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$137+ Cheap flights from Hamilton, ON (YHM) to 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 1/31. Fares are subject to change and may not be available on all flights or dates of travel.
YHM — BOS
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
1 adult, Economy
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Cheap flight deals from Hamilton to Massachusetts

Cheapest flights from Hamilton to Massachusetts
Explore the most affordable flight options available from Hamilton to Massachusetts. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 18, 2025.

This Mytrip deal was found by Cheapflights users on 12/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/247:25 amYHM - BOS
1 stop16h 32mMultiple Airlines
Sun 12/285:45 amBOS - YHM
1 stop9h 15mMultiple Airlines
Deal found 12/17$1,160
This Mytrip deal was found by Cheapflights users on 12/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/187:25 amYHM - BOS
1 stop16h 32mMultiple Airlines
Thu 12/255:45 amBOS - YHM
1 stop9h 15mMultiple Airlines
Deal found 12/17$1,180
This Mytrip deal was found by Cheapflights users on 12/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/207:25 amYHM - BOS
1 stop16h 32mMultiple Airlines
Mon 12/225:45 amBOS - YHM
1 stop9h 15mMultiple Airlines
Deal found 12/16$1,181
This Mytrip deal was found by Cheapflights users on 12/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/317:00 amYHM - BOS
3 stops27h 50mMultiple Airlines
Sat 1/35:45 amBOS - YHM
1 stop9h 15mMultiple Airlines
Deal found 12/17$1,200
This Mytrip deal was found by Cheapflights users on 12/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/277:00 amYHM - BOS
2 stops11h 11mPorter Airlines
Fri 1/23:30 pmBOS - YHM
2 stops21h 14mPorter Airlines
Deal found 12/17$1,239
This Mytrip deal was found by Cheapflights users on 12/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/207:25 amYHM - BOS
1 stop16h 32mMultiple Airlines
Sun 1/45:45 amBOS - YHM
1 stop9h 15mMultiple Airlines
Deal found 12/17$1,269
This Mytrip deal was found by Cheapflights users on 12/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/247:00 amYHM - BOS
2 stops11h 11mPorter Airlines
Mon 12/293:40 pmBOS - YHM
2 stops21h 04mPorter Airlines
Deal found 12/18$1,284
This Mytrip deal was found by Cheapflights users on 12/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/283:15 pmYHM - BOS
2 stops26h 56mPorter Airlines
Tue 12/303:40 pmBOS - YHM
2 stops21h 04mPorter Airlines
Deal found 12/16$1,354
This Mytrip deal was found by Cheapflights users on 12/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/177:25 amYHM - BOS
1 stop16h 31mMultiple Airlines
Thu 12/185:45 amBOS - YHM
1 stop9h 15mMultiple Airlines
Deal found 12/15$1,427
This Mytrip deal was found by Cheapflights users on 12/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/247:25 amYHM - BOS
1 stop16h 32mMultiple Airlines
Mon 12/295:45 amBOS - YHM
1 stop9h 15mMultiple Airlines
Deal found 12/18$1,464
This Mytrip deal was found by Cheapflights users on 12/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/297:00 amYHM - BOS
2 stops35h 11mPorter Airlines
Fri 1/23:30 pmBOS - YHM
2 stops21h 14mPorter Airlines
Deal found 12/17$1,528

Find flight deals from Hamilton to Massachusetts

Keep the following information in mind while searching for Hamilton to Massachusetts flight deals. Data was last updated December 18, 2025.

Most accurate provider

Mytrip
3 stars

Most trusted provider

Mytrip
3 stars

Round-trip from

$282
(Mytrip)

One-way from

$137
(Kiwi.com)

Popular in

December

Cheapest in

March

Average price

$297
Provider with most accurate pricing for Toronto (YTO)-Boston Logan Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Toronto (YTO)-Boston Logan Intl flights.
Search Deals
From Hamilton to Massachusetts
Search Deals
One-way flight from Hamilton to Massachusetts
Search Deals
Highest demand for flights based on searches. 4% potential increase in price ($13 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($3 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Hamilton to Massachusetts that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated December 18, 2025.
Use the filters below to find and compare flights from Hamilton to Massachusetts that are best for you.

