thu 19/26:55 p.m.
BOS
-
YTZ
Nonstop1h 57m
Porter Airlines
Mon 23/28:30 p.m.
YTZ
-
BOS
Nonstop1h 35m
Porter Airlines
Deal found 28/1C$ 341
Thu 26/23:30 p.m.
BOS
-
YTZ
1 stop4h 33m
Porter Airlines
Sun 1/37:35 p.m.
YTZ
-
BOS
Nonstop1h 35m
Porter Airlines
Deal found 28/1C$ 342
Mon 23/29:00 a.m.
BOS
-
YTZ
Nonstop1h 57m
Porter Airlines
Thu 26/29:30 a.m.
YTZ
-
BOS
Nonstop1h 35m
Porter Airlines
Deal found 27/1C$ 345
Fri 8/54:45 p.m.
BOS
-
YXX
1 stop8h 40m
WestJet
Sun 17/53:45 p.m.
YXX
-
BOS
1 stop21h 05m
WestJet
Deal found 28/1C$ 346
Fri 5/66:15 p.m.
BOS
-
YTZ
Nonstop1h 47m
Porter Airlines
Sun 7/66:00 p.m.
YTZ
-
BOS
Nonstop1h 41m
Porter Airlines
Deal found 28/1C$ 346
Sun 29/39:00 a.m.
BOS
-
YTZ
Nonstop1h 52m
Porter Airlines
Sun 5/411:05 a.m.
YTZ
-
BOS
Nonstop1h 35m
Porter Airlines
Deal found 28/1C$ 352

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 29 January 2026. In the last 7 days, Cheapflights users made a total of 629,999 searches

Fly to

Pearson Intl

Route

Depart

Return

Price

BostonToronto

BOS - YYZ

BOSYYZ

Boston Logan Intl

Fri 13/3

6:15 a.m.-8:17 a.m.

Nonstop2h 02m

Toronto Pearson Intl

Fri 20/3

11:00 a.m.-2:52 p.m.

1 stop3h 52m

C$ 318

BostonToronto

BOS - YYZ

BOSYYZ

Boston Logan Intl

Fri 12/6

5:00 p.m.-6:53 p.m.

Nonstop1h 53m

Toronto Pearson Intl

Wed 17/6

2:15 p.m.-4:08 p.m.

Nonstop1h 53m

C$ 319

BostonToronto

BOS - YYZ

BOSYYZ

Boston Logan Intl

Fri 5/6

6:55 p.m.-8:48 p.m.

Nonstop1h 53m

Toronto Pearson Intl

Sun 7/6

10:05 a.m.-11:46 a.m.

Nonstop1h 41m

C$ 319

BostonToronto

BOS - YYZ

BOSYYZ

Boston Logan Intl

Fri 3/4

6:15 a.m.-8:08 a.m.

Nonstop1h 53m

Toronto Pearson Intl

Sun 5/4

9:00 a.m.-2:52 p.m.

1 stop5h 52m

C$ 331

BostonToronto

BOS - YTZ

BOSYTZ

Boston Logan Intl

Thu 2/4

1:25 p.m.-3:24 p.m.

Nonstop1h 59m

Toronto Island

Sun 5/4

8:00 a.m.-9:35 a.m.

Nonstop1h 35m

C$ 345

BostonToronto

BOS - YTZ

BOSYTZ

Boston Logan Intl

Mon 23/2

9:00 a.m.-10:57 a.m.

Nonstop1h 57m

Toronto Island

Thu 26/2

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

Nonstop1h 35m

C$ 345

BostonToronto

BOS - YTZ

BOSYTZ

Boston Logan Intl

Mon 27/4

1:25 p.m.-3:24 p.m.

Nonstop1h 59m

Toronto Island

Wed 29/4

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

Nonstop1h 35m

C$ 345

BostonToronto

BOS - YTZ

BOSYTZ

Boston Logan Intl

Tue 31/3

9:00 a.m.-10:52 a.m.

Nonstop1h 52m

Toronto Island

Thu 2/4

8:00 a.m.-9:35 a.m.

Nonstop1h 35m

C$ 345

BostonToronto

BOS - YTZ

BOSYTZ

Boston Logan Intl

Thu 28/5

6:15 p.m.-8:02 p.m.

Nonstop1h 47m

Toronto Island

Fri 29/5

1:45 p.m.-3:26 p.m.

Nonstop1h 41m

C$ 346

BostonToronto

BOS - YTZ

BOSYTZ

Boston Logan Intl

Sun 29/3

6:55 p.m.-8:47 p.m.

Nonstop1h 52m

Toronto Island

Sun 5/4

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

1 stop4h 05m

C$ 353

Flights are sorted by cheapest round-trip flights first.

Deals found on 28/1

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$ 159). Flying from Massachusetts in December will prove the most costly (average of C$ 353). 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$ 49. Explore other affordable destinations below.

Fort Lauderdale
Fort Lauderdale
From C$ 49
San Juan Luis Munoz Marin Intl
San Juan Luis Munoz Marin Intl
From C$ 92
Calgary
Calgary
From C$ 103
Miami
Miami
From C$ 104

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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 29 January 2026.

  • What is the cheapest month to fly from Massachusetts?

    At the present moment the cheapest month to fly from Massachusetts is currently April; with December 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$ 318 round trip
    Travel from Boston to Toronto from C$ 326 round trip
    Travel from Boston to Vancouver from C$ 360 round trip
    Travel from Boston to Ottawa from C$ 360 round trip
    Travel from Boston to Montreal from C$ 375 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

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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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