C$ 138 Find Cheap Flights to Chatham

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Chatham departing on 11/5. 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
C$ 261
Typical prices: C$ 405-C$ 701
Porter Airlines
Tue 31/3Tue 14/4
YYC - BOS • 2 stops
Cheapest direct flights
C$ 265
WestJet
Mon 27/4Wed 29/4
YYC - BOS • Direct
Arrival airport
Boston (BOS)
You can’t fly directly to Chatham. It is served by Boston (BOS), located 115.2 km from Chatham.
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YXX
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BOS
Cheapest
YYZ
-
BOS
Most popular
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We hope you love your trip to Chatham!
Flight Deals
Useful Info
Flight Deals

Cheap Flights to Chatham

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights to Chatham 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 to Chatham

Tue, 31 Mar - Tue, 14 Apr
Porter Airlines Logo
8:20 a.m. - 9:10 p.m.
YYC
-
BOS
10h 50m
2 stops
Porter Airlines Logo
10:20 a.m. - 8:50 p.m.
BOS
-
YYC
12h 30m
2 stops
C$ 261Porter Airlines
Mon, 27 Apr - Wed, 29 Apr
WestJet Logo
10:50 a.m. - 5:40 p.m.
YYC
-
BOS
4h 50mdirect
WestJet Logo
6:30 p.m. - 9:55 p.m.
BOS
-
YYC
5h 25mdirect
C$ 265WestJet
Mon, 27 Apr - Wed, 29 Apr
Multiple Airlines Logo
10:50 a.m. - 5:40 p.m.
YYC
-
BOS
4h 50mdirect
Multiple Airlines Logo
10:20 a.m. - 9:30 p.m.
BOS
-
YYC
13h 10m
2 stops
C$ 268Multiple Airlines
Fri, 22 May - Mon, 25 May
WestJet Logo
10:50 a.m. - 5:40 p.m.
YYC
-
BOS
4h 50mdirect
WestJet Logo
6:30 p.m. - 9:55 p.m.
BOS
-
YYC
5h 25mdirect
C$ 279WestJet
Thu, 19 Mar - Mon, 23 Mar
Porter Airlines Logo
4:40 p.m. - 6:07 p.m.
YOW
-
BOS
1h 27mdirect
Porter Airlines Logo
3:30 p.m. - 4:59 p.m.
BOS
-
YOW
1h 29mdirect
C$ 284Porter Airlines
Fri, 8 May - Mon, 11 May
Air Canada Logo
8:55 p.m. - 10:39 p.m.
YYZ
-
BOS
1h 44mdirect
Air Canada Logo
5:00 p.m. - 6:58 p.m.
BOS
-
YYZ
1h 58mdirect
C$ 288Air Canada
Sat, 18 Apr - Sat, 25 Apr
Air Canada Logo
6:15 a.m. - 9:49 a.m.
YYZ
-
BOS
3h 34m
1 stop
Air Canada Logo
5:30 a.m. - 1:05 p.m.
BOS
-
YYZ
7h 35m
2 stops
C$ 290Air Canada
Sat, 28 Mar - Sun, 29 Mar
Air Transat Logo
1:10 p.m. - 2:45 p.m.
YTZ
-
BOS
1h 35mdirect
Air Transat Logo
9:00 a.m. - 10:52 a.m.
BOS
-
YTZ
1h 52mdirect
C$ 294Air Transat
Tue, 24 Mar - Wed, 25 Mar
United Airlines Logo
6:00 a.m. - 12:56 p.m.
YQB
-
BOS
6h 56m
1 stop
United Airlines Logo
6:00 a.m. - 11:02 a.m.
BOS
-
YQB
5h 02m
1 stop
C$ 519United Airlines
Fri, 3 Jul - Sun, 5 Jul
United Airlines Logo
6:00 a.m. - 11:16 a.m.
YQB
-
BOS
5h 16m
1 stop
United Airlines Logo
8:00 a.m. - 12:02 p.m.
BOS
-
YQB
4h 02m
1 stop
C$ 529United Airlines
Useful Info

Good to know – Book Cheap Chatham Plane Tickets

Low seasonJanuary
Cheapest flightC$ 138
Best time to beat the crowds but there is an average 3% increase in price.
Most popular time to fly and prices are also 13% lower on average.
Flight from Abbotsford to Boston

