C$ 159 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 20/1. 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$ 275
Overall average: C$ 499
Multiple Airlines
Thu 22/1Sun 25/1
YYC - BOS • 1 stop
Cheapest direct flights
C$ 289
Typical prices: C$ 354-C$ 395
Porter Airlines
Tue 20/1Sat 24/1
YTZ - BOS • Direct
Top routes
YYC-BOS
Cheapest
YYZ-BOS
Most popular
Insights
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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, 22 Jan - Sun, 25 Jan
Multiple Airlines Logo
8:55 a.m. - 1:13 a.m.
YYC
-
BOS
14h 18m1 stop
Multiple Airlines Logo
6:00 a.m. - 4:15 p.m.
BOS
-
YYC
36h 15m2 stops
C$ 275Multiple Airlines
Fri, 23 Jan - Tue, 27 Jan
Multiple Airlines Logo
9:45 p.m. - 1:13 a.m.
YYC
-
BOS
25h 28m2 stops
Multiple Airlines Logo
6:00 a.m. - 7:09 p.m.
BOS
-
YYC
15h 09m1 stop
C$ 276Multiple Airlines
Mon, 2 Feb - Tue, 10 Feb
Air Canada Logo
11:40 p.m. - 10:02 a.m.
YYC
-
BOS
8h 22m1 stop
Air Canada Logo
10:15 a.m. - 8:19 p.m.
BOS
-
YYC
12h 04m2 stops
C$ 287Air Canada
Tue, 13 Jan - Tue, 17 Feb
Porter Airlines Logo
2:05 p.m. - 6:10 p.m.
YTZ
-
BOS
4h 05m1 stop
Porter Airlines Logo
3:30 p.m. - 8:03 p.m.
BOS
-
YTZ
4h 33m1 stop
C$ 289Porter Airlines
Thu, 15 Jan - Sun, 29 Mar
Porter Airlines Logo
1:10 p.m. - 2:45 p.m.
YTZ
-
BOS
1h 35mdirect
Porter Airlines Logo
11:50 a.m. - 1:49 p.m.
BOS
-
YTZ
1h 59mdirect
C$ 290Porter Airlines
Fri, 13 Feb - Mon, 16 Feb
Air Canada Logo
10:00 a.m. - 2:52 p.m.
YYZ
-
BOS
4h 52m1 stop
Air Canada Logo
5:30 a.m. - 11:40 a.m.
BOS
-
YYZ
6h 10m1 stop
C$ 293Air Canada
Fri, 15 May - Sun, 17 May
WestJet Logo
5:40 a.m. - 5:40 p.m.
YXX
-
BOS
9h 00m1 stop
WestJet Logo
6:25 p.m. - 12:01 a.m.
BOS
-
YXX
8h 36m1 stop
C$ 317WestJet
Sat, 25 Apr - Tue, 5 May
WestJet Logo
3:10 p.m. - 5:40 p.m.
YXX
-
BOS
23h 30m1 stop
WestJet Logo
6:25 p.m. - 12:01 a.m.
BOS
-
YXX
8h 36m1 stop
C$ 350WestJet
Thu, 12 Feb - Wed, 18 Feb
United Airlines Logo
12:35 p.m. - 9:15 a.m.
YVR
-
BOS
17h 40m2 stops
United Airlines Logo
10:30 a.m. - 9:18 p.m.
BOS
-
YVR
13h 48m2 stops
C$ 404United Airlines
Fri, 30 Jan - Sun, 1 Feb
United Airlines Logo
11:15 a.m. - 2:52 p.m.
YYG
-
BOS
4h 37m1 stop
United Airlines Logo
1:24 p.m. - 12:20 a.m.
BOS
-
YYG
9h 56m2 stops
C$ 628United Airlines
Useful Info

Good to know – Book Cheap Chatham Plane Tickets

Low seasonJanuary
Cheapest flightC$ 159
Best time to beat the crowds but there is an average 11% increase in price.
Most popular time to fly and prices are also 13% 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 
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 51m
    Flights from Ottawa1h 26m
    Flights from Montreal1h 26m
    Flights from Toronto1h 52m
    Flights from Calgary5h 05m
  • 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$ 275 return. The most popular connection is from Toronto to Boston and KAYAK users have found round-trip deals for as low as C$ 289 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$ 378, from Vancouver Intl C$ 927, from Calgary C$ 957
  • 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 402 reviews
8.6Crew
7.0Entertainment
7.6Food
8.0Comfort
8.2Boarding
Airline reviews

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

6.0 GoodAnonymous, Dec 2025
YUL - YTZ
Read more Porter Airlines reviews

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

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.

