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C$ 104+ 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 19/4. 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 Apr — 28 Apr1
1 adult
1 adult, Economy, 0 bags

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

Fly to

Route

Depart

Return

Price

Cheapest round-trip

BostonCalgary

BOS - YYC

BOSYYC

Boston Logan Intl

Tue 23/6

7:25 a.m.-10:50 a.m.

Nonstop5h 25m

Calgary

Sun 28/6

3:30 p.m.-10:20 p.m.

Nonstop4h 50m

C$ 376

BostonCalgary

BOS - YYC

BOSYYC

Boston Logan Intl

Fri 1/5

8:15 p.m.-12:19 p.m.

1 stop18h 04m

Calgary

Fri 8/5

1:27 p.m.-6:04 a.m.

1 stop14h 37m

C$ 380

BostonToronto

BOS - YTZ

BOSYTZ

Boston Logan Intl

Thu 28/5

3:25 p.m.-6:58 p.m.

1 stop3h 33m

Toronto Island

Mon 1/6

6:00 p.m.-7:41 p.m.

Nonstop1h 41m

C$ 391

BostonToronto

BOS - YTZ

BOSYTZ

Boston Logan Intl

Sat 11/7

7:10 a.m.-8:57 a.m.

Nonstop1h 47m

Toronto Island

Sun 26/7

8:50 a.m.-10:31 a.m.

Nonstop1h 41m

C$ 399

BostonMontreal

BOS - YUL

BOSYUL

Boston Logan Intl

Mon 1/6

7:10 a.m.-12:10 p.m.

1 stop5h 00m

Montreal Pierre Elliott Trudeau Intl

Tue 2/6

7:20 p.m.-8:55 p.m.

Nonstop1h 35m

C$ 409

BostonMontreal

BOS - YUL

BOSYUL

Boston Logan Intl

Thu 25/6

7:10 a.m.-12:10 p.m.

1 stop5h 00m

Montreal Pierre Elliott Trudeau Intl

Sat 4/7

10:35 a.m.-4:46 p.m.

1 stop6h 11m

C$ 417

BostonToronto

BOS - YYZ

BOSYYZ

Boston Logan Intl

Sun 28/6

3:25 p.m.-7:44 p.m.

1 stop4h 19m

Toronto Pearson Intl

Sun 5/7

3:55 p.m.-5:35 p.m.

Nonstop1h 40m

C$ 418
Quickest round-trip

BostonOttawa

BOS - YOW

BOSYOW

Boston Logan Intl

Wed 6/5

3:25 p.m.-4:53 p.m.

Nonstop1h 28m

Ottawa

Fri 8/5

2:30 p.m.-4:00 p.m.

Nonstop1h 30m

C$ 418

BostonToronto

BOS - YYZ

BOSYYZ

Boston Logan Intl

Wed 27/5

4:45 p.m.-12:28 p.m.

1 stop19h 43m

Toronto Pearson Intl

Thu 28/5

3:55 p.m.-5:35 p.m.

Nonstop1h 40m

C$ 428

BostonToronto

BOS - YTZ

BOSYTZ

Boston Logan Intl

Thu 4/6

3:25 p.m.-9:48 p.m.

1 stop6h 23m

Toronto Island

Sun 7/6

8:50 a.m.-10:31 a.m.

Nonstop1h 41m

C$ 428

Flights are sorted by cheapest round-trip flights first.

Deals found on 20/3

Showing 1-10 of 60 resultsSorted by cheapest first
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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$ 180). Flying from Massachusetts in December will prove the most costly (average of C$ 357). 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$ 80. Explore other affordable destinations below.

Fort Lauderdale
Fort Lauderdale
From C$ 80
Buffalo
Buffalo
From C$ 94
Calgary
Calgary
From C$ 95
Orlando
Orlando
From C$ 98

Browse thousands of different options on Cheapflights for your next trip

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Popular international destinations from Massachusetts

The most popular international flight routes departing from Massachusetts we’ve come across at this time.
Flights from Boston to Doha
Flights from Boston to Ottawa
Flights from Boston to Santo Domingo
Flights from Boston to Amsterdam
Flights from Boston to Madrid
Flights from Boston to Munich
Flights from Boston to Copenhagen

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 22 March 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 Toronto from C$ 284 round trip
    Travel from Boston to Calgary from C$ 310 round trip
    Travel from Boston to Montreal from C$ 335 round trip
    Travel from Boston to Vancouver from C$ 424 round trip
    Travel from Boston to Halifax from C$ 499 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!

See more FAQs

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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