Flights to Chatham: the best tips from KAYAK users' own experiences

Insights shared by verified travellers who flew to Chatham 
JenFlew with Porter Airlines
YTZ
-
BOS
Jan 2026
Get there SUPER EARLY, lines are long, only a few people working. Be prepared to massively overpay for luggage.
Verified travelerFlew with Air Canada
YUL
-
BOS
Sep 2024
I didn't realize that I would go through US customs in Montreal (and not when I landed in Boston). That was convenient.
Verified travelerFlew with Air Canada
YYZ
-
BOS
Nov 2024
Don't forget about customs at the Toronto airport--it will take 45+ minutes with the lines unless you have a special status program!
PeterFlew with United Airlines
YUL
-
BOS
Jul 2024
If you have a rolling carry-on, you'll be lucky to get it into an overhead on this EMBRAER 175. Many are gate-checked.

FAQs - booking Chatham flights

  • How long is the flight to Chatham?

    Flights from Halifax1h 50m
    Flights from Ottawa1h 28m
    Flights from Montreal1h 26m
    Flights from Toronto1h 48m
    Flights from Calgary5h 07m
  • What is the cheapest flight to Boston?

    In the last 3 days, the cheapest flight deal to Boston was found on the route from Abbotsford, at C$ 261 return. The most popular connection is from Toronto to Boston and KAYAK users have found round-trip deals for as low as C$ 288 in the last 3 days.

  • How to fly to Chatham?

    You cannot fly directly to Chatham. KAYAK recommends you fly to Boston Logan Intl (BOS) (115.17 km from Chatham). From there you can rent a car or get a taxi.

  • What airports are near Chatham?

    The closest airport is Provincetown (PVC) (48.41 km). Another nearby airport is New Bedford Regional (EWB) (82.71 km) KAYAK recommends you fly to Boston Logan Intl.

  • How far is Boston Logan Intl Airport from central Boston?

    The distance between Boston Logan Intl Airport and downtown Boston is 4 km.

  • What is the name of Boston’s airport?

    When flying to Boston, you'll arrive at Boston Logan Intl Airport (BOS). The airport is also known as Boston Logan, General Edward Lawrence Logan Intl, or Logan Intl.

  • How does KAYAK find such low prices on flights to Chatham?

    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 to Chatham.

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

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

  • What is the Hacker Fare option on flights to Chatham?

    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 Chatham with an airline and back with another airline.

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

    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 Chatham up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Top tips for finding cheap flights to Chatham

  • There is no major airport in Chatham. It is instead served by Boston Logan Intl Airport.
  • Looking for cheap airfare to Chatham? 25% of our users found round-trip tickets to Chatham for the following prices or less: From Ottawa C$ 324, from Calgary C$ 597, from Vancouver Intl C$ 617
  • Enter your preferred departure airport and travel dates into the search form above to unlock the latest Chatham flight deals.

Reviews of the top 5 airlines flying to Chatham

 
Need help choosing which airline to fly with from Canada to Chatham? 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 422 reviews
7.0Entertainment
8.6Crew
8.0Comfort
8.2Boarding
7.6Food
Airline reviews

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..

6.0 GoodBeat, Jan 2026
YUL - YVR
Read more Porter Airlines reviews

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..

It was okay. Had a thing with the front desk, she had me repack my suitcases to have them be under the weight restrictions, but then the other one was overweight, she argued with me about it when there were tons of people in line. Wasn’t great.

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.

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

3.5 hr delay for a 1 hr work flight. No information as to why the delay until 20 mins before boarding.

Organization and the adjusted times but the snacks could be of a bigger portion

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

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

Given I (and I’m assuming most people) have both carry in and a personal item included in their fare, I find it very unfair that on neither of my flights I was able to use the overhead for my small backpack because they were completely rammed with luggage, people personal items, jackets, hats and other items. So the only item I brought in had to be stuffed under my seat while they had their leg room and sat comfortable with all of their items in the overhead. This has to stop because I was uncomfortable on both flights when I only had one smaller item that could not be checked due to its contents (medication etc). Plenty of people could have checked theirs but chose not to and then took up the space allotment for 2 people.

Flight attendants had a little attitude. Food tastes no good.

