Advertiser disclosure
Advertisers are not responsible for the content of this site, including any editorial or review that may be published on it. For complete and up-to-date information about any product featured, please visit their website. We maintain business relationships with certain partners mentioned in our communication tools. While we may receive compensation if you sign up for a product or service through our affiliate links, our reviews and content are based on an objective assessment. Value estimates are established by Milesopedia and are not provided, endorsed, or verified by the issuing financial institutions. †*Terms and conditions apply.
Chexy is giving away three business-class trips for two, each worth approximately $30,000 CAD. The “First Class” contest runs across three separate periods between July 24 and October 31, 2026, with a draw at the end of each. No purchase is necessary to enter.
Here are the verified details from the official rules, the three draw dates, and how to multiply your chances without necessarily paying a bill by credit card.
The contest is split into three consecutive entry periods, each leading to a separate draw the day after it closes.
Each grand prize includes round-trip business-class flights for two, five nights of luxury accommodation, a curated experience program, and $1,000 CAD in spending money. The approximate retail value is $30,000 CAD per draw.
In addition to the grand prize, each draw hands out 999 secondary prizes in Chexy Cash:
The contest is open to legal residents of Canada, including Quebec, who have reached the age of majority in their province or territory. Employees of Chexy, its travel partner, and their suppliers are not eligible.
No Chexy account is required to enter. A free account becomes necessary only to claim a prize. For Quebec residents, the French version of the rules prevails in case of discrepancy, and a free, no-purchase entry method is indeed available.
The official rules provide several cumulative ways to earn entries, with a cap of 100,000 entries per person, per draw period.
You only register once for the entire contest. A single registration enters you in all three draws: there is no need to sign up again at the start of each period. Only the entries you generate afterwards are counted period by period.
A referral can be anyone you share your referral link or code with, including a friend or a family member. That person must join using your link or code and activate their first bill payment.
For bill payments, Chexy lets you pay rent, taxes and other eligible bills by credit card, and mortgage payments through your chequing account. Every dollar paid this way counts toward both your contest entries and the rewards earned on your card.
Winners are chosen by random draw among eligible entries. Before being confirmed, each winner must correctly answer, unaided and on the first attempt, a time-limited mathematical skill-testing question. Grand-prize winners have 10 days to claim their prize, versus 5 days for secondary prizes.
Grand-prize winners and their companion must hold a passport valid for at least 6 months, obtain any required visas or travel authorizations at their own expense, carry emergency medical insurance for the destination, and travel within the specified window or forfeit the prize. The itinerary is fixed: no changes, upgrades, or re-routings are possible.
Since paying bills by credit card remains the easiest way to keep earning entries on an ongoing basis, a reminder is in order. Scotiabank is removing the accelerated 4% rate on rent and taxes from its Momentum cards as of October 22, 2026, right in the middle of the third draw. Until then, the actual net return with a 4% card remains 2.32%, once you account for the Chexy fee added on top of the amount charged to the card.
After October 22, the best net return available on the market drops to 1.3025%, with a 3% card such as the Rogers Red World Elite Mastercard (for Rogers or Fido subscribers) or the TD Cash Back Visa Infinite Card. If you’re counting on your recurring payments to multiply your contest entries on top of earning rewards, it’s worth confirming now which card will take over.
Our guide to Chexy for businesses and our article on the Chexy and Aeroplan mortgage payment rewards program cover other ways to get value from the platform.
Other contests are currently running in Canada: check our page of current contests to win with banks and programs so you don’t miss out.
Savings are this way:
You can change your preferences or unsubscribe at any time by clicking one of the links available at the bottom of each newsletter.
If you are already subscribed and would like to unsubscribe, you can click the link at the bottom of one of our emails.
