$89 Find Cheap Flights from Boston to Hamilton

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Boston to Hamilton departing on 1/25. 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.
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1 adult, Economy, 0 bags

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Flight Deals

Cheap Flights from Boston to Hamilton (BOS-YYZ)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Boston to Hamilton that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Boston to Hamilton

Thu, Feb 5 - Sun, Feb 8
Multiple Airlines Logo
7:00 am - 11:20 pmBOS-YYZ
16h 20m2 stops
Multiple Airlines Logo
12:15 pm - 11:57 pmYYZ-BOS
35h 42m3 stops
$225Multiple Airlines
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Fri, Jan 9 - Sun, Jan 11
Air Canada Logo
6:55 pm - 8:58 pmBOS-YYZ
2h 03mnonstop
Air Canada Logo
9:00 am - 2:52 pmYYZ-BOS
5h 52m1 stop
$226Air Canada
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Fri, Jan 9 - Sun, Jan 11
Multiple Airlines Logo
5:28 am - 2:40 pmBOS-YYZ
9h 12m1 stop
Multiple Airlines Logo
12:15 pm - 5:08 pmYYZ-BOS
28h 53m3 stops
$229Multiple Airlines
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Thu, Dec 11 - Mon, Dec 15
Multiple Airlines Logo
3:40 pm - 8:13 pmBOS-YYZ
4h 33m1 stop
Multiple Airlines Logo
7:10 am - 10:01 amYYZ-BOS
26h 51m1 stop
$230Multiple Airlines
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Fri, Jan 9 - Wed, Jan 14
Air Canada Logo
5:30 am - 10:49 amBOS-YYZ
5h 19m1 stop
Air Canada Logo
9:00 am - 2:52 pmYYZ-BOS
5h 52m1 stop
$231Air Canada
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Thu, Dec 11 - Mon, Dec 15
Multiple Airlines Logo
3:40 pm - 8:13 pmBOS-YYZ
4h 33m1 stop
Multiple Airlines Logo
7:10 am - 10:01 amYYZ-BOS
26h 51m1 stop
$237Multiple Airlines
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Thu, Dec 11 - Mon, Dec 15
Multiple Airlines Logo
3:40 pm - 8:13 pmBOS-YYZ
4h 33m1 stop
Multiple Airlines Logo
10:30 am - 12:12 pmYYZ-BOS
1h 42mnonstop
$239Multiple Airlines
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Sun, Dec 7 - Mon, Dec 15
Multiple Airlines Logo
12:57 pm - 11:43 amBOS-YYZ
22h 46m1 stop
Multiple Airlines Logo
7:10 am - 10:01 amYYZ-BOS
26h 51m1 stop
$240Multiple Airlines
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Fri, Jan 2 - Fri, Jan 9
Air Canada Logo
6:15 am - 8:17 amBOS-YYZ
2h 02mnonstop
Air Canada Logo
8:20 am - 10:02 amYYZ-BOS
1h 42mnonstop
$241Air Canada
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Thu, Dec 11 - Mon, Dec 15
Multiple Airlines Logo
3:40 pm - 8:13 pmBOS-YYZ
4h 33m1 stop
Multiple Airlines Logo
8:55 pm - 10:37 pmYYZ-BOS
1h 42mnonstop
$242Multiple Airlines
Find Deal

Everything you should know

Cheapest round-trip
$225
Overall average: $392
Multiple Airlines
Thu 2/5Sun 2/8
BOS - YYZ • 2 stops
Cheapest non-stop
$236
Typical prices: $251-$446
Air Canada
Fri 1/2Fri 1/9
BOS - YYZ • Non-stop
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We hope you love your trip to Hamilton!
Useful Info

Good to know

Low seasonFebruary
Cheapest flight$89
Best time to beat the crowds but there is an average 3% increase in price.
Most popular time to fly and prices are also 4% lower on average.
Flight from Boston to Toronto Pearson Airport

When to book flights from Boston to Hamilton

Are your dates flexible? Find out the best times to travel from Boston to Hamilton based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price

FAQs for booking flights from Boston to Hamilton

  • Which airports will I be using when flying from Boston to Hamilton?

