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C$ 96+ 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 19/1. 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
24 Jan — 31 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 25 December 2025.

Good round-trip deal

C$ 104 or less

Good one-way deal

C$ 81 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 25 December 2025.

Tue 6/16:00 a.m.BOS - MIA
1 stop12h 11mFrontier
Sat 10/15:20 a.m.MIA - BOS
1 stop19h 59mFrontier
Deal found 22/12C$ 181
Sat 10/17:00 a.m.BOS - MIA
2 stops17h 46mMultiple Airlines
Wed 14/112:56 p.m.MIA - BOS
Nonstop3h 23mMultiple Airlines
Deal found 23/12C$ 186
Tue 31/36:00 a.m.BOS - MIA
Nonstop3h 34mSpirit Airlines
Sat 4/410:39 a.m.MIA - BOS
Nonstop3h 16mSpirit Airlines
Deal found 22/12C$ 196
Wed 18/26:00 a.m.BOS - MIA
1 stop8h 29mDelta
Wed 18/28:30 p.m.MIA - BOS
Nonstop3h 29mDelta
Deal found 23/12C$ 201
Tue 31/312:35 p.m.BOS - MIA
1 stop7h 32mMultiple Airlines
Wed 8/410:39 a.m.MIA - BOS
Nonstop3h 16mMultiple Airlines
Deal found 23/12C$ 202
Tue 6/16:00 a.m.BOS - MIA
1 stop12h 11mMultiple Airlines
Sat 10/112:56 p.m.MIA - BOS
Nonstop3h 23mMultiple Airlines
Deal found 22/12C$ 208
Fri 27/36:00 a.m.BOS - MIA
Nonstop3h 34mSpirit Airlines
Wed 1/410:39 a.m.MIA - BOS
Nonstop3h 16mSpirit Airlines
Deal found 23/12C$ 209
Wed 18/21:35 p.m.BOS - MIA
1 stop7h 09mDelta
Thu 19/28:05 a.m.MIA - BOS
1 stop7h 48mDelta
Deal found 22/12C$ 215
Tue 31/312:35 p.m.BOS - MIA
1 stop7h 32mMultiple Airlines
Thu 9/410:39 a.m.MIA - BOS
Nonstop3h 16mMultiple Airlines
Deal found 23/12C$ 226
Sat 21/26:00 p.m.BOS - MIA
1 stop6h 53mDelta
Thu 26/28:30 p.m.MIA - BOS
Nonstop3h 29mDelta
Deal found 23/12C$ 230
Fri 6/27:59 p.m.BOS - MIA
Nonstop3h 52mDelta
Sat 14/27:40 a.m.MIA - BOS
1 stop7h 35mDelta
Deal found 22/12C$ 242
Fri 27/26:15 a.m.BOS - YYZ
Nonstop2h 02mAir Canada
Sun 1/310:30 a.m.YYZ - BOS
Nonstop1h 42mAir Canada
Deal found 22/12C$ 304

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

Fly to

Pearson Intl

Route

Depart

Return

Price

BostonMiami

BOS - MIA

BOSMIA

Boston Logan Intl

Mon 23/2

12:00 p.m.-6:54 p.m.

1 stop6h 54m

Miami

Fri 27/2

7:00 a.m.-10:20 a.m.

Nonstop3h 20m

C$ 242

BostonMiami

BOS - MIA

BOSMIA

Boston Logan Intl

Wed 4/2

3:50 p.m.-7:33 p.m.

Nonstop3h 43m

Miami

Tue 10/2

10:29 a.m.-4:15 p.m.

1 stop5h 46m

C$ 258

BostonMiami

BOS - MIA

BOSMIA

Boston Logan Intl

Sat 24/1

6:00 a.m.-2:29 p.m.

1 stop8h 29m

Miami

Sat 31/1

6:55 a.m.-10:14 a.m.

Nonstop3h 19m

C$ 258

BostonMiami

BOS - MIA

BOSMIA

Boston Logan Intl

Sat 28/3

11:50 a.m.-3:30 p.m.

Nonstop3h 40m

Miami

Fri 3/4

7:59 p.m.-11:33 p.m.

Nonstop3h 34m

C$ 269

BostonMiami

BOS - MIA

BOSMIA

Boston Logan Intl

Mon 30/3

3:15 p.m.-6:59 p.m.

Nonstop3h 44m

Miami

Fri 3/4

7:59 p.m.-11:33 p.m.

Nonstop3h 34m

C$ 269

BostonMiami

BOS - MIA

BOSMIA

Boston Logan Intl

Sat 28/3

11:50 a.m.-3:30 p.m.

Nonstop3h 40m

Miami

Thu 2/4

7:59 p.m.-11:33 p.m.

Nonstop3h 34m

C$ 269

BostonMiami

BOS - MIA

BOSMIA

Boston Logan Intl

Mon 30/3

7:54 p.m.-11:38 p.m.

Nonstop3h 44m

Miami

Tue 7/4

7:59 p.m.-11:33 p.m.

Nonstop3h 34m

C$ 269

BostonMiami

BOS - MIA

BOSMIA

Boston Logan Intl

Sun 29/3

7:54 p.m.-11:38 p.m.

Nonstop3h 44m

Miami

Sat 4/4

5:00 p.m.-8:34 p.m.

Nonstop3h 34m

C$ 269

BostonToronto

BOS - YYZ

BOSYYZ

Boston Logan Intl

Thu 22/1

5:27 p.m.-2:20 p.m.

2 stops20h 53m

Toronto Pearson Intl

Tue 27/1

3:40 p.m.-11:57 p.m.

1 stop8h 17m

C$ 309

BostonToronto

BOS - YYZ

BOSYYZ

Boston Logan Intl

Wed 28/1

6:00 a.m.-11:20 p.m.

2 stops17h 20m

Toronto Pearson Intl

Sat 31/1

11:15 a.m.-11:57 p.m.

1 stop12h 42m

C$ 313

Flights are sorted by cheapest round-trip flights first.

Deals found on 22/12

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$ 159). Flying from Massachusetts in June will prove the most costly (average of C$ 346). 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$ 72
JetBlue
JetBlue
From C$ 79
Porter Airlines
Porter Airlines
From C$ 273
Etihad Airways
Etihad Airways
From C$ 895

What is the cheapest place to fly to from Massachusetts?

The cheapest city to fly to from Massachusetts is Orlando, with prices starting at C$ 39. Explore other affordable destinations below.

Orlando
Orlando
From C$ 39
Tampa
Tampa
From C$ 81
Washington, D.C.
Washington, D.C.
From C$ 82
Calgary
Calgary
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 25 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$ 264 round trip
    Travel from Boston to Vancouver from C$ 341 round trip
    Travel from Boston to Montreal from C$ 343 round trip
    Travel from Boston to Calgary from C$ 356 round trip
    Travel from Boston to Halifax from C$ 431 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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