October 15, 2026
Newsletter✈️🇨🇦 Flights from $343 + Up to 90% Aeroplan Bonus!
Hey Travellers!
A quick but exciting one to kick off today’s newsletter: if your Aeroplan balance has been sitting just short of your next trip, now could be a good time to top it up.
Aeroplan has launched a brand new buy points promo, and you can earn up to a 90% bonus when you purchase points.
At the top tier, that brings your points down to roughly 1.97 cents each before tax, which makes it a decent deal specifically if you have a redemption in mind, whether that’s a business class seat to Europe or finally booking that dream trip to Asia.
I put together a full breakdown on the blog, including every bonus tier, the purchase limits, and exactly who should (and shouldn’t) consider buying in.
Note: this offer ends October 29th, 2026.
And now… the actual flight deals. Think round-trip fares from $343 to Southern Destinations, $559 to Europe, $678 to Asia, $691 to South America, and Aeroplan redemptions starting at 14,800 points + fees one-way.
As always, prices and availability can change quickly. If something lines up with your 2026-27 travel plans, it is worth taking a closer look sooner rather than later.
Let’s dive into this week’s best fares. ✈️
✈️ Flight Deals by City
📍 HALIFAX
Halifax 🍁 to Cancún, Mexico
- Airline: Porter Airlines
- Price: From $503 CAD round trip
- Connection: Direct
- Class: Economy
- Dates: Select Dates in January - February 2027
- Booking Link: Click here for this deal →
- This price is available if you book through a third party. I prefer booking directly with the airline whenever possible. Please do your own research to determine if booking through a third party makes sense for you. Sometimes you need to refresh the Google Flights results page a couple of times before all third-party results appear.
- If you book this itinerary directly with Porter, the price is from $522 CAD round trip.
- Note: As this is a third-party itinerary, the price can fluctuate hour-by-hour. The price may have decreased or increased by the time you’ve seen this.
Halifax 🍁 to Barcelona, Spain
- Airline: Air Canada
- Price: From $733 CAD round trip
- Connection: One Layover
- Class: Economy
- Dates: Select Dates in January - April 2027
- Booking Link: Click here for this deal →
📍 MONTRÉAL
Montréal 🍁 to Faro, Portugal
- Airline: TAP Air Portugal
- Price: From $625 CAD round trip
- Connection: One Layover
- Class: Economy
- Dates: Select Dates in November 2026 - March 2027
- Booking Link: Click here for this deal →
Montréal 🍁 to Tokyo, Japan
Flying with ANA for the Vancouver to Tokyo leg is an amazing experience, even in economy. For example, you get 34″ of legroom, instead of the typical 31″ found on most other carriers.
- Airline: Air Canada and ANA
- Price: From $1,099 CAD round trip
- Connection: One Layover
- The inbound direction includes a 24h layover in Vancouver.
- Class: Economy
- Dates: Select Dates in December 2026
- Booking Link: Click here for this deal →
- This price is available if you book through a third party. I prefer booking directly with the airline whenever possible. Please do your own research to determine if booking through a third party makes sense for you. Sometimes you need to refresh the Google Flights results page a couple of times before all third-party results appear.
- If you book this itinerary directly with ANA, the price is from $1,162 CAD round trip.
- Note: As this is a third-party itinerary, the price can fluctuate hour-by-hour. The price may have decreased or increased by the time you’ve seen this.
📍 OTTAWA
Ottawa 🍁 to Liberia, Costa Rica
- Airline: Porter Airlines
- Price: From $442 CAD round trip
- Connection: Direct
- Class: Economy
- Dates: Select Dates in November - December 2026
- Booking Link: Click here for this deal →
- This price is available if you book through a third party. I prefer booking directly with the airline whenever possible. Please do your own research to determine if booking through a third party makes sense for you. Sometimes you need to refresh the Google Flights results page a couple of times before all third-party results appear.
- If you book this itinerary directly with Porter, the price is from $481 CAD round trip.
- Note: As this is a third-party itinerary, the price can fluctuate hour-by-hour. The price may have decreased or increased by the time you’ve seen this.
Ottawa 🍁 to Bilbao, Spain
- Airline: Air France
- Price: From $746 CAD round trip
- Connection: One Layover
- Class: Economy
- Dates: Select Dates in November 2026 - May 2027
- Booking Link: Click here for this deal →
📍 TORONTO
🔒 Toronto 🍁 to Europe
From $559 CAD RT · One Layover · Fall/Winter/Spring 2026-27. Exclusive to Jetsetter Economy members.
