C$ 173 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 28/9. 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$ 291
Typical prices: C$ 307-C$ 476
Air Canada
Thu 9/7Sun 12/7
YTZ - BOS • 1 stop
Cheapest direct flights
C$ 291
Typical prices: C$ 307-C$ 476
Porter Airlines
Fri 17/7Sun 19/7
YTZ - 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, 9 Jul - Sun, 12 Jul
Air Canada Logo
8:30 a.m. - 2:41 p.m.
YTZ
-
BOS
6h 11m
1 stop
Air Canada Logo
5:45 a.m. - 10:16 a.m.
BOS
-
YTZ
4h 31m
1 stop
C$ 291Air Canada
Thu, 9 Jul - Mon, 13 Jul
Porter Airlines Logo
3:40 p.m. - 8:55 p.m.
YYZ
-
BOS
5h 15m
1 stop
Porter Airlines Logo
10:05 a.m. - 12:00 p.m.
BOS
-
YYZ
1h 55mdirect
C$ 291Porter Airlines
Thu, 9 Jul - Sun, 12 Jul
Air Canada Logo
2:30 p.m. - 6:52 p.m.
YUL
-
BOS
4h 22m
1 stop
Air Canada Logo
9:35 a.m. - 1:47 p.m.
BOS
-
YUL
4h 12m
1 stop
C$ 291Air Canada
Thu, 16 Jul - Sun, 19 Jul
Porter Airlines Logo
7:25 a.m. - 9:05 a.m.
YYZ
-
BOS
1h 40mdirect
Porter Airlines Logo
10:05 a.m. - 12:00 p.m.
BOS
-
YYZ
1h 55mdirect
C$ 293Porter Airlines
Thu, 16 Jul - Sun, 19 Jul
Air Canada Logo
9:30 a.m. - 2:41 p.m.
YTZ
-
BOS
5h 11m
1 stop
Air Canada Logo
5:45 a.m. - 11:51 a.m.
BOS
-
YTZ
6h 06m
1 stop
C$ 293Air Canada
Thu, 9 Jul - Sun, 12 Jul
Air Canada Logo
2:30 p.m. - 6:52 p.m.
YUL
-
BOS
4h 22m
1 stop
Air Canada Logo
9:35 a.m. - 1:47 p.m.
BOS
-
YUL
4h 12m
1 stop
C$ 293Air Canada
Mon, 6 Jul - Tue, 14 Jul
Porter Airlines Logo
3:05 p.m. - 4:44 p.m.
YTZ
-
BOS
1h 39mdirect
Porter Airlines Logo
11:10 a.m. - 12:59 p.m.
BOS
-
YTZ
1h 49mdirect
C$ 294Porter Airlines
Thu, 9 Jul - Sun, 12 Jul
Air Canada Logo
4:35 p.m. - 6:22 p.m.
YYZ
-
BOS
1h 47mdirect
Air Canada Logo
6:00 a.m. - 7:55 a.m.
BOS
-
YYZ
1h 55mdirect
C$ 294Air Canada
Mon, 19 Oct - Fri, 23 Oct
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$ 346WestJet
Tue, 29 Sep - Sat, 3 Oct
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$ 347WestJet
Useful Info

Good to know – Book Cheap Chatham Plane Tickets

Low seasonJanuary
Cheapest flightC$ 173
Best time to beat the crowds but there is an average 1% increase in price.
Most popular time to fly (1% more expensive 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 Toronto Pearson Intl Airport1h 40m
    Flights from Ottawa1h 30m
    Flights from Vancouver Intl Airport5h 22m
    Flights from Toronto2h 29m
    Flights from Calgary4h 50m
  • What is the cheapest flight to Boston?

    In the last 5 days, the cheapest flight deal to Boston was found on the route from Abbotsford, at C$ 291 return. The most popular connection is from Toronto to Boston and KAYAK users have found round-trip deals for as low as C$ 291 in the last 5 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 Calgary C$ 440, from Vancouver Intl C$ 449, from Ottawa C$ 460
  • 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 439 reviews
8.2Boarding
6.9Entertainment
7.5Food
7.9Comfort
8.6Crew
Airline reviews

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.

