Chexy « First Class » Contest: Three Business-Class Trips Worth $30,000 to Win
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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 three draws and their dates
The contest is split into three consecutive entry periods, each leading to a separate draw the day after it closes.
| Draw | Entry period | Draw date | Destination |
|---|---|---|---|
| 1 | July 24 to August 31, 2026 | September 1, 2026 | French Riviera (France) |
| 2 | September 1 to 30, 2026 | October 1, 2026 | Singapore |
| 3 | October 1 to 31, 2026 | November 1, 2026 | Bahamas or Hawaii |
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.
999 secondary prizes per draw
In addition to the grand prize, each draw hands out 999 secondary prizes in Chexy Cash:
- 2 prizes of $2,000
- 5 prizes of $1,000
- 25 prizes of $250
- 50 prizes of $100
- 200 prizes of $25
- 217 prizes of $10
- 500 prizes of $5
Who is eligible
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.
How to generate entries
The official rules provide several cumulative ways to earn entries, with a cap of 100,000 entries per person, per draw period.
| Method | Entries earned | Frequency |
|---|---|---|
| Contest registration (« I’m in ») | 100 | Once for the whole contest |
| Mystery scratch on first payment | 1,000 to 10,000 | Once per period |
| Each dollar paid in the Chexy app | 1 per dollar | Ongoing |
| Friend referral (first bill payment) | 10,000 | Unlimited |
| Instagram post | 1,000 | Once per period |
| Free email submission | 100 the first time, then 1 per additional submission | Up to the 100,000 cap |
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.
How winners are selected
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.
Reminder: the Chexy return is about to change
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 card earning 3% on recurring payments, such as 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.
Chexy is running a second contest alongside this one, for homeowners: one month of mortgage payments covered, until September 21, 2026. The terms and the ways to enter are in our article on the Chexy mortgage contest.
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.
Frequently asked questions about the Chexy « First Class » contest
Do I have to pay a bill through Chexy to enter?
No. The official rules include a free entry method by email, with no purchase required. Making a purchase through Chexy increases your odds, but it is never mandatory.
Who is eligible for the Chexy First Class contest?
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 excluded.
When is the first draw?
September 1, 2026, for the first of the three entry periods. The other two draws take place on October 1 and November 1, 2026.
Do I need a Chexy account to enter?
No, not to enter. A free Chexy account only becomes necessary to claim a prize once you’ve won.
How many entries can I accumulate at most?
100,000 entries per person, per draw period, across all methods combined.
What exactly does the grand prize include?
Round-trip business-class flights for two people, five nights of luxury accommodation, a curated experience program, and $1,000 CAD in spending money, for an approximate retail value of $30,000 CAD.
