$100 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 5/30. 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.
1 adult
1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$235
Typical prices: $409-$258
Porter Airlines
sáb 5/23sáb 5/23
BOS - YYZ • Non-stop
Cheapest non-stop
$236
Typical prices: $436-$298
Porter Airlines
qui 5/28qui 6/4
BOS - YYZ • Non-stop
Arrival airport
You can't fly directly to Hamilton. It is served by Toronto (YYZ), located 32 miles from Hamilton.
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Flight Deals
Useful Info
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

sáb, mai 23 - sáb, mai 23
Porter Airlines Logo
10:05 am - 12:00 pm
BOS
-
YYZ
1h 55mnonstop
Porter Airlines Logo
3:40 pm - 8:55 pm
YYZ
-
BOS
5h 15m
1 stop
$235Porter Airlines
qui, mai 28 - qui, jun 4
Porter Airlines Logo
10:05 am - 12:00 pm
BOS
-
YYZ
1h 55mnonstop
Porter Airlines Logo
7:25 am - 9:05 am
YYZ
-
BOS
1h 40mnonstop
$236Porter Airlines
sex, mai 29 - sex, jun 5
Porter Airlines Logo
6:35 pm - 8:30 pm
BOS
-
YYZ
1h 55mnonstop
Porter Airlines Logo
3:55 pm - 5:35 pm
YYZ
-
BOS
1h 40mnonstop
$237Porter Airlines
sáb, mai 23 - seg, mai 25
Porter Airlines Logo
10:05 am - 12:00 pm
BOS
-
YYZ
1h 55mnonstop
Porter Airlines Logo
7:25 am - 9:05 am
YYZ
-
BOS
1h 40mnonstop
$239Porter Airlines
sáb, mai 9 - ter, mai 26
Multiple Airlines Logo
6:50 pm - 10:58 pm
BOS
-
YYZ
4h 08m
1 stop
Multiple Airlines Logo
3:55 pm - 5:35 pm
YYZ
-
BOS
1h 40mnonstop
$240Multiple Airlines
sáb, mai 16 - qua, mai 20
Air Canada Logo
5:10 am - 7:03 am
BOS
-
YYZ
1h 53mnonstop
Air Canada Logo
2:15 pm - 3:56 pm
YYZ
-
BOS
1h 41mnonstop
$241Air Canada
qua, mai 27 - sex, mai 29
Porter Airlines Logo
3:25 pm - 7:44 pm
BOS
-
YYZ
4h 19m
1 stop
Porter Airlines Logo
7:25 am - 9:05 am
YYZ
-
BOS
1h 40mnonstop
$242Porter Airlines
sáb, mai 23 - qua, mai 27
Porter Airlines Logo
3:25 pm - 8:24 pm
BOS
-
YYZ
4h 59m
1 stop
Porter Airlines Logo
7:25 am - 9:05 am
YYZ
-
BOS
1h 40mnonstop
$243Porter Airlines
qui, mai 28 - sáb, jun 6
Porter Airlines Logo
10:05 am - 12:00 pm
BOS
-
YYZ
1h 55mnonstop
Porter Airlines Logo
7:25 am - 9:05 am
YYZ
-
BOS
1h 40mnonstop
$244Porter Airlines
qui, mai 7 - dom, mai 10
Air Canada Logo
5:10 am - 7:03 am
BOS
-
YYZ
1h 53mnonstop
Air Canada Logo
8:05 am - 9:49 am
YYZ
-
BOS
1h 44mnonstop
$245Air Canada
Useful Info

Good to know

Low seasonApril
Cheapest flight$102
Best time to beat the crowds but there is an average 8% increase in price.
Most popular time to fly and prices are also 9% 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 1h 48m.

  • How many flights are there between Boston and Hamilton?

    20 direct flights run between Boston and Hamilton on a daily basis. On average, there are about 140 departures each week.

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

    Consider leaving on a Thursday and avoid Saturdays 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 Tuesdays.

  • 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 Porter Airlines for $95. Porter Airlines offered a round-trip connection from $125 and Delta from $128.

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 52 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 November, December and January. The cheapest month to fly is May.

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 435 reviews
8.0Comfort
8.6Crew
7.6Food
8.2Boarding
7.0Entertainment
Airline reviews

A few improvements: 1. No signages at the airport that the porter airline was a codeshare and i could check-in at American counter. 2. Crew at the gate said they couldn't change my reward to Alaska - despite that being done previously 3. Despite there being many open seats, i was assigned a seat at the very back near lavatory, last row. Fortunately, the pilot wanted more people moved up so the flight attendants moved me up. It seemed very odd to have been stuck in last row with very few people nearby..

6.0 GoodHarsh, Apr 2026
JFK - YYZ
Read more Porter Airlines reviews

A few improvements: 1. No signages at the airport that the porter airline was a codeshare and i could check-in at American counter. 2. Crew at the gate said they couldn't change my reward to Alaska - despite that being done previously 3. Despite there being many open seats, i was assigned a seat at the very back near lavatory, last row. Fortunately, the pilot wanted more people moved up so the flight attendants moved me up. It seemed very odd to have been stuck in last row with very few people nearby..