6.0 GoodJen, Jan 2026
YTZ - BOS
Read more Porter Airlines reviews

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.

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

Our flight was delayed by a bit. I appreciated that we were kept informed on why periodically. Boarding was fine. I overheard one flight attendant sounding very rude to a passenger who was not paying attention to the safety demonstration. The snacks were minimal as it was a short flight. There was no entertainment. Overall the flight was good back to LGA.

All good the seats a little tight and no I pad screen

Just an evening before they canceled my ticket and offered me ticket costing 3 x times more than. I will not fall prey to these scams,Will never book through kayak now. Such a bad experience.

was okay except.. 1)the porter check in webpage doesn't let you print your boarding pass from home 2)that there was a 90 min cut off for checking in on the kiosk in general, and to print a boarding pass, even tho i checked in online already....

The flight was delayed by more than one hour. The terminal was consequently overcrowded and hot. We lost our car reservation and hit rush hour traffic in Boston, which added two hours stuck in traffic to our trip.

Due to mechanical problems it was delayed causing problems the actual flight. Was fune

The airline arrival at the downtown airport is a big plus.. Food and beverage was excellent. Their non weather related cancellation is horrible. Overall I gave the airline 7 over 10 Tips for people flying porter from Boston. The airline doesn’t have inflight entertainment No TV No WIFI. Bring your entertainment with you.

Nothing to like about porter. Flight cancelled. No flight back to Boston for 2 days. No hotel accommodation. Terrible. Never again by porter.

I missed my flight and had to buy new tickets Rome- Boston

My service dog and I were asked to deplane just before they closed the door - clearly very last minute they couldn’t find the documentation that I have filled out many many times before that is for flying service animals. I purposely purchase 3seats (a whole row) since he is large and not all passengers want to sit next to a dog on a cross country flight. The plane departed with my husband on it!!! They made me fill out a hard copy of the same form and had to reschedule me on a later flight where they could find 3 seats together!! I’ve done this so many times before - clearly the error was on their part in a technology glitch - but really people - do better!! Very traumatic - and my husband had to wait for us when he landed ….so bad. Poor pup was confused and tired.

Super friendly with lots of drink options an entertainment. Friendly crew.

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

Impressed with the service despite turbulence because of the weather. Both flights arrived before their scheduled times.

Plenty of room for me and the cat in Premium Economy. Seat was comfortable. Boarding was a breeze. The lady at the special check-in desk was great, super helpful and professional.

It’s been awhile since I have traveled on United. I, along with my family who were on the flight noted how smoothly everything went . Boarding, flight crew and service was excellent.

I was forced to check my carry-on backpack despite there being space - but it came out on the baggage carousel so fast it didn't even delay my pickup. Otherwise a good flight. Boarding began early (which was disadvantageous for me) but fine.

The check-in and passport submission was complicated and repetitive, due to the poor communication between Air Canada and United. There should have been a single set of instructions and a single questionnaire that provided the data for both airlines.

Despite travelling ultra basic for the first time due to such increased rates we both managed with one bag each. Even boarding last wasn’t SO bad.

I loved the fact it was on time and it was a smooth flight to my destination.

Service was okay except attendant over served alcohol to passenger and passenger got tipsy and made me uncomfortable

Could not make the flight. No one would help us at all

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.

Worst check in and bag drop off experience. Staff were incredibly rude given that it’s the WestJet system that is faulty.

The seats are totally uncomfortable making the flight less than pleasant. The cookies & pretzels were terrible!!!

WiFi was not working. Zero entertainment. Did not receive a discount etc to make up for this.

Flight operated by PAL. We boarded, and one engine started. The crew found some problem that could not be fixed. The flight was canceled. This run from yhz-bos is very unreliable.