    When flying out of Boston you’ll be using Boston Logan Intl. Hamilton does not have its own airport so you’ll be flying into nearby Toronto Pearson Intl airport, which is 32.0 mi away.

  • How long does a flight from Boston to Hamilton take?

    Direct flights cover the 444 miles separating Boston and Hamilton in about 2h 02m.

  • How many flights are there between Boston and Hamilton?

    12 direct flights run between Boston and Hamilton on a daily basis. On average, there are about 88 departures each week.

  • What’s the cheapest day of the week to fly between Boston and Hamilton?

    Consider leaving on a Thursday and avoid Tuesdays if you are looking for the best rates. For your return to Boston, you’ll find the best rates on Thursdays and the most expensive ones on Fridays.

  • How does KAYAK find such low prices on flights from Boston to Hamilton?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Boston to Hamilton.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Boston to Hamilton?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Hamilton from Boston is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Boston to Hamilton?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Hamilton with an airline and back to Boston with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Boston to Hamilton?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Hamilton from Boston up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • Which airlines provide the cheapest flights from Boston to Hamilton?

    In the last 72 hours, the cheapest one-way ticket between Boston and Hamilton found on KAYAK was with Air Canada for $98. Air Canada offered a round-trip connection from $226 and Porter Airlines from $274.

Top tips for finding cheap flights from Boston to Hamilton

  • There is no airport in Hamilton. Instead, you’ll be flying into Toronto Pearson Airport when flying between Boston and Hamilton.
  • The cheapest flight from Boston to Hamilton was found 76 days before departure, on average.
  • Book at least 2 weeks before departure in order to get a below-average price.
  • High season is considered to be October, November and December. The cheapest month to fly is March.

Reviews of the top 5 airlines serving Boston to Hamilton

 
Need help choosing which airline to fly with from Boston to Hamilton? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
Porter AirlinesOverall score based on 392 reviews
8.2Boarding
7.0Entertainment
8.0Comfort
8.6Crew
7.6Food
Airline reviews

I like it, but the food isn't good. They need to offer more simple things. This bowls that have so many things your don't know what your are eating. The milenials like it, no the rest. And last but not least, they allowed somebody have a huge dog, vey agressive and fidgety in the flight. That's horrible. No animals should be allowed inside the airplane, what about allergies, etc

8.0 ExcellentPilar, Oct 2025FLL - YOW
Read more Porter Airlines reviews

I like it, but the food isn't good. They need to offer more simple things. This bowls that have so many things your don't know what your are eating. The milenials like it, no the rest. And last but not least, they allowed somebody have a huge dog, vey agressive and fidgety in the flight. That's horrible. No animals should be allowed inside the airplane, what about allergies, etc

Smaller plane. Food and bar service for free is amazing. Drinks were in glass not plastic cups.

The flight was half empty yet they charged me $50 for a basic carry on! I saw how passengers of different colors were treated differently.

Poor landing as we overshot the runway and had to re land the plane. Lost both of my luggage not found as of yet. Had to pay extra money for my luggage in USD, now great my luggage is gone. Will not fly with Porter again.

This flight to St. Johns was really good. Boarding was a breeze. We left spot on time. Seats were actually pretty good. Recliner further than I expected. Three more flights to go we will see if this is the status quo for Porter.👍

I was not happy with AirfareAssist, the agency that kayak advised me would be handling my booking. I was advised by porter airlines that I had been overcharged for the Basic express , a option that I had asked airfare assist to help arrange after I realized that the basic fare I had chosen with porter did not include a carryon. At each checkin porter advised I had been overcharged for this . They advised that money would be refunded to my credit card, however, this is not likely to happen as it is not my name and credit card that appeared on the porter invoice, but that of another individual/agent. When airfare assist was arranging the basic express with porter on my behalf, they asked me to confirm that I agreed to pay $263 USD for this. I did agree, as I was advised this was needed to proceed. When I checked the invoice on the porter website and saw that it was not my name and credit card on the invoice, I was advised that this was how airfareassist processed the payment. The Porter invoice indicated a billed amount of $126USD I will not use Kayak or their designated AirfareAssist again

There was a 5 hour delay. Missed connection and now an almost 21 hour lay over!

