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Cheap flights from Hamilton, ON to Massachusetts from C$ 246

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 9/5. Fares are subject to change and may not be available on all flights or dates of travel.
YHM — BOS
6 Mar — 13 Mar1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Hamilton to Massachusetts

Enter your travel dates to find the best prices.

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 4 February 2026.

Wed 4/37:25 a.m.
YHM
-
BOS
1 stop16h 19m
Multiple Airlines
Wed 11/35:27 a.m.
BOS
-
YHM
1 stop9h 33m
Multiple Airlines
Deal found 2/2C$ 434
Mon 9/37:25 a.m.
YHM
-
BOS
1 stop16h 19m
Multiple Airlines
Wed 11/35:27 a.m.
BOS
-
YHM
1 stop9h 33m
Multiple Airlines
Deal found 2/2C$ 571
Thu 19/37:25 a.m.
YHM
-
BOS
1 stop8h 03m
Multiple Airlines
Thu 26/35:45 a.m.
BOS
-
YHM
1 stop9h 15m
Multiple Airlines
Deal found 2/2C$ 593
Fri 27/37:00 a.m.
YHM
-
BOS
1 stop14h 33m
Multiple Airlines
Mon 30/35:49 p.m.
BOS
-
YHM
2 stops20h 31m
Multiple Airlines
Deal found 3/2C$ 594
Fri 1/57:55 p.m.
YHM
-
BOS
2 stops39h 50m
Multiple Airlines
Fri 8/54:45 p.m.
BOS
-
YHM
1 stop24h 30m
Multiple Airlines
Deal found 2/2C$ 596

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 4 February 2026.

Round-trip from

C$ 434

One-way from

C$ 246

Popular in

January

Cheapest in

March

Average price

C$ 393
4/3-11/3
  • 4/3-11/3
  • 2 total stops
  • 25h 52m total
  • Hamilton to Massachusetts
Search Deals
WestJet
  • WestJet
  • 9/5
  • 1 total stop
  • 21h 40m total
  • Hamilton to Massachusetts
Search Deals
Highest demand for flights based on searches. 7% potential increase in price (C$ 38 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease (C$ 9 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
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 629,999 searches. Data last updated 4 February 2026.
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

Wed 4/3

7:25 a.m.-5:15 p.m.

1 stop9h 50m

Boston Logan Intl

Wed 11/3

5:27 a.m.-3:00 p.m.

1 stop9h 33m

C$ 494

HamiltonBoston

YHM - BOS

YHMBOS

Hamilton

Mon 9/3

7:25 a.m.-11:44 p.m.

1 stop16h 19m

Boston Logan Intl

Wed 11/3

5:27 a.m.-3:00 p.m.

1 stop9h 33m

C$ 571

HamiltonBoston

YHM - BOS

YHMBOS

Hamilton

Fri 27/3

7:00 a.m.-9:33 p.m.

1 stop14h 33m

Boston Logan Intl

Mon 30/3

5:49 p.m.-2:20 p.m.

2 stops20h 31m

C$ 594

HamiltonBoston

YHM - BOS

YHMBOS

Hamilton

Fri 1/5

7:55 p.m.-11:45 a.m.

2 stops39h 50m

Boston Logan Intl

Fri 8/5

4:45 p.m.-5:15 p.m.

1 stop24h 30m

C$ 596

HamiltonBoston

YHM - BOS

YHMBOS

Hamilton

Fri 3/4

7:00 a.m.-4:54 p.m.

1 stop9h 54m

Boston Logan Intl

Mon 6/4

5:49 p.m.-2:20 p.m.

2 stops20h 31m

C$ 718

HamiltonBoston

YHM - BOS

YHMBOS

Hamilton

Mon 2/3

7:25 a.m.-11:44 p.m.

1 stop16h 19m

Boston Logan Intl

Thu 5/3

5:27 a.m.-3:00 p.m.

1 stop9h 33m

C$ 721

HamiltonBoston

YHM - BOS

YHMBOS

Hamilton

Thu 5/3

7:25 a.m.-5:15 p.m.

1 stop9h 50m

C$ 249

HamiltonBoston

YHM - BOS

YHMBOS

Hamilton

Sat 23/5

8:15 a.m.-11:59 p.m.

1 stop15h 44m

C$ 251

HamiltonBoston

YHM - BOS

YHMBOS

Hamilton

Thu 19/3

7:25 a.m.-11:59 p.m.

1 stop16h 34m

C$ 265

HamiltonBoston

YHM - BOS

YHMBOS

Hamilton

Sun 17/5

6:10 p.m.-3:50 p.m.

1 stop21h 40m

C$ 309

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/2

Showing 1-10 of 15 results
1
2

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 C$ 242). Flying from Hamilton, Ontario to Massachusetts in January is currently the most expensive (average of C$ 291). 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.

Reviews of airlines servicing Massachusetts

Get insights into the airlines that provide service to Massachusetts. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Massachusetts. Reviews last updated 4 February 2026.
Check out reviews from past customers who have flown with Air Canada from Hamilton to Massachusetts to help guide your decision. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Air Canada
7.1
Good
10,688 reviews
Check prices

Entertainment

6.8

Boarding

7.3

Food

6.3

Overall

7.1

Crew

7.8

Comfort

7.1

Reviews

1 / 20
4.0
Okay

Sugith,Jan 2026

YSB - YYZ

Left 2 hours late. Stuck on plane for an hour after boarding before take off.
Air Canada
7.1
Good
10,688 reviews
Air Canada
7.1
Good
10,688 reviews
Check prices

Entertainment

6.8

Boarding

7.3

Food

6.3

Overall

7.1

Crew

7.8

Comfort

7.1

Reviews

1 / 20
4.0
Okay

Sugith,Jan 2026

YSB - YYZ

Left 2 hours late. Stuck on plane for an hour after boarding before take off.

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?

    Located just 10.9 km from the city centre, Hamilton (YHM) is the airport most travellers will use when flying to Massachusetts from Hamilton.

  • 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 C$ 242). Flying from Hamilton, Ontario to Massachusetts in January is currently the most expensive (average of C$ 291). 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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Top airline flying from Hamilton to Massachusetts

Discover the top airline that operate flights from Hamilton to Massachusetts. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 629,999 searches. Data last updated 4 February 2026.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapestC$ 332AverageC$ 423FlexibilityNo cancel feeOn-time67%
Search Air Canada flights

Fly with Cheapflights

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How does Cheapflights help users find flights from Hamilton to Massachusetts?

Deals for Hamilton to Massachusetts flights are sourced from 900+ travel sites when you use Cheapflights. When all flight results come back, Cheapflights lets you sort and filter flights using different criteria to choose better, like price, airport, cabin class, and plenty of other options.

Why should you use Cheapflights to find cheap flight tickets from Hamilton to Massachusetts?

Millions of users choose and trust Cheapflights to book the best flight deals from Hamilton to 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 Hamilton to Massachusetts with no change fees?

Cheapflights does show flights with no change fees to all users. To see these options for flights from Hamilton to Massachusetts, users can toggle the no change fees filter when performing a flight search.

Can Cheapflights notify me if prices for flights from Hamilton to Massachusetts become cheaper?

Yes, Cheapflights offers price alerts on Hamilton to Massachusetts flights so you can book your travel at the perfect time. Price Alerts can be enabled by clicking the bell icon next to the flight deals above and providing your email address where you want to receive the alerts.

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