C$ 160 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 21/6. 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$ 260
Typical prices: C$ 609-C$ 356
Porter Airlines
Thu 7/5Sun 10/5
YYC - BOS • 1 stop
Cheapest direct flights
C$ 296
Typical prices: C$ 487-C$ 363
Porter Airlines
Thu 2/7Sun 5/7
YYZ - BOS • Direct
Arrival airport
You can’t fly directly to Chatham. It is served by Boston (BOS), located 115.2 km from Chatham.
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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

Thu, 7 May - Sun, 10 May
Porter Airlines Logo
7:00 a.m. - 3:55 p.m.
YYC
-
BOS
6h 55m
1 stop
Porter Airlines Logo
7:10 a.m. - 4:30 p.m.
BOS
-
YYC
11h 20m
2 stops
C$ 260Porter Airlines
Sat, 6 Jun - Mon, 8 Jun
Porter Airlines Logo
1:00 p.m. - 2:41 p.m.
YTZ
-
BOS
1h 41mdirect
Porter Airlines Logo
3:25 p.m. - 9:48 p.m.
BOS
-
YTZ
6h 23m
1 stop
C$ 295Porter Airlines
Fri, 24 Jul - Mon, 27 Jul
Porter Airlines Logo
6:00 p.m. - 7:41 p.m.
YTZ
-
BOS
1h 41mdirect
Porter Airlines Logo
3:25 p.m. - 6:58 p.m.
BOS
-
YTZ
3h 33m
1 stop
C$ 296Porter Airlines
Thu, 9 Jul - Fri, 10 Jul
Air Canada Logo
7:15 a.m. - 8:44 a.m.
YTZ
-
BOS
1h 29mdirect
Air Canada Logo
9:35 a.m. - 11:29 a.m.
BOS
-
YTZ
1h 54mdirect
C$ 297Air Canada
Mon, 4 May - Fri, 8 May
Air Canada Logo
5:30 p.m. - 9:27 p.m.
YYZ
-
BOS
3h 57m
1 stop
Air Canada Logo
6:55 p.m. - 8:43 p.m.
BOS
-
YYZ
1h 48mdirect
C$ 300Air Canada
Fri, 29 May - Tue, 2 Jun
United Airlines Logo
7:00 a.m. - 12:59 a.m.
YWG
-
BOS
16h 59m
1 stop
United Airlines Logo
8:15 a.m. - 10:33 p.m.
BOS
-
YWG
15h 18m
1 stop
C$ 349United Airlines
Mon, 1 Jun - Tue, 9 Jun
Delta Logo
5:41 p.m. - 11:54 p.m.
YWG
-
BOS
5h 13m
1 stop
Delta Logo
5:55 a.m. - 3:04 p.m.
BOS
-
YWG
10h 09m
1 stop
C$ 350Delta
Tue, 5 May - Thu, 7 May
Delta Logo
6:00 a.m. - 5:45 p.m.
YUL
-
BOS
11h 45m
2 stops
Delta Logo
5:40 a.m. - 11:59 a.m.
BOS
-
YUL
6h 19m
1 stop
C$ 353Delta
Mon, 11 May - Fri, 15 May
WestJet Logo
6:00 a.m. - 5:40 p.m.
YXX
-
BOS
8h 40m
1 stop
WestJet Logo
6:30 p.m. - 10:05 a.m.
BOS
-
YXX
18h 35m
1 stop
C$ 380WestJet
Sun, 10 May - Fri, 15 May
WestJet Logo
6:00 a.m. - 5:40 p.m.
YXX
-
BOS
8h 40m
1 stop
WestJet Logo
6:30 p.m. - 10:25 p.m.
BOS
-
YXX
30h 55m
1 stop
C$ 387WestJet
Useful Info

Good to know – Book Cheap Chatham Plane Tickets

Low seasonJanuary
Cheapest flightC$ 160
Best time to beat the crowds but there is an average 4% increase in price.
Most popular time to fly and prices are also 14% lower on average.
Flight from Calgary 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 25m
    Flights from Montreal1h 31m
    Flights from Toronto1h 47m
    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 Calgary, at C$ 260 return. The most popular connection is from Toronto to Boston and KAYAK users have found round-trip deals for as low as C$ 296 in the last 3 days.