I didn’t receive any help when they messed up and wasn’t honest and the supervisor did absolutely nothing to help me so I had to buy another ticket at $537

There was No Flight. Both Kayak and Porter refused to honor my booking. I was asked for an additional 1,300 $ CAD to keep the flight. After several emails to both Kayak and Porter I was ignored. I had to cancel my March spring break plans, dog kennel and hotel. I had to re-book another vacation to Nassau in January w Expedia. I had to re-book a new vacation for spring break. Porter and Kayak both blamed each other and would not work together to fix this. Not cool.

Even tho the flight was a bit delayed the team was apologetic. Everyone was friendly and efficient.

The flight was a little delayed but check in was easy and boarding was quick. Luggage was quickly available and everything worked great.

The Flight took off 2hrs late because there was no pilot showing up when the flight was ready to board.. Though the cabin crew was present and had prepared the plane, the FO turned around after 15 min and went away. A crew to fly the plane finally arrived over an hour later and we were able to board 1h30 min later than planned time... until everything was loaded, we left 2h late from the gate. This was a small plane, so don't expect any Entertainment... Wi-Fi access on board would work, but took an awful amount of time to figure out and get it work (I'm an IT person). Flying as VIPorter customer, I was expecting at least some warm meal, but everything served was just cold.. except the coffee maybe. Even in so-called VIPorter seats, space is cramped and trays are so tiny, you can barely setup your food. Flight caught up during the coast-to-coast crossing and was able to recoup about 45 min from the delay.. still arrived very late in Vancouver and had to wait a long time to get our registered bags. Let's see how the return flight will be in a few days..

The flight booking code given by Kayak was not the correct one used by the airline. I had to call to get the correct one. It was never sent to me. Totally unacceptable!

Due to a known technical error that Porter has not fixed in over a year, I was unable to check in the children on my reservation online and had to do it at the airport. Upon check in, there were no seats together, which was an issue as we had young children. The gate agent did manage to seat us together by moving other passengers, which was appreciated, but the other passengers were never informed, leading to confusion and delay upon boarding. The flight was over an hour late; no explanation or apology was ever issued. The bags on Porter take a long time to arrive--over half an hour at Hamilton on my inbound flight, and not much better on my return to Edmonton.

Much roomer than air Canada! Great flight for the price. No complaints

On my e-boarding pass it shows free wifi, yet the plane I was on didn’t have wifi. Please remove false advertising from your website and boarding passes

Boarding was good. The flight was on time ( arrival was 20 minutes early). Inflight service was average ( US airlines have not mastered the skills of customer service yet). The food was mediocre. “ breakfast “ was downright awful and insulting. It was a piece of dough with mon descript filling that was supposed to be cheese omelette).

The tray table was broken and the food was terrible.

The gentleman at the gate I think his name is RIE was exceptional

While they turned off most cabin lights to allow people to sleep, I was bothered by how bright the side lights still were. It was still quite bright for me in a window seat, when I wish I could have slept!

One of the flight attendants was a little cranky. I appreciated the free wifi and plug to charge my laptop

No entertainment. Plane was so small had to pink tag a carry on ive used for 20 years easily on board. The fact the flight got in at midnight, had to wait for crew in fort wayne to allow the plane to approach the gate, THEN had to wait for bag on jet bridge made experience irritating at best.

Crew was great. Near on time departure and early arrival. Snacks are always meh. Not a fan of the "pay for everything including miles " proposal unless base flight rate going to be 100 bucks.

Would have been better if there was a nonstop flight from Tampa to Norfolk or Tampa to New Port News.

Overall Good! The weather delayed our takeoff from Atlanta and our arrival in Miami! If Mother Nature can mess up a flight she will do it every time!

The flight was smooth, the crew was great but the plane was quite old

one staffer was frustrated (it happen); the flight was late and the pilot mentioned they'll make amend but the snacks were the same, other than that the aircraft was clean and everything went smooth, no complaints

ticket agent lady wás very helpful , she arranged wheel chair for my elderly mother

It’s always a great time flying with united airlines.

Entertainment kept turning itself off. Gave up on watching a movie.

Very old flight - time to retire it for newer airplanes

2+ hours delayed Outlet in row 12 did not work Tv monitors did not work Lights kept off the entire flight for at 5pm-7pm flight

Wifi took a while to kick in and we had a maintenance issue that took over 40 mins at the gate in Washington before pulling back

Seated dude next to me even though lots of empty rows. But main thing was we sat on the tarmac after landing for 30 minutes because of, in the words of the dude who sat next to me, “operational incompetence”. We got changing directions about where to pick up gate checked bags. Pilot and flight attendant were awesome though.

Not United Airlines' fault. It's ORL airport's fault.

United overall experience is great these days. Airport experience was very organized. Staff on flight were great. App and information as good as it gets.