Unlock with Jetsetter Economy →Toronto 🍁 to Providenciales, Turks and Caicos
- Airline: Porter Airlines
- Price: From $343 CAD round trip
- Connection: Direct
- Class: Economy
- Dates: Select Dates in November - December 2026; February - March 2027
- Booking Link: Click here for this deal →
- This price is available if you book through a third party. I prefer booking directly with the airline whenever possible. Please do your own research to determine if booking through a third party makes sense for you. Sometimes you need to refresh the Google Flights results page a couple of times before all third-party results appear.
- If you book this itinerary directly with Porter, the price is from $370 CAD round trip.
- Note: As this is a third-party itinerary, the price can fluctuate hour-by-hour. The price may have decreased or increased by the time you’ve seen this.
Toronto 🍁 to Rome, Italy
- Airline: Icelandair
- Price: From $659 CAD round trip
- Connection: One Layover
- Class: Economy
- Dates: Select Dates in November 2026; January - March 2027
- Booking Link: Click here for this deal →
- This price is available if you book through a third party. I prefer booking directly with the airline whenever possible. Please do your own research to determine if booking through a third party makes sense for you. Sometimes you need to refresh the Google Flights results page a couple of times before all third-party results appear.
- If you book this itinerary directly with Icelandair, the price is from $708 CAD round trip.
- Note: As this is a third-party itinerary, the price can fluctuate hour-by-hour. The price may have decreased or increased by the time you’ve seen this.
Toronto 🍁 to Santiago, Chile
- Airline: American Airlines
- Price: From $691 CAD round trip
- Connection: One Layover
- Class: Economy
- Dates: Select Dates in October - December 2026
- Booking Link: Click here for this deal →
Toronto 🍁 to Tokyo, Japan (Narita) Aeroplan
As always, you need to compare Aeroplan redemptions to their cash equivalents. For this example itinerary, the cash equivalent was an expensive $2,563 CAD round-trip, which gives us 2.32 cents per point if we book with Aeroplan points. This is a high-value long-haul Economy redemption.
- Airline: Air Canada
- Price: From 52,100 Aeroplan Points + fees one-way
- Connection: Direct
- Class: Economy
- Dates: Select Dates in October 2026 - February 2027; April - May 2027; July - September 2027
- Booking Link: Book Outbound → / Book Inbound →
📍 WINNIPEG
Winnipeg 🍁 to Montego Bay, Jamaica
Just a couple of dates available!
- Airline: Air Canada
- Price: From $573 CAD round trip
- Connection: Direct
- Class: Economy
- Dates: Select Dates in December 2026 - January 2027
- Booking Link: Click here for this deal →
Winnipeg 🍁 to Lisbon, Portugal
- Airline: Air Canada
- Price: From $747 CAD round trip
- Connection: One Layover
- Class: Economy
- Dates: Select Dates in November 2026 - January 2027
- Booking Link: Click here for this deal →
📍 EDMONTON
Edmonton 🍁 to San José del Cabo, Mexico
- Airline: Porter Airlines
- Price: From $402 CAD round trip
- Connection: Direct
- Class: Economy
- Dates: Select Dates in November - December 2026
- Booking Link: Click here for this deal →
- This price is available if you book through a third party. I prefer booking directly with the airline whenever possible. Please do your own research to determine if booking through a third party makes sense for you. Sometimes you need to refresh the Google Flights results page a couple of times before all third-party results appear.
- If you book this itinerary directly with Porter, the price is from $427 CAD round trip.
- Note: As this is a third-party itinerary, the price can fluctuate hour-by-hour. The price may have decreased or increased by the time you’ve seen this.
Edmonton 🍁 to Paris, France
- Airline: WestJet
- Price: From $663 CAD round trip
- Connection: One Layover
- Class: Economy
- Dates: Select Dates in November 2026 - March 2027
- Booking Link: Click here for this deal →
- This price is available if you book through a third party. I prefer booking directly with the airline whenever possible. Please do your own research to determine if booking through a third party makes sense for you. Sometimes you need to refresh the Google Flights results page a couple of times before all third-party results appear.
- If you book this itinerary directly with WestJet, the price is from $705 CAD round trip.
- Note: As this is a third-party itinerary, the price can fluctuate hour-by-hour. The price may have decreased or increased by the time you’ve seen this.
📍 CALGARY
🔒 Calgary 🍁 to Asia
From $923 CAD RT · Direct · Spring 2027. Exclusive to Jetsetter Economy members.
Unlock with Jetsetter Economy →Calgary 🍁 to Cancún, Mexico
Flying to Mexico on a wide-body Boeing 787 is pretty cool, if I do say so myself!