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

I did not like I have been charged for my carry on

Onward flight was okay. return from Lisbon was poor as we missed our flight due to a long line at the passport control. Air Transat made no effort to accommodate us even though we were at the passport control 40 minutes prior to the departure.

Very good. A lot better experience then I expected for an economy flight.

It was very good but no tv but the experience was great

Thank you for making my first experience very enjoyable. You made it all very pleasant

Great flight great seats will absolutely fly with you again

Porter airlines was good. I didn't have the best experience when booking through airfare assist however, as I got no final confirmation from them that the flight was booked until I called them. Even then, the confirmation code they gave me was incorrect and couldn't be used for check in. On a positive note airfare assist was actually picked up the phone relatively quickly when calling

The flight crew were very good, polite, and professional. Unfortunately, the rest of the experience left much to be desired. The food was extremely bland—almost tasteless. We chose the non vegetarian .The lasagna was just plain pasta with a tiny garnish and no seasoning. It felt like eating starch only, The bigger issue was with luggage and space. We boarded with three tickets, and while the seats in front of us were nearly empty, all the overhead compartments had already been filled by passengers boarding to the back. This left us and many others with no overhead storage for our carry-ons. Our bags couldn’t fit well under the seats either, which meant we lost the little legroom we had. The result was a horrible, cramped experience—sore knees, no space to stretch, and no way to rest or sleep comfortably. According to the crew this was a rather normal thing. It is obviously normal that people board with handbag and carry on but they should be only allowed to use their overhead compartment and under their seat not the way it is managed that all the spaces in the front of the plane being occupied by the people sitting way back in the plane.

Nice complete meal included and great services. Plus the plane was very clean.

This has been the worst experience I’ve ever had. Basically, I lost my round-trip tickets because one of my last names was missing, and you didn’t allow me to correct it. I had to purchase a full ticket again. Once I get home, I will start legal proceedings against you.

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

Quick and seamless boarding. No entertainment but fast Starlink wifi for this short trip and the staff was really friendly.

I dread trans-Pacific flights. They are very long. This was my first time on Universal, and it was my best crossing ever. The staff were professional, the hospitality was great, and the food was delicious. The entertainment system filled the long flight hours. I will seek out Universal flights from now onwards. 🙂

The food quality sucks. One must starve if they do not eat flesh Or wheat based products Some variety would be expected. The trivial amount of snacks and or food is inhumane

We Left Calgary 1/2 hour late and that made for a tight connection in Denver. After arriving everything was done to help us make our connection. That was a great effort. Thank You United

Efficient all round, very good crew. Short flight so the food, of course, was just snacks

Overall, it was good. I was seating next to a wonderful lady and did not notice how time flew. Thanks

My flight was delayed about 1 1/2 hours in Chicago, but other then that it was a good flight.

The experience was great, the crew was very polite and hospitable. I will definitely make if my go to airlines.

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,

A little better seat cushions would be appreciated. Crews were all good.

The process and flight were both smooth and trouble free

Flight delayed 3 hours, missed my connection in Atlanta. Instead of getting to Savannah at 6PM arrived after 10:00PM Middle seat, couldn't get isle or window, couldn't book my seats in advance, had to book at the gate. That's a 1st for me and I used to travel a lot

my carry-on bag was delayed and I did not receive it until the day of my return at the airport. This delay caused me significant inconvenience, as I did not have access to my personal belongings for the duration of my trip. I had expected to rely on my carry-on items, and being without them negatively impacted my travel experience.

They are very proactive and made our boarding easy and always notified us about any changes well in advance.

My seat was covered in vomit and I will be reaching out to Air Canada

It's kindof ridiculous that your system is even asking me about this since my flight was canceled and I wasn't rescheduled.

3 hr delay at the gate while they were doing maintenance. Next time, do not board passengers while maintenance is being performed

Digital check in is very poor with air canada compaired to other airlines

Baggage delayed we had to catch our cruise without any clothes 😒

Air Canada Rouge is great. Toronto Airport is the usual nightmare

Good but need to be better with the flight times.

The staff could not have been any friendlier. Lots of usb ports on our aircraft.

The staff was great and made the long trip easy peasy!

Everything you need to know for your flight to Chatham

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