I almost missed my flight and they helped me out enormously

Business class was very good, one of my best flights

The "on the ground" A/C was not working. It was so hot while waiting to get in the air, a passenger from the rear of the plan declared "I just can't!" and waited in the gangway until time to close the doors. It was miserable. But the crew were champs and had an amazing attitude. I know they were as miserable as we were but didn't let that affect their performance.

The captain announced to the cabin there would be a delay because they observed a "cut" on a tire during precheck that needed to be cleared by maintenance. We were delayed during this inspection and allowed to proceed after maintenance "measured the cut and decided it was acceptable". My complaint is not about the delay or due diligence. I wish the captain had been more generic when making his announcement. I was a nervous wreck all the way to Charlotte worried that we would have a blowout when landing!

The SFO Lounge crew were amazing. The bartender Faris was great. Thanks!

The flight was on time and the landing was very smooth. The crew and flight attendants were all very friendly and professional.

Very good I can’t complain one bit. Thank you American Airlines for making my flight enjoyable and safe!

American Airlines is a miserable experience. It is predictably miserable, in the sense that every time I fly American, I brace myself for the certainty that it will be unpleasant and uncomfortable. But it is unpredictable in the sense that I never know if the flight will be on time or delayed nine hours (both happened to me this week). I never know if I will be able to sit in the seat that I selected when I purchased the ticket or if I will be told by Customer Service (!!!) that I must relocate from first class to a seat in the back of the aircraft with no explanation (both happened to me this week). Will the food be frozen and half defrosted, or scalding hot? Will the drinks be warm? Will the flight attendants be surly and mean? Will the toilets be cramped and foul? Will the seats be narrow and uncomfortable? Will there be a real electric outlet at the seat, or just an unreliable USB-2 port? Will there be enough seats in the boarding lounge or just a few? Will the boarding process be smooth and efficient, or will the gate agents mess it up and delay it needlessly for 30 or 40 minutes? Will the catering and cleaning crew be prompt or will they take an extra 30 minutes? Will the brakes on the aircraft work properly, or will the pilot delay takeoff for four hours while the ground crew attends to what can only be described as routine maintenance that should have been done the night before? I've eexperienced every one of these unpleasant things this year, 2026. The only thing I can reliably count on is that American will find a new way to make the experience of flying as miserable as they possibly can.

Flight was fine, but not having WiFi was a major negative

Friendly crew is the only nice thing. Seats uncomfortable. Food and snacks horrible. Movies were the same as the first 10 hour flight two weeks before

It was a problem because there was a delay where we sat before taking off from newark,then when landed in Toronto we sat on tarmac and they wouldn't let us out for a long period of time. When we finally were released to the airport in Toronto the attendant scanned our boarding pass that we were here for our connection to Brazil. We ran all the way to the gate and they said at the gate the door is shut so we can not let you on the plane. We explained that we were checked in by the attendant when we arrived at Toronto airport to go to Brazil and they should not have shut the door. We were ignored at the gate

Flight home was delayed multiple times, did not get home until 2am

the check-in lady at ORD was extremely rude and unprofessional. very disappointed as it was supposed to be a celebration for my wife's birthday and it really put a damper on things. if i wanted to be treated like trash, i would have flown Economy! (as opposed to business class)

My original flight was cancelled and then rebooked four hours later on a recovery flight, but I was checked in as stanby and had no seats so as a family of four we were concerned about not being seated altogether. Our flight then got delayed by another 1.5 hours and when seats were assigned at the gate, three of the four of us were together and we could get my wife closer, they offered no assistance.

I bought a ticket from Kayak. When I got to the airport, the was no ticket. I had to pay 5X to get to my destination. No response received from Kayak. I will NEVER use them again.

Good boarding but extremely cold temperature in both flights (60 F!).

Very rude gate attendants in San Francisco who didn’t let me bring my little carry on (smaller than usual size) and after boarding I realized that there still were a lot of overhead compartment space (like a full section available in some spots). That made me lose 30 minutes at my destination at 1am and it could have broken something fragile that I had in it

I want to thank Carlos at the Miami AC desk - he was amazing and went over and above to help us out. Thank you Carlos and all the best to you!!! You made our faith in AC feel great! Sincerely, David Cubitt

Flight was canceled due to mechanical issues. After a considerable wait in the queue, Air Canada customer service was very helpful to get us on another flight. I am disappointed to report our rescheduled flight is for three days from now. Three days of extra expenses and inconvenience is unacceptable.

The last 3 hours it was freezing cold in row 56. Multiple people had their winter coats on and were utilizing the blankets provided by the airline. I also did not have easy access to figure out how to book my food allergy and advance for my meals. Most of everything I received was something I couldn't eat. This needs to be made more accessible. Also, I'm 5'10 which is the average height of the American male. I flew from Philadelphia to Toronto and then to Tokyo and the seats were absolutely unbearable. For that long of a flight it is impossible to get comfortable when doing anything. Flights need to have more space and stop prioritizing costs over people.

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

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