Win Weekly : A $500 Porter Airline Voucher + $100 Boston Pizza Prize (4 Winners)

Exciting news for Canadians! Boston Pizza has teamed up with Jackson-Triggs Winery to bring you a fantastic weekly giveaway. If you’ve been dreaming of a getaway paired with delicious dining, this is your chance to score big — four lucky winners will walk away with amazing prizes during the contest period!

Each week, from Monday to Friday, one (1) winner will be randomly selected to receive a weekly prize. There will be a total of four (4) prizes awarded before the contest closes.

Each prize package includes:

  • $500 Porter Airlines voucher to get your next adventure started
  • $100 Boston Pizza gift card (or gift voucher for Alberta residents) to enjoy a delicious meal

With an approximate total value of $600 CAD per prize, this is an opportunity you don’t want to miss. Imagine flying off to your next destination and treating yourself to a great Boston Pizza meal along the way!

Win Weekly : A $500 Porter Airline Voucher + $100 Boston Pizza Prize (4 Winners)

Participation is simple:

  1. Click the “Go to Offer” button below to access the contest page.
  2. Follow the instructions to submit your entry and complete a skill-testing question.
  3. Make sure you meet the eligibility requirements: contest is open to legal residents of Canada, excluding Quebec, who are 19 years of age or older.

The winner for each week will be chosen by random draw the following Wednesday and contacted by the organizers.

The contest will close on January 30, 2026, at 11:59 PM (ET).

Don’t wait — enter now for your chance to win one of these weekly prize packages and enjoy a mix of travel and dining, courtesy of Boston Pizza & Jackson-Triggs Winery!

Good luck to all participants — your next adventure could be just a click away!

Contest Details

  • Entry Frequency: single
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