Points Travel Festival Toronto is April 18, 2026!

Chicago -> Toronto

Anshul Singh of Points Miles and Bling has led the way, in our 16th year, to launch the companion Canada event of Points Travel Festival (formerly named Chicago Seminars). Chicago 2026 is already sold out and waitlisted.

We are bringing the big tent, collaborative vibe of Chicago to Toronto. Starting small in 2026, we have an attendee cap of 180 in a one-day Saturday event. There is an add-on Friday evening party for early arrivals.

The two-track program of Canada points travel and global points travel has actionable content for Canada-based travelers, US-based travelers, and global travelers.

Leading points experts from Canada include speakers from Rewards Canada, Prince of Travel, Flytrippers, and Frugal Flyer, plus individual experts.

Joining from the US include Nick Reyes from Frequent Miler and Ben Komenkul from Ben’s Big Deal.

Register here. All prices in Canadian Dollars. If registering from outside Canada, it is recommended to use a credit card that does not charge foreign transaction fees.

Inaugural Points Travel Festival Toronto

Festival Schedule:

Friday, April 17 (add-on ticket required):

Location: Sheraton Gateway Hotel in Toronto International Airport, Terminal 3 Toronto Amf, Toronto, ON L5P 1C4

• 6-9 pm evening party, including two drinks and hot appetizers

Saturday, April 18:

Location: Hilton Garden Inn Toronto Airport, 3311 Caroga Dr, Mississauga, ON L4V 1A3

• 8-9 am registration and networking
• 9-5 pm conference sessions, including lunch and two networking snack breaks
• 5-6 pm pre-party networking
• 6-9 pm evening party, including one drink ticket and hot appetizers

Festival Topics Overview:

Topics subject to adjustment; detailed session schedule forthcoming.

• Maximizing Aeroplan Stopover Awards
• RTW with BA Avios Multi-Carrier Awards
• Buying Groups
• ITIN for US Credit Cards in 2026 – Challenges and Workarounds
• Booking First Class Awards for Family Travel (2+ seats)
• Booking All-Inclusive Resorts on Points
• The Ultimate Flexible Points Travel Program
• Airline Status Match and Why It Matters
• Earning Airline Elite Status in Canada
• VIPorter Airline Partners, and Redemption options
• and more!

Festival Speakers and Guests:

Festival Co-Organizers:

• Anshul Singh (Points Miles and Bling)
• Stefan Krasowski (Rapid Travel Chai)

Festival Speakers:

• Nick Reyes (Frequent Miler)
• Patrick Sojka (Rewards Canada)
• Reed Sutton and Josh Bandura (co-founders Frugal Flyer)
• Peter Suen, Amy Tung and Rachel Yuan (Prince of Travel)
• Andrew D’Amours (Flytrippers)
• Ben Komenkul (Ben’s Big Deal)
• Tara McAndrew (Travel with TMc)
• Moli (Maple Miles)
• Sarah Ramkissoon
• Graeme Bligh (The Canadian Jetsetter)
• Shabbir Hakim (cardZtravel)
• Jayce Loh (PointsNerd)
• Sash Bhavsar (Points Partners)
• Barry Choi (Money We Have)
• Advait Vaidya (Miles Beyond Borders)
• Fatima (Fatima Flying Free)
• …more coming soon!

Sponsors:

• Sponsors to be announced

Venue:

Hilton Garden Inn Toronto Airport, 3311 Caroga Dr, Mississauga, ON L4V 1A3.

Room block at Hilton Garden Inn Toronto Airport is CAD 175/night + tax. Booking details will be sent to registered attendees.

Airport Transport:

Free Toronto Pearson International Airport shuttle runs 24/7.

Parking:

Festival attendees will receive a discounted rate of CAD15/day (applicable to day attendees or overnight hotel guests). Regular rate is CAD 35/day.

Festival Ticketing:

Register here. All prices in Canadian Dollars. If registering from outside Canada, it is recommended to use a credit card that does not charge foreign transaction fees.

Ticketing calendar:

Event capacity: 180 attendees

• Super Early Bird (through January 31, 2026) – Festival Saturday registration fee of CAD 279, discount auto-applied at checkout (Friday add-on party add at checkout, additional CAD 99)
• Early Bird (February 1-28, 2026) – Festival Saturday registration fee of CAD 289, discount auto-applied at checkout (Friday add-on party add at checkout, additional CAD 99)
• Regular (March 1 – April 17, 2026) – Festival Saturday registration fee of CAD 299 (Friday add-on party add at checkout, additional CAD 99)

THE NON-REFUNDABLE registration fee includes:

1. Admittance to the Festival conference Saturday 8 am – 5 pm.
2. Saturday lunch.
3. Saturday morning and afternoon snack breaks.
4. Saturday evening party, 6 – 9 pm, including one drink ticket and hot appetizers.

THE NON-REFUNDABLE Friday add-on registration fee includes:

1. Sheraton Gateway Hotel in Toronto International Airport Friday evening party, 5-9 pm, including two drink tickets and hot appetizers.
2. Requires Saturday Festival ticket.