The flight was fine see earlier note for the problem

Three hours on the tarmac with almost zero communication from the cockpit. Not when offered a water in the interim. In my 67 years of flying all over the world the worst experience ever. The plane was half empty, however had to pay for seats to sit next to my girlfriend. Extra to take a carry on. I would never fly Porter again even for free.

Everything was good except the fact you charge more for a carry on bag vs a check in bag and to top it off in US$ that was not impressive

Our flight from SFO to MSP was right on time on 11/15/2025. No delays. As we approached MSP at about 8 pm, we circled in the air until 8:40 pm so I don't call that efficient for MSP. I think the captain should announce the delay and why. (as if we all don't know that we are just circling around the area, slowing down, speeding up, slowing down.) Thank you. Marilyn Fischer

Service in business class was not impressive. I ordered coffee with dinner and then watched other people get 2 refills before I got my 1 cup of coffee, and only after I pressed the attendant button overhead. Furthermore, the seats in the forward cabin need maintenance on this 737-800: the upholstery is detaching from the seat frame, at least on the backs of seats 1C, 1D.

Plenty of leg room, temperature was great and staff was excellent. Would do it more often.

The ticket agents in West Palm Beach on Friday afternoon Nov. 7th were incredible in getting us on an earlier plane to Atlanta during the government shutdown. Had the taken our original flight we would have missed our connection. She did this on her own, We didn't even have to ask, and she did it all with a smile and showing genuine concern that we would be taken care of. We are very grateful and thankful. We fly often, and now we will be sure to fly Delta.

Flight delayed then cancelled. Misplaced luggage. Still do not have. Rented car 1100 mile drive. I had to buy some overnight Hotels clothes toiletries gas food at my expense. Still not home. Not sure where luggage is. Over 4 hours on hold to Felta

I truly love flying with Delta. They have always treated me with the upmost respect

Our flight attendant in FIRST CLASS was one of the worst I’ve ever had. She was not at all pleasant, nor particularly good at her service.

Everything went well and was good. Nothing exceptional, but no complaints either. Cheap seats are pretty comfortable.

Staff were friendly and happy. Delta could make sure passengers that don't have the app know of changes. Without Kayak I would not have known about the change of gate or the delay. Kayak was faster to notify me.

They ended up paying for the bag twice, but the counter wouldn't take my baggage receipt. Left it to me to resolve. Not sure how to resolve the issue.

Seats in waiting area and on plane hard as rock. Fast internet on the flight was great! Crew was kind.

Not the fault of United—weather, reroute around weather, time sitting on tarmac, arrived couple hours late, too late for train into city necessitating a much pricier cab but weather…can’t be helped.

Flight was good but there are way to many announcements for credit cards etc.

Tastless food and too obvious lack of enthusiasm for service in the economy vesus business class

I had no checked baggage but was required to hand over carry on baggage at the door of the plane. There was a lot of overboard space in the plane and I was one of the last ones. I ran to get my carry on but it was gone. I was given back at the plane door in Toronto, so the wait was not as long as it would have been at the carousel.

We had a layover from YVR to Denver. We bought 4 bottles of Absolut Vodka at the YVR Duty Free for $116.20, after going through security and American Customs Pre Clearance at YVR, Vancouver. When we landed in Denver, United put us behind the American Customs as well as TSA again for some reason. We were forced to go through American Customs and TSA again. TSA confiscated our rightfully owned Duty Free Absolut Vodka bottles. Because United incorrectly forced our flight behind American border and TSA again, we missed the connecting flight. After United put us on a later flight, we eventually arrived in Chicago very late, with hardly any sleep. I am looking for compensation from United for our incorrectly confiscated Absolut Vodka bottles worth $116.20, as well as compensation for incorrectly putting us behind American Customs and TSA again, causing us to miss our connecting flight, making us arrive extremely late in Chicago.