Fly from

Hamilton

Fly to

Massachusetts

Route

Depart

Return

Price

HamiltonBoston

YHM - BOS

YHMBOS

Hamilton

Fri 1/16

7:00 am-11:19 pm

1 stop16h 19m

Boston Logan Intl

Mon 1/19

5:34 am-3:00 pm

1 stop9h 26m

$282

HamiltonBoston

YHM - BOS

YHMBOS

Hamilton

Wed 1/21

7:25 am-11:57 pm

1 stop16h 32m

Boston Logan Intl

Wed 1/28

5:34 am-3:00 pm

1 stop9h 26m

$282

HamiltonBoston

YHM - BOS

YHMBOS

Hamilton

Wed 1/14

7:25 am-11:57 pm

1 stop16h 32m

Boston Logan Intl

Wed 1/21

5:34 am-3:00 pm

1 stop9h 26m

$283

HamiltonBoston

YHM - BOS

YHMBOS

Hamilton

Wed 1/7

7:25 am-11:57 pm

1 stop16h 32m

Boston Logan Intl

Wed 1/14

5:34 am-3:00 pm

1 stop9h 26m

$294

HamiltonBoston

YHM - BOS

YHMBOS

Hamilton

Thu 1/15

6:30 pm-11:19 pm

2 stops28h 49m

Boston Logan Intl

Sun 1/18

7:00 am-8:59 pm

2 stops13h 59m

$321

HamiltonBoston

YHM - BOS

YHMBOS

Hamilton

Thu 1/15

7:25 am-4:28 pm

1 stop9h 03m

Boston Logan Intl

Thu 1/22

5:34 am-3:00 pm

1 stop9h 26m

$368

HamiltonBoston

YHM - BOS

YHMBOS

Hamilton

Mon 2/23

7:25 am-11:46 pm

1 stop16h 21m

Boston Logan Intl

Thu 2/26

5:27 am-3:00 pm

1 stop9h 33m

$478

HamiltonBoston

YHM - BOS

YHMBOS

Hamilton

Fri 1/16

7:00 am-11:19 pm

1 stop16h 19m

Boston Logan Intl

Sun 1/18

7:00 am-8:59 pm

2 stops13h 59m

$486

HamiltonBoston

YHM - BOS

YHMBOS

Hamilton

Sat 1/31

7:25 am-4:28 pm

1 stop9h 03m

$137

HamiltonBoston

YHM - BOS

YHMBOS

Hamilton

Wed 2/4

7:25 am-11:57 pm

1 stop16h 32m

$145

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/17

Showing 1-10 of 15 results
1
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Best time to book a flight from Hamilton to Massachusetts

Have a flexible travel schedule? Discover the best time to fly to Massachusetts from Hamilton 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.

Cheapflights Insights

Everything you need to know about your flight from Hamilton to Massachusetts

What is the cheapest month to book a flight from Hamilton, Ontario to Massachusetts?

Currently, March is the cheapest month in which you can book a flight from Hamilton, Ontario to Massachusetts (average of $177). Flying from Hamilton, Ontario to Massachusetts in January is currently the most expensive (average of $213). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Related info for your journey

Find useful and relevant information for your journey from Hamilton to Massachusetts. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Hamilton to Massachusetts?

    Hamilton (YHM), located 6.8 mi from the city center, is the airport you fly out of when you book flights from Hamilton to Massachusetts.

  • Can I find deals for flights from Hamilton to Massachusetts that include hotel bookings?

    Yes. In addition to deals on Hamilton to Massachusetts flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Hamilton to Massachusetts?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Hamilton to Massachusetts.

  • Can I find deals for business class flights from Hamilton to Massachusetts?

    Yes. Cheapflights offers flight deals from Hamilton to Massachusetts by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Hamilton, Ontario to Massachusetts?

    Currently, March is the cheapest month in which you can book a flight from Hamilton, Ontario to Massachusetts (average of $177). Flying from Hamilton, Ontario to Massachusetts in January is currently the most expensive (average of $213). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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