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$211+ 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 12/14. Fares are subject to change and may not be available on all flights or dates of travel.
YHM — BOS
Nov 29 — Dec 61
Sat 11/29
Sat 12/6
1 adult, Economy
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Find 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 October 30, 2025.

This Mytrip deal was found by Cheapflights users on 10/30. 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.
Fri 12/127:00 amYHM - BOS
1 stop12h 06mMultiple Airlines
Mon 12/158:11 pmBOS - YHM
1 stop18h 09mMultiple Airlines
Deal found 10/30$320
This Mytrip deal was found by Cheapflights users on 10/30. 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 12/137:25 amYHM - BOS
1 stop16h 31mMultiple Airlines
Sun 12/148:11 pmBOS - YHM
2 stops18h 49mMultiple Airlines
Deal found 10/30$418
This Kiwi.com deal was found by Cheapflights users on 10/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/197:55 pmYHM - BOS
2 stops28h 49mMultiple Airlines
Wed 12/315:45 amBOS - YHM
1 stop9h 15mMultiple Airlines
Deal found 10/29$435
This Mytrip deal was found by Cheapflights users on 10/30. 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 12/157:25 amYHM - BOS
1 stop16h 31mMultiple Airlines
Thu 12/185:45 amBOS - YHM
1 stop9h 15mMultiple Airlines
Deal found 10/30$446
This Mytrip deal was found by Cheapflights users on 10/29. 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 12/12:35 pmYHM - BOS
3 stops30h 14mMultiple Airlines
Wed 12/39:54 pmBOS - YHM
2 stops24h 24mMultiple Airlines
Deal found 10/29$486
This Kiwi.com deal was found by Cheapflights users on 10/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/132:35 pmYHM - BOS
2 stops43h 47mMultiple Airlines
Sat 12/2012:29 pmBOS - YHM
1 stop25h 51mMultiple Airlines
Deal found 10/29$490
This Mytrip deal was found by Cheapflights users on 10/29. 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
Wed 12/315:45 amBOS - YHM
1 stop9h 15mMultiple Airlines
Deal found 10/29$528

Cheap flight deals from Hamilton to Massachusetts

Keep the following information in mind while searching for Hamilton to Massachusetts flight deals. Data was last updated October 30, 2025.

Most accurate provider

Mytrip
3 stars

Most trusted provider

Mytrip
3 stars

Round-trip from

$320
(Mytrip)

One-way from

$211
(Mytrip)

Popular in

December

Cheapest in

September

Average price

$280
Provider with most accurate pricing for Toronto (YTO)-Boston Logan Intl flight deals.
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Provider most trusted by Cheapflights users for Toronto (YTO)-Boston Logan Intl flights.
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From Hamilton to Massachusetts
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One-way flight from Hamilton to Massachusetts
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Highest demand for flights based on searches. 7% potential increase in price ($22 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($3 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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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 October 30, 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 12/12

7:00 am-11:56 pm

2 stops16h 56m

Boston Logan Intl

Mon 12/15

8:11 pm-2:20 pm

1 stop18h 09m

$347

HamiltonBoston

YHM - BOS

YHMBOS

Hamilton

Sat 12/13

7:25 am-11:56 pm

1 stop16h 31m

Boston Logan Intl

Sun 12/14

8:11 pm-3:00 pm

2 stops18h 49m

$418

HamiltonBoston

YHM - BOS

YHMBOS

Hamilton

Wed 11/19

7:55 pm-12:44 am

2 stops28h 49m

Boston Logan Intl

Wed 12/31

5:45 am-3:00 pm

1 stop9h 15m

$435

HamiltonBoston

YHM - BOS

YHMBOS

Hamilton

Mon 12/15

7:25 am-11:56 pm

1 stop16h 31m

Boston Logan Intl

Thu 12/18

5:45 am-3:00 pm

1 stop9h 15m

$446

HamiltonBoston

YHM - BOS

YHMBOS

Hamilton

Mon 12/1

2:35 pm-8:49 pm

3 stops30h 14m

Boston Logan Intl

Wed 12/3

9:54 pm-10:18 pm

2 stops24h 24m

$486

HamiltonBoston

YHM - BOS

YHMBOS

Hamilton

Wed 11/26

6:10 pm-6:11 pm

2 stops24h 01m

Boston Logan Intl

Mon 12/1

9:54 pm-10:18 pm

2 stops24h 24m

$581

HamiltonBoston

YHM - BOS

YHMBOS

Hamilton

Sat 12/13

7:25 am-11:56 pm

1 stop16h 31m

Boston Logan Intl

Sat 12/20

12:29 pm-3:00 pm

3 stops26h 31m

$594

HamiltonBoston

YHM - BOS

YHMBOS

Hamilton

Sun 12/14

7:25 am-11:56 pm

1 stop16h 31m

Boston Logan Intl

Sun 12/21

5:45 am-3:00 pm

1 stop9h 15m

$649

HamiltonBoston

YHM - BOS

YHMBOS

Hamilton

Thu 12/4

8:15 am-6:11 pm

2 stops33h 56m

Boston Logan Intl

Mon 12/8

3:40 pm-7:00 pm

2 stops27h 20m

$663

HamiltonBoston

YHM - BOS

YHMBOS

Hamilton

Sun 12/14

7:00 am-7:06 pm

1 stop12h 06m

$211

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/30

Showing 1-10 of 19 results
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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, November is the cheapest month in which you can book a flight from Hamilton, Ontario to Massachusetts (average of $135). Flying from Hamilton, Ontario to Massachusetts in December is currently the most expensive (average of $238). 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, November is the cheapest month in which you can book a flight from Hamilton, Ontario to Massachusetts (average of $135). Flying from Hamilton, Ontario to Massachusetts in December is currently the most expensive (average of $238). 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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