From pre boarding to flight attendant, crew and baggage handler, excellent. Didn’t lost my luggage like West jet.

Very poor. The flight was delayed from Toronto because some forget to do there job . I got to my connecting gate in San Francisco 10 minutes before the departure.but this didn’t let me board even though the flight was still there for an other 30 minutes. The the gentleman at the unite airline desk told me that they usually wait for passengers but air Canada called and told them not to we I been rerouted to Manila instead of Hong Kong . In San Francisco they mad me check in my carryon bag . I was told the it will directly go yo ho chi minn cuyt but I was told that by the Vietnams airline desk that’s not there I’m 10 hours behind my scheduled flight and looks like I I’m going without baggage. I don’t have a chance of catching ..

It was great. There were some issues prior to takeoff. The weather was poor so we had to go through deicing, and we were delayed a bit by the pilots' concern about one of the engines, but that's aviation. The pilots handled everything with aplomb, and kept us apprised

Reliable, nice crew, I fly often on that flight and I like it all.

l really enjoy very much the flight was very pleasant

I like flying first class, and United has a nice one

United airlines has the best customer experience from booking to arrival. I always fly United airlines. The mileage program is excellent

The Sears in the 800s are not too good perfect Airbus why cant the new 737 fix that

I have to congratulate Kayak (and Dylan the Chatdeal agent) because because when we decided extended our trip in Florida by two days, there were many direct flights oprions back to Boston available on the Friday we wanted to fly on the JetBlue website, but once I canceled the original JetBlue flight on their website, those direct return options disappeared immediatley! I think it's a game JetBlue plays. . Luckily, I checked Kayak and they had a direct flight that wasn't appearing on JetBlue's website and so I booked it, and we were able to fly home direct through the Kayak booking when JetBlue was offering nothing (even though I have been a True Blue member for 20 years, and also am a Mosaic member). So much for loyalty- their algorithm for booking is like a shell game. JetBlue used to be a good company but now they're worse than anyone. Also I was originally booked this trip to Florida, two months before the departure date, I booked the trip on JetBlue's website and then after the payment part, they said there was a problem and that I needed to do the booking again, so when I immediately went to rebook , the price had gone up 30%! I called them and it sounded like they had heard this so many times before and the guy told me to check back in 10 minutes and the price would be back to where it was when I was booking- it but it never was. How could the price go up 30% in one minute two months before the flight???? They're playing a game with their customers. Anyways, I booked a cheaper flight then at a less convenient time. So fast forward two months the night before the 7 AM flight, they sent me an email at midnight when I was sleeping to let me know that my flight at 7 AM had been canceled. The only thing they offered was a flight that night from from a different airport (Providence) to a different airport in Florida (West Palm Beach) or a flight two days later. No compensation, nothing. They couldn't of tried to get another plane to the Boston airport? They had all night to do it. I passed on their ridiculous options and flew with Delta and it was a great experience. Of course, I had to pay a lot more booking on the same day, but JetBlue doesn't care. I put in a lengthy complaint with the agent who assured me someone would get back to me by email within three days and I haven't heard a thing. JetBlue used to be a good company but now they're among the worst. The only thing they still have is decent legroom, but the corporate bean counters will probably start taking that away too.

We were made to wait in the airport for six hours for a flight that was ultimately canceled.

It was a pretty smooth flight, I tend to get mini anxiety attacks during flights, however, this time was pretty smooth and I was able to relax. The only thing, I was having issues to connect to the Flyfi internet. I was not able to connect at all, I turned off my phone a couple times and didnt work.

Both flights were significantly delayed. The flight experience itself was great.

My flight got delayed and eventually canceled, then rescheduled. I and several others had a connection from Boston to Paris and asked several times if we would make it. They assured us we would and then rebooked us mid flight without our consent and closed doors early even though they said they communicated we were a bit delayed. We got stranded in Boston and I opted with being rebooked for a different connection to France since they refused to pay for a Hotel. I've now been in Europe for 5 days and still haven't recieved my bags. There was absolutely no urgency for the fact that I'm in a foreign country with absolutely no change of clothes or any of my medication. Such an overwhelming and frustrating experience.

Very smooth flight, good legroom with the "even more room" seats. Entertainment choice was excellent, wifi on board, plane was modern. Pilot got a round of applause for a smooth landing in very blustery conditions. Love flying with them. Check in was OK too. We were too early so we had to wait until groundstaff showed up 3hrs before the flight.