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

My return flight experience was one of the worst times I have had traveling anywhere this year. Not because of the flight. It was because there was not enough time allocated to deplane, go through U.S. Customs and U.S. Security to get to the gate for the connecting flight to Boston which I missed, There was well less than an hour between my landing in Montreal from Prince Edward Island to my connecting gate. I even called Air Canada on the morning of my return and noted my concern over the short layover time, not more that 45 minutes. The initial flight was four minutes late. I was seated in the rear of the first aircraft, and it took at least 20 minutes to deplane. The U.S. Customs was a considerable distance from the gate at which we landed. The need for double security seemed unnecessary and redundant. The distance from the security to my gate was again fairly great, and the wrong gate number was listed on my boarding pass. The agent I approached at the flight that was going to Newark, New Jersey was too busy to answer my question as to what gate was for Boston. When I got to the right gate, they had just closed the door to the aircraft even though I arrived a minute late. If I knew the distance to Customs and from Security to the gate, I would have asked for a seat on the next available flight which was 4:30 pm. When I made my call at 6:00AM that morning. When I asked the agent at the Boston gate, he said that the 4:30 flight was already “OVERBOOKED!” I was put on an 8:30 PM flight and didn’t get home until MIDNIGHT. I then had to care for a barnful of hungry animals and didn’t get to bed until 2:00 AM.

I paid for a comfort class seat and was seated in economy.

Very smooth flight and the crew members were very welcoming.

Crew was friendly and helpful; cabin seemed roomy even in economy class.

The flight was delayed but at least they let us know early about it (the night before)! Everything after that was smooth!

Air Canada was on schedule, fast, and took care of me the whole flight. With affordable price, I 100% recommend you fly Air Canada if you are able to.

Excellent overall experience. Seats were comfortable and ample leg room.

Con: Travelers shouldn't have to pay a fee for first checked bag, in any fare class. Pro: Plane was new and comfortable, even for the seats that didn't cost extra.

The flight was delayed 14 hours and communication was very poor. No one seemed to know what was happening and the gate agent was trying to help people for several flights. She was by herself trying to help 100s of people.

For whatever reason, I could not check in online. Kept getting the "It's not you it's us" message. Even when we tried the kiosk at the airport - same results. The check-in person had a very difficult time getting our boarding passes together despite the fact that we could show confirmation on the jetblue website. After a very long time we finally got boarding passes. The only other issue is, my vegetarian meal featured chicken.

JetBlue worker, Blythe, was so amazing at the DCA counter. If it wasn’t for her, I’m not sure we would’ve made it through. Please thank her!

The flight out was delayed from 3:40pm to 5pm and again to 8pm. We boarded after 5pm, had to disembark because they could not get the Engine started, then we switched gates and got a new plane and did not board until after 8pm.

My bag was not loaded on my flight. it was not communicated to me until i was waiting for my bag at my destination. there was no confirmation of when my bag was arriving and no way to track it.

This was the first flight I've taken since pre-pandemic. I was pleased with how orderly the boarding and disembarking went. The seats were comfortable. I loved that there was no "first class'. The attendants and passengers I met were all very friendly and welcoming.

Boarding was extremely slow and disorganized. Onboard crew was unfriendly.

There was a screen but no earphones that could use the older input so I could listen to anything.

Jet blue just had great service overall! Only a little turbulence heading out of Austin, otherwise the jet stream helped the speed of the trip!

Boarding was quick and efficient. The flight crew were friendly. There were limited food options available on the flight. The pocket guide said there would be salad and sandwich sections available on flights over 3.5 hours. The only food available were snack boxes. And those were limited as well. My flight was over 5 hours. The entertainment system worked well. I had both extra legroom seats and regular coach seats. The seats were not very comfortable. The entertainment controls in the armrest made it difficult to rest my arm without changing the channel on my neighbors TV. Overall, my experience was mediocre.

Everything you need to know for your flight to Chatham