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$139+ 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 10/20. Fares are subject to change and may not be available on all flights or dates of travel.
YHM — BOS
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
1 adult, Economy
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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 September 11, 2025.

Round-trip from

$411
(Mytrip)

One-way from

$139
(oojo)

Popular in

December

Cheapest in

March

Average price

$263
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. 6% potential increase in price ($19 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 September 2025
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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 September 11, 2025.

This Mytrip deal was found by Cheapflights users on 9/9. 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 10/92:55 pmYHM - BOS
2 stops27h 15mMultiple Airlines
Sun 10/127:00 pmBOS - YHM
1 stop21h 44mMultiple Airlines
Deal found 9/9$411
This Mytrip deal was found by Cheapflights users on 9/10. 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 10/22:55 pmYHM - BOS
2 stops27h 15mMultiple Airlines
Sun 10/57:00 pmBOS - YHM
2 stops28h 48mMultiple Airlines
Deal found 9/10$507
This Mytrip deal was found by Cheapflights users on 9/9. 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 10/35:45 pmYHM - BOS
2 stops23h 55mMultiple Airlines
Mon 10/67:00 pmBOS - YHM
1 stop21h 44mMultiple Airlines
Deal found 9/9$545
This oojo deal was found by Cheapflights users on 9/9. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/36:00 amYHM - BOS
1 stop11h 40mWestJet
Fri 10/106:30 pmBOS - YHM
1 stop30h 10mWestJet
Deal found 9/9$574
This Mytrip deal was found by Cheapflights users on 9/9. 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 10/35:45 pmYHM - BOS
2 stops23h 55mMultiple Airlines
Sun 10/57:00 pmBOS - YHM
1 stop21h 44mMultiple Airlines
Deal found 9/9$575
This oojo deal was found by Cheapflights users on 9/11. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/176:00 amYHM - BOS
1 stop11h 40mWestJet
Sun 10/196:30 pmBOS - YHM
1 stop30h 10mWestJet
Deal found 9/11$597
This Mytrip deal was found by Cheapflights users on 9/9. 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 9/192:55 pmYHM - BOS
2 stops27h 15mMultiple Airlines
Sun 9/217:00 pmBOS - YHM
2 stops28h 48mMultiple Airlines
Deal found 9/9$603
This Mytrip deal was found by Cheapflights users on 9/11. 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 9/255:45 pmYHM - BOS
2 stops24h 43mMultiple Airlines
Sun 9/287:00 pmBOS - YHM
1 stop21h 44mMultiple Airlines
Deal found 9/11$636
This Mytrip deal was found by Cheapflights users on 9/9. 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 10/106:00 amYHM - BOS
1 stop11h 40mWestJet
Sun 10/127:00 pmBOS - YHM
2 stops29h 40mWestJet
Deal found 9/9$640
This Mytrip deal was found by Cheapflights users on 9/10. 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 11/217:00 amYHM - BOS
2 stops11h 10mMultiple Airlines
Sun 11/233:30 pmBOS - YHM
2 stops21h 14mMultiple Airlines
Deal found 9/10$655

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 September 11, 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

Thu 10/9

2:55 pm-6:10 pm

2 stops27h 15m

Boston Logan Intl

Sun 10/12

7:00 pm-4:44 pm

1 stop21h 44m

$411

HamiltonBoston

YHM - BOS

YHMBOS

Hamilton

Thu 10/2

2:55 pm-6:10 pm

2 stops27h 15m

Boston Logan Intl

Sun 10/5

7:00 pm-11:48 pm

2 stops28h 48m

$507

HamiltonBoston

YHM - BOS

YHMBOS

Hamilton

Fri 10/3

5:45 pm-5:40 pm

2 stops23h 55m

Boston Logan Intl

Mon 10/6

7:00 pm-4:44 pm

1 stop21h 44m

$545

HamiltonBoston

YHM - BOS

YHMBOS

Hamilton

Fri 10/3

6:00 am-5:40 pm

1 stop11h 40m

Boston Logan Intl

Fri 10/10

6:30 pm-12:40 am

1 stop30h 10m

$574

HamiltonBoston

YHM - BOS

YHMBOS

Hamilton

Fri 10/3

5:45 pm-5:40 pm

2 stops23h 55m

Boston Logan Intl

Sun 10/5

7:00 pm-4:44 pm

1 stop21h 44m

$575

HamiltonBoston

YHM - BOS

YHMBOS

Hamilton

Fri 10/17

6:00 am-5:40 pm

1 stop11h 40m

Boston Logan Intl

Sun 10/19

6:30 pm-12:40 am

1 stop30h 10m

$597

HamiltonBoston

YHM - BOS

YHMBOS

Hamilton

Fri 10/17

6:00 am-5:40 pm

1 stop11h 40m

Boston Logan Intl

Mon 10/20

6:30 pm-12:40 am

1 stop30h 10m

$597

HamiltonBoston

YHM - BOS

YHMBOS

Hamilton

Thu 9/25

5:45 pm-6:28 pm

2 stops24h 43m

Boston Logan Intl

Mon 9/29

7:00 pm-4:44 pm

1 stop21h 44m

$603

HamiltonBoston

YHM - BOS

YHMBOS

Hamilton

Thu 9/25

5:45 pm-6:28 pm

2 stops24h 43m

Boston Logan Intl

Sun 9/28

7:00 pm-4:44 pm

1 stop21h 44m

$636

HamiltonBoston

YHM - BOS

YHMBOS

Hamilton

Fri 10/10

6:00 am-5:40 pm

1 stop11h 40m

Boston Logan Intl

Sun 10/12

7:00 pm-12:40 am

2 stops29h 40m

$640

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/9

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, January is the cheapest month in which you can book a flight from Hamilton, Ontario to Massachusetts (average of $218). Flying from Hamilton, Ontario to Massachusetts in July is currently the most expensive (average of $311). 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.

  • How long is the flight from Hamilton, Ontario to Massachusetts?

    For as low as $574, WestJet can have you in Massachusetts from Hamilton, Ontario in 11h 40m. The distance between Hamilton, Ontario and Massachusetts is about 455 mi.

  • 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, January is the cheapest month in which you can book a flight from Hamilton, Ontario to Massachusetts (average of $218). Flying from Hamilton, Ontario to Massachusetts in July is currently the most expensive (average of $311). 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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