- Airline: WestJet
- Price: From $453 CAD round trip
- Connection: Direct
- Class: Economy
- Dates: Select Dates in January - February 2027
- Booking Link: Click here for this deal →
- This price is available if you book through a third party. I prefer booking directly with the airline whenever possible. Please do your own research to determine if booking through a third party makes sense for you. Sometimes you need to refresh the Google Flights results page a couple of times before all third-party results appear.
- If you book this itinerary directly with WestJet, the price is from $498 CAD round trip.
- Note: As this is a third-party itinerary, the price can fluctuate hour-by-hour. The price may have decreased or increased by the time you’ve seen this.
Calgary 🍁 to Paris, France
- Airline: WestJet
- Price: From $583 CAD round trip
- Connection: Direct
- Class: Economy
- Dates: Select Dates in October 2026 - March 2027
- Booking Link: Click here for this deal →
- This price is available if you book through a third party. I prefer booking directly with the airline whenever possible. Please do your own research to determine if booking through a third party makes sense for you. Sometimes you need to refresh the Google Flights results page a couple of times before all third-party results appear.
- If you book this itinerary directly with WestJet, the price is from $653 CAD round trip.
- Note: As this is a third-party itinerary, the price can fluctuate hour-by-hour. The price may have decreased or increased by the time you’ve seen this.
Calgary 🍁 to London, England (Heathrow)
- Airline: WestJet
- Price: From $719 CAD round trip
- Connection: Direct
- Class: Economy
- Dates: Select Dates in November 2026 - March 2027
- Booking Link: Click here for this deal →
- This price is available if you book through a third party. I prefer booking directly with the airline whenever possible. Please do your own research to determine if booking through a third party makes sense for you. Sometimes you need to refresh the Google Flights results page a couple of times before all third-party results appear.
- If you book this itinerary directly with WestJet, the price is from $744 CAD round trip.
- Note: As this is a third-party itinerary, the price can fluctuate hour-by-hour. The price may have decreased or increased by the time you’ve seen this.
Calgary 🍁 to Montréal, Québec Aeroplan
- Airline: Air Canada
- Price: From 15,100 Aeroplan Points + fees one-way
- Connection: Direct
- Class: Economy
- Dates: Select Dates in October 2026 - April 2027; June 2027
- Booking Link: Book Outbound → / Book Inbound →
📍 VANCOUVER
🔒 Vancouver 🍁 to Asia
From $832 CAD RT · One Layover · Winter 2027. Exclusive to Jetsetter Economy members.
Unlock with Jetsetter Economy →Vancouver 🍁 to Puerto Vallarta, Mexico
- Airline: Flair Airlines
- Price: From $352 CAD round trip
- Connection: Direct
- Class: Economy
- Dates: Select Dates in October 2026 - February 2027
- Booking Link: Click here for this deal →
Vancouver 🍁 to Hanoi, Vietnam (Extra!)
Keeping this in as an extra deal. It’s very hard to remove it from the newsletter, as there are many dates still available and it’s an amazing round-trip price from Vancouver to Vietnam. Who knows how long it’ll remain though!
- Airline: China Southern
- Price: From $678 CAD round trip
- Connection: One Layover
- Class: Economy
- Dates: Select Dates in January - March 2027
- Booking Link: Click here for this deal →
- This price is available if you book through a third party. I prefer booking directly with the airline whenever possible. Please do your own research to determine if booking through a third party makes sense for you. Sometimes you need to refresh the Google Flights results page a couple of times before all third-party results appear.
- If you book this itinerary directly with China Southern, the price is from $713 CAD round trip.
- Note: As this is a third-party itinerary, the price can fluctuate hour-by-hour. The price may have decreased or increased by the time you’ve seen this.
Vancouver 🍁 to Lima, Peru
- Airline: Delta Airlines
- Price: From $775 CAD round trip
- Connection: One Layover
- Class: Economy
- Dates: Select Dates in December 2026 - April 2027
- Booking Link: Click here for this deal →
Vancouver 🍁 to Brisbane, Australia
- Airline: Delta Airlines
- Price: From $1,281 CAD round trip
- Connection: One Layover
- Class: Economy
- Dates: Select Dates in October - November 2026; January - March 2027
- Booking Link: Click here for this deal →
Vancouver 🍁 to Mexico City, Mexico Aeroplan
- Airline: Air Canada
- Price: From 14,800 Aeroplan Points + fees one-way
- Connection: Direct
- Class: Economy
- Dates: Select Dates in October 2026 - September 2027
- Booking Link: Book Outbound → / Book Inbound →