  • Which airlines fly to Boston?

    Many airlines fly to Boston, the most common ones being Air Canada, Porter Airlines, and WestJet. See the amount of flights per week for popular airlines flying to Boston.

  • 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$ 305, from Vancouver Intl C$ 413, from Calgary C$ 526
  • 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 428 reviews
7.6Food
8.2Boarding
8.0Comfort
8.6Crew
7.0Entertainment
Airline reviews

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

10.0 ExcellentDeanna, Mar 2026
YWG - YOW
Read more Porter Airlines reviews

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

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.👍

Hopped on time for the flight only to get deplaned and delayed another 2.5 hours.

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

Absolutely horrible. Flight was delayed 4 hours and they had no clue what was going on.

Delayed our flight to accommodate another flight but didn’t make the decision to do so until we were supposed to board despite having all the same information hours prior. Arrived so delayed that we didn’t get a gate and had to deplane on the tarmac and get bussed to terminal in the rain after 1am. Arrived to the terminal and due to construction could not get a ride share - had to either take the air train to Howard beach or stand in line with 200 other people waiting for a taxi.

Onboard functioning wide-variety entertainment on a budget and having an open pantry is nice. Seats are not comfortable but go provide plenty of legroom for a 6'2" 260lbs man.

Even though the weather made a lot of flights become cancelled Jet Blue made the flight that was supposed to leave at 9 pm and we left at 12:15 am and I was so grateful- Thanks to the Senior Jet Blue Staff who made those decisions

Worst customer service ever experienced on the planet, dirty plane, no communication, and severe delays

Flight cancelled 2 hours prior to boarding. No explanation. No refunds.

Well, its a hit or miss when boarding most of the time your employees just let everyone enter immediately In one bum rush. Then out of know where tell the passengers only let A can enter then b then c etc. So make a decision and stick to it. Do it by alphabet and have famn strick compliance. Let the public know. That makes easier on passengers.

Arrived as recommended at 8:15 a.m. for an 1115 flight, that kept getting delayed delayed and delayed and then finally canceled. Instructed for the split flight to go to Fort Lauderdale, and then find our way from there back to New York. I don't think I will ever trust flying with JetBlue again. This was my second horrific experience and I am really angry.

Delayed by 1.5 hours. Terrible apologies, half hearted at best. It will be a LONG time until i book w Jet Blue again. Very disappointed.

Qatar does not answer phone calls and communicate with travelers about trip cancellations

The agents at the Kelowna YLW airport were really grumpy. Same with oversized baggage person. Staff on the plane were great.

Flight was early. That’s the only positive I can share. I paid for wifi on the flight and it didn’t allow me to use any streaming services so it was a waste of $20. West Jet also lost my ski equipment on my way to a ski vacation. They told me it would be delivered to the hotel as soon as it arrived at the airport. It was never delivered. I had to pick it up at the airport on my way home. I am completely disgusted with my experience on west jet

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🙁😶‍🌫️

Very disappointed with premier lounge. Food selection very poor, both coffee machines out of order. For the price you charge for an upgrade, the seats don’t fully recline, movie selection is old. Not very good value. Asian airlines are light years ahead at a more affordable price.

The seat design in the premium economy section leaves virtually no room under the seat to store a bag or purse. Other than that, it was a great flight. Arrived early.

The flight was delayed, but not for weather. We landed over 3hrs later than planned.

The stag were helpful, kind and liked the passengers. The plane was pristinely clean! Great flight!

My flight was delayed more than once, but Air Canada updated us regularly. Friends on other airlines had much worse experiences.

My ticket did not exist when I got to the airport. I had to book another flight and was still charged by Kayak

Got denied my flight was told on Google that Air Canada was supposed to book me a flight back home because I never was able to go to my destination. They did not help me whatsoever. I had to book a whole new flight for that reason I would write this is zero

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

Everything you need to know for your flight to Chatham