Automated scanning was slow and somewhat haphazard. Too many people were unfamiliar with the tech and were forced to learn on the fly. The hands off approach of the gate staff made it more uncomfortable. This needs work. Overall the flight and cabin crew were excellent.

The crew for the flight was A+ top notch. They were friendly and professional and made the flight a very relaxing and enjoable.

Rude crew member. She seemed annoyed at me without me saying a single word. Also loudly admonished me for having my bag next to my seat instead of tucked away before landing. Just telling me to put it away and guiding me without giving me a lecture would have been enough.

No included food for a 5 hour flight and the entertainment was only accessible if you had wired headphones (not provided). Otherwise though, great and smooth flying and customer service.

The window seat on the emergency row was too small. I had a different seat booked and they moved me. My seat remained open. It was very uncomfortable.

Experience was good, the wifi hook up is somewhat tough

Great flight, great landing, nice staff. Our seats were a little cramped.

I will not be flying with westjet again. I was uncomfortable in my seat. The position made my back hurt so bad. My wife was able to fit the seatbelt around her with out an extension but was unable to put the tray table down or fit in the seat for that matter. Our bag was smashed and I spent two hours trying to fill out the application for a damaged bag before I gave up. The 80 photos I took would not work and nothing telling me the format to upload them as.. I made the mistake of unpacking the bag before taking photos so no claim for me. Next trip to Canada I will have to use air Canada.

Overall good experience. The wait for baggage at our destination was quite long, but other than that everything was good as expected

Airplane is too small. Crew, especially the flight attendant who looked after our area, was not at all friendly and a touch authoratative. She may have been the most gruff flight attendant i've come across in 40 years of business travel

I selected "carry-on" for a round trip on Kayak, but my return flight on WestJet did not include a carry-on and they would not allow me to add one. My only option was to add a "checked bag" which I had to wait for on the luggage carousel after landing. Not a good experience.

I was seated near a "stinky" person. That's not the fault of Westjet🙁😶‍🌫️

Do not fly on WestJet if you have a connection. It failed to integrate with my connecting Delta flight and I almost missed it.

There was a man who was very rude at boarding. On the other hand personal bag measuring box is too small compared to USA airlines,

The plane was delayed an hour. Heard from other passengers that the Vancouver connection to SFO was never on-time.

My experience was good with United too But only not so good thing was that at Calgary airport I was not given lounge access despite of flying business. Aspire lounge denied it to me, which was unfair I feel

We left over 2 hours late and they didn't even give us a complimentary snack, when getting to the desk I asked if I could be put in a row with only 1 other person or an empt y one I was told the flight was full when the last two rows were empty. All around over it

they were super helpful. Agents at the desk got me on an earlier flight and I was able to get home several hours earlier.

This is a great non-stop YVR-MIA. Very comfortable plane, and no transfer through a city that gets major winter weather!

Terrible…. Reported missing luggage’s with injectable meds that needed refrigeration. Yet, delivery could not be expedited. Luggage’s were delivered 5 days after arrival. The meds were useless as ice pack had melted. So disappointed!!!

Air Canada’s problems are not staff related by and large, no. The problem is tiny jets between the U.S. and Canada - yes, believe it or not they are still “international” (just ask our own Mango Maniac in power in the U.S.). The little aisle is compounded by a design flaw of a “dog leg” starting at seat 12. Woe be unto you if you sit here as passengers and attendants do not have sufficient room to not hit you in the face with backpacks. One thing I will say very positively about Air Canada is you still provide pillows and blankets on transcontinental flights to all, not just the elites. Your tiny improperly designed jets are also a problem flying city to city within Canada also. One can only say you remind us of a “Jet Blue” or “Spirit” experience. Also your luggage space is downright Byzantine! We will endeavor to avoid you and use other U.S. carriers, albeit charging more.

Terrible canceled flight and lost my luggage. Flew me to Halifax. Tgat flight was delayed, had to spend night in airport chair.

Better entertainment & food options more may be adding chicken option or on vegetarian side good quality pasta

My seat was not comfortable. Flight was smooth. Regretfully we had two delays before takeoff

Everything you need to know for your flight to Chatham