Which contests are currently running?

Four contests are open. Chexy “First Class” offers three business-class trips worth about $30,000, with a second draw on October 1, 2026. Air Canada Vacations and Royalton are giving away a 7-night all-inclusive stay in the Riviera Maya plus 100,000 Aeroplan points, about $13,808, until September 7, 2026. Tangerine “Coup de pouce” puts up 3 prizes of $100,000 plus a trip, until September 15, 2026. Tuango and Wingbuddy offer a trip worth up to $25,000 for six people, until September 30, 2026, reserved for residents of Quebec and Ontario.

How do you enter the Air Canada Vacations contest?

You answer three questions on the Air Canada Vacations contest page, then leave your contact details. No purchase is required, and a mail-in entry is also provided for in the rules. Only one entry per person is allowed, across all methods, and the deadline is September 7, 2026 at 11:59 p.m. EDT.

How do you enter these contests?

Each contest has its own conditions. Some require registration; others count a purchase or an action as an entry. Refer to the article dedicated to each contest to find the exact steps and the deadline.

Can you increase your chances of winning?

Often, yes. Many contests award one entry per eligible action: each transaction, each day, or each share can add an entry. Read the rules to identify the actions that multiply your chances.