From the first moment you interact with United Airlines, you can expect nothing less but extreme frustration. The baggage handler at the bag drop seems completely unbothered by the presence of customers waiting in line. No help was extended to load the baggage whatsoever. And if any of your bags is overweight by 0.01 pound they will make you re-distribute everything in your suitcase just to play power trip. When it was time to board no help was extended to customers to locate their seats. Moreover. It was a chaotic mess at the gate when it was unclear who should board first and everyone just bunched up, trying to get on the plane. I am sure the crew was doing their best to perform their jobs while being paid their wages however it shouldn’t be that hard to smile once or twice when you’re in the business if serving customers. It is a shame for the United States of America to have a flagship carrier of such low caliber. Our flight was also delayed by about an hour and a half due to further delays prior to our inbound flight. Being someone who has travelled for both business and leisure in Asia, Europe, and South America I have never experienced such poor quality of service.

The pilots were late and it made us 1 hour late. The meat was tough and bok choy was also tough.

The service was good, the food could have been better.

the delay for 3 hours was understandable due to weather conditions but the flight should’ve provided some on flight compensations or at least provide more food.

More choices on snacks. Built-in video screen to enjoy entertainment choices.

we landed at cmh ten minutes early but had to sit on tarmac for twenty minutes because a plane was at our gate despite the fact that 3 other gates were open.

The experience with American Airlines was good, although the Philippines Airlines flight was much better (better seats, better food, better entertainment options, overall better). Again, the MIA to LAX flight was fine, but nothing in comparison to the comfort and accommodations of the Philippines Airlines flight from LAX to MNL.

I have a gluten allergy so did have any food

I have a gluten allergy so didn't have any food

Loved the crew . Absolutely no complaints. Except for luggage lost

Everything was good The connects, with no blame to crew. Or pilots. I understand they are short staffed. Everything went well for me. I'll be using you guys again in May if not sooner.

this plane was really old, had exit row seats and tray was in arm of seat so super uncomfortable to use. another seat they could t even use the tray it was broke. seat i. front of me had duct tape on it cause seat was ripped open... this plane should either be updated or retired.

We were very rushed by a staff member at the gate when transferring from American Airlines to Fijian. Then the plane stayed put for ages anyhow! The plane was delayed and my bag sent to San Francisco instead of Fiji

Baggage handling poor. Second time this has happened. My bag went to San Francisco instead of Fiji. No apology. Luckily Nadi airport staff are fantastic. My bag arrived in Fiji the next day.

Super experience. Earlier than schedule departure and arrival. Baggage handling was very good

I would like to get my money back. I flight was 4 hours late on the way to detroit, And same on my way back to Brussels they cancelled my flight and give me an other ticket and i had to wait 5 hours.

All attendents were very efficient, pleasant and happy. Everything went smoothly. The seats could have been wider. There could have been more free food instead of just one small bar.

My seat was one of those that couldn't recline, but the problem was that it was abnormally upright, so the headrest actually made the seat concave, which was uncomfortable and hard on my lower back. I had to ball my jacket up and use it as lumbar support. goodness I had it with me.

I liked a lot , the flight attendant so nice ,the seat very comfortable I enjoyed the flight , I will do it again with Air Canada,

Elderly female flight attendant was not customer friendly. There were only about 12 people on a regional jet that had about 60 seats. There were 8 exit row seats and none of them were taken. We attempted to sit in those seats and the flight attendant gave the standard " you didn't pay for those" so she would not allow us to move. What harm would that have caused ? They assigned seats to 5 of the 12 people in 2 rows, row 20 and 21. A simple friendly customer experience gesture of allowing us to sit in exit rows would have gone a long way in me having a very favorable impression on Air Canada. After that I have very poor impression of Air Canada and will not fly with them when I can avoid it.

Pearson Airport could not properly handle all the passengers who they needed to process in order to properly get them on board. As a result, I missed the departure of my flight from Toronto. The only saving grace is that Air Canada found a flight that only delayed me by one hour. However, this was no thanks to Pearson Airport!

Almost everything it was a “cool” ambiance but we arrived to Toronto so that it’s ok for me

The crew was really nice. The plane seats were kinda small even for a 5’6” / 158 lbs person.

Check in agent was very helpful and polite. He helped me board the earlier flight back home instead of waiting 2 hours at the airport for the next flight

Everything you need to know for your flight from Boston to Hamilton

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