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C$ 108+ 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 24/5. 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
15 Feb — 22 Feb1
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 16 January 2026.

Good round-trip deal

C$ 105 or less

Good one-way deal

C$ 83 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 16 January 2026.

Fri 6/36:15 a.m.
BOS
-
YYZ
Nonstop2h 02m
Air Canada
Mon 23/38:55 p.m.
YYZ
-
BOS
Nonstop1h 42m
Air Canada
Deal found 15/1C$ 295
Fri 27/26:15 a.m.
BOS
-
YYZ
Nonstop2h 02m
Air Canada
Fri 6/311:00 a.m.
YYZ
-
BOS
1 stop3h 52m
Air Canada
Deal found 13/1C$ 309
Thu 5/210:15 a.m.
BOS
-
YYZ
1 stop6h 25m
Air Canada
Sun 8/210:00 a.m.
YYZ
-
BOS
1 stop4h 52m
Air Canada
Deal found 13/1C$ 310
Wed 11/29:00 a.m.
BOS
-
YTZ
Nonstop1h 57m
Porter Airlines
Wed 11/22:05 p.m.
YTZ
-
BOS
1 stop4h 05m
Porter Airlines
Deal found 14/1C$ 311
Thu 12/210:20 a.m.
BOS
-
YTZ
Nonstop1h 57m
Porter Airlines
Thu 19/29:30 a.m.
YTZ
-
BOS
Nonstop1h 35m
Porter Airlines
Deal found 14/1C$ 314
Sun 26/46:55 p.m.
BOS
-
YTZ
Nonstop1h 59m
Porter Airlines
Wed 29/48:00 a.m.
YTZ
-
BOS
Nonstop1h 35m
Porter Airlines
Deal found 14/1C$ 315
Thu 5/23:30 p.m.
BOS
-
YTZ
1 stop4h 24m
Porter Airlines
Sun 8/22:05 p.m.
YTZ
-
BOS
1 stop4h 05m
Porter Airlines
Deal found 14/1C$ 317
Fri 13/21:25 p.m.
BOS
-
YTZ
Nonstop1h 57m
Porter Airlines
Tue 17/29:30 a.m.
YTZ
-
BOS
Nonstop1h 35m
Porter Airlines
Deal found 14/1C$ 318
Fri 6/23:30 p.m.
BOS
-
YTZ
1 stop4h 24m
Porter Airlines
Sun 8/22:05 p.m.
YTZ
-
BOS
1 stop4h 05m
Porter Airlines
Deal found 13/1C$ 320
Wed 25/26:55 p.m.
BOS
-
YTZ
Nonstop1h 57m
Porter Airlines
Sun 1/39:30 a.m.
YTZ
-
BOS
Nonstop1h 35m
Porter Airlines
Deal found 14/1C$ 321
Fri 6/23:30 p.m.
BOS
-
YTZ
1 stop4h 24m
Porter Airlines
Mon 9/22:05 p.m.
YTZ
-
BOS
1 stop4h 05m
Porter Airlines
Deal found 14/1C$ 322
Wed 11/26:55 p.m.
BOS
-
YTZ
Nonstop1h 57m
Porter Airlines
Wed 18/29:30 a.m.
YTZ
-
BOS
Nonstop1h 35m
Porter Airlines
Deal found 13/1C$ 324

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 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 - YTZ

BOSYTZ

Boston Logan Intl

Sun 15/2

7:05 a.m.-9:02 a.m.

Nonstop1h 57m

Toronto Island

Wed 18/2

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

Nonstop1h 35m

C$ 324

BostonHalifax

BOS - YHZ

BOSYHZ

Boston Logan Intl

Thu 29/1

3:30 p.m.-11:54 p.m.

1 stop7h 24m

Halifax Intl

Mon 2/2

6:40 a.m.-2:45 p.m.

2 stops9h 05m

C$ 371

BostonToronto

BOS - YTZ

BOSYTZ

Boston Logan Intl

Fri 20/2

6:55 p.m.-8:52 p.m.

Nonstop1h 57m

Toronto Island

Sun 22/2

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

Nonstop1h 35m

C$ 372

BostonMontreal

BOS - YUL

BOSYUL

Boston Logan Intl

Fri 6/2

11:50 a.m.-5:45 p.m.

1 stop5h 55m

Montreal Pierre Elliott Trudeau Intl

Mon 9/2

8:00 a.m.-2:38 p.m.

2 stops30h 38m

C$ 384

BostonToronto

BOS - YTZ

BOSYTZ

Boston Logan Intl

Sat 7/2

11:50 a.m.-1:47 p.m.

Nonstop1h 57m

Toronto Island

Sun 15/2

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

Nonstop1h 35m

C$ 385

BostonToronto

BOS - YTZ

BOSYTZ

Boston Logan Intl

Thu 5/3

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

1 stop6h 33m

Toronto Island

Sun 8/3

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

Nonstop1h 35m

C$ 388

BostonMontreal

BOS - YUL

BOSYUL

Boston Logan Intl

Sun 8/3

9:00 a.m.-3:15 p.m.

1 stop6h 15m

Montreal Pierre Elliott Trudeau Intl

Tue 10/3

6:45 a.m.-11:05 a.m.

1 stop4h 20m

C$ 388

BostonOttawa

BOS - YOW

BOSYOW

Boston Logan Intl

Thu 19/2

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

Nonstop1h 33m

Ottawa

Fri 27/2

6:50 a.m.-11:05 a.m.

1 stop4h 15m

C$ 389

BostonToronto

BOS - YYZ

BOSYYZ

Boston Logan Intl

Thu 5/2

5:30 a.m.-11:40 a.m.

2 stops6h 10m

Toronto Pearson Intl

Sun 8/2

10:00 a.m.-2:52 p.m.

1 stop4h 52m

C$ 435

BostonOttawa

BOS - YOW

BOSYOW

Boston Logan Intl

Thu 5/2

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

Nonstop1h 33m

Ottawa

Sat 7/2

8:40 a.m.-11:19 p.m.

3 stops14h 39m

C$ 438

Flights are sorted by cheapest round-trip flights first.

Deals found on 14/1

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$ 161). Flying from Massachusetts in December will prove the most costly (average of C$ 361). There are multiple factors that influence the price of a flight so comparing airlines, departure airports and times can help keep costs down.

Which airlines fly from Massachusetts?

For flights departing from Massachusetts check dates and pricing for the following: Air Canada, United Airlines. These airlines depart to the following popular destinations: Toronto.

Spirit Airlines
Spirit Airlines
From C$ 71
JetBlue
JetBlue
From C$ 80
Porter Airlines
Porter Airlines
From C$ 244
Etihad Airways
Etihad Airways
From C$ 882

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$ 50. Explore other affordable destinations below.

Fort Lauderdale
Fort Lauderdale
From C$ 50
Orlando
Orlando
From C$ 55
Atlanta Hartsfield-Jackson
Atlanta Hartsfield-Jackson
From C$ 81
Tampa
Tampa
From C$ 83

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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 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$ 290 round trip
    Travel from Boston to Toronto from C$ 310 round trip
    Travel from Boston to Montreal from C$ 331 round trip
    Travel from Boston to Vancouver from C$ 335 round trip
    Travel from Boston to Halifax from C$ 360 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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