Chexy Mortgage Contest: One Month Paid, Two Winners
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Chexy is paying one month of mortgage payments for two winners, up to $10,000 each. The « Free Mortgage Mondays » contest closes on September 21, 2026, with two draws: Monday, September 14 and Monday, September 21. You need to live in Canada, hold a residential mortgage and have a Chexy account.
Here are the exact terms of the Chexy mortgage contest and what the prize actually covers. Only one thing moves your odds, and it is not the one most people assume. The mortgage program page is the entry point.
What does Chexy pay the winner?
Each winner gets roughly one month of their regular mortgage payments settled by Chexy, paid straight to their lender. The cap is $10,000 CAD per prize. Two prizes are on offer, one per draw, and a single person can win only one of them.
The number of payments covered depends on your payment frequency, so that every winner receives approximately one month.
| Your payment frequency | Payments covered by the prize |
|---|---|
| Monthly | 1 payment |
| Semi-monthly (twice a month) | 2 payments |
| Biweekly, accelerated or not | 2 payments |
| Weekly, accelerated or not | 4 payments |
The prize applies to one mortgage only. If you have set up more than one with Chexy, you designate which one during winner verification. It covers the payment amount itself, without property taxes, insurance, condo fees, penalties or arrears.
Chexy pays the covered amounts to your lender on your usual payment dates, beginning within 30 days of verification.
Four ways to earn entries
Every entry lands in a single pool, whichever method produced it. The official rules set out four of them.
| Method | Entries | Limit |
|---|---|---|
| Mortgage payment already active on Chexy when the contest opened | 100 | Once |
| First mortgage payment set up during the contest | 100 | Once |
| Each referred friend who sets up a mortgage payment | 100 per person | No limit |
| Free entry by email, no purchase | 100 | One per entry window |
The referred friend must be eligible themselves and set up a mortgage payment during the contest period. They then receive their own 100 entries on top of yours.
Entries generated by script or bot are void. Chexy also applies velocity and device checks to referrals.
Free entry is worth as much
A properly written email is worth exactly the same number of entries as setting up a mortgage payment: 100 either way. Same pool, same odds. That is the most useful line in the rules for anyone reluctant to change how they pay their mortgage.
For the free no-purchase entry, email feedback@chexy.co during the contest period. Your message needs four things.
- Your full name
- Your email address
- Your province or territory of residence
- An original answer of at least 50 words to Chexy’s question: what you have done with the points or cash back you collected using Chexy
One free submission is accepted per person per entry window.
In practice, everyone starts at 100 entries whichever door they walk through. Only referrals multiply your odds: one referred friend doubles your weight in the pool, two triple it, and the rules set no cap.
What a Chexy mortgage payment earns
Setting up a mortgage payment with Chexy earns 1 Aeroplan point per dollar paid. The calculation is based on the amount remitted to your lender, principal and interest included, excluding the service fee. A 1.75% fee applies, charged to your chequing account. Points are rounded down to the nearest whole point.
On a $3,000 monthly mortgage, the example Chexy itself uses, that comes to 3,000 Aeroplan points for $52.50 in fees. At 2 cents per point, our usual valuation, those points are worth about $60. The month therefore nets you roughly $7.50, a return of about 0.25%.
Members chasing Elite status also collect 1 SQM for every 5 Aeroplan points earned. The cap is 25,000 SQM per calendar year in the Everyday Partners category.
The program runs from your bank account rather than a credit card, and it is limited to personal accounts.
Chexy is also running a welcome offer alongside the mortgage program: up to 7,000 bonus Aeroplan points. It ends on September 30, 2026.
- 1,000 points when you open the account, once your Aeroplan number is added and your first payment is complete
- Up to 6,000 points over twelve months, at 125 points per qualifying payment, capped at four payments a month
Opening an account during the contest therefore gives you three things at once. Your 100 entries, the points from your mortgage payments, and this welcome offer while it lasts.
Which card for your other Chexy payments
Your mortgage runs from your chequing account. Everything else Chexy accepts is paid by credit card: property taxes, insurance, utilities, tuition.
On those payments your card decides the return, and the 1.75% fee applies the same way. Three cash back cards suit recurring payments well, each for a different profile.
- Annual feeNo annual fee the first year
- $0 $139
- Our valuationMilesopedia first-year estimate First-year valueWelcome bonus$350Annual fee rebated$139Total$489Rewards on your spending are not included. The calculator that adds them from your own profile is on the card's page.
- $489
- Welcome offerAfter $3,500 in 3 months
- Up to $350 cash back
Apply Now
on TD's website
- Annual fee
- $0
- Our valuationMilesopedia first-year estimate First-year valueWelcome bonus$120Total$120Rewards on your spending are not included. The calculator that adds them from your own profile is on the card's page.
- $120
- Welcome offerAfter $1,500 in 3 months
- $120 cash back
- Ends Nov 30, 2026
Apply Now
on Tangerine's website
Click a card name for its full terms. The Rogers Red card is aimed first at Rogers or Fido subscribers, while the other two carry no such condition.
Who can enter the Chexy mortgage contest
The contest is open to legal residents of Canada, Quebec included, who have reached the age of majority in their province or territory. Two further conditions apply: holding a Chexy account in good standing, and being the borrower or a co-borrower on a residential mortgage with a Canadian financial institution.
Employees, officers, directors and contractors of Chexy, its affiliates and its agencies are not eligible. The exclusion also covers their immediate families and the people they live with.
The rules are governed by the laws of Ontario and the federal laws of Canada.
How the winner is confirmed
The potential winner is contacted by email within 2 business days of the draw, at the address tied to their Chexy account. They then have 5 business days to complete three steps.
- Correctly answer a time-limited mathematical skill-testing question, unaided
- Sign the declaration and release form, which allows publication of their first name, last initial and city
- Provide identification and a recent mortgage statement showing the borrower name, regular payment amount and frequency
The winner must keep an active, verified mortgage payment on Chexy for the prize to be fulfilled. Draws take place at approximately 10 a.m. Eastern Time at the offices of Chexy Technologies Inc. in Toronto. The full official rules are published by Chexy.
To pick the card to use on the rest of your recurring payments, see our page on the best credit cards in Canada.
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Chexy mortgage contest: frequently asked questions
Do I have to pay my mortgage through Chexy to enter?
No. The rules provide a free email entry worth 100 entries, exactly the same number as setting up a mortgage payment. Both routes land in the same pool and carry the same odds.
When do the draws take place?
On Monday, September 14 and Monday, September 21, 2026, at approximately 10 a.m. Eastern Time, at Chexy’s offices in Toronto. One winner is drawn each time, and the entry window closes at 11:59 p.m. the night before.
How much is the prize worth exactly?
Chexy pays approximately one month of your regular mortgage payments on a single mortgage, up to a maximum of $10,000 CAD. If your covered payments total less than that cap, the difference is not awarded in cash or credit.
Can Quebec residents enter?
Yes. The contest is open to legal residents of Canada, Quebec included, who have reached the age of majority in their province or territory.
How many people can I refer?
As many as you like: the rules set no limit on referral entries. Each referred friend who creates an account and sets up a mortgage payment during the contest earns you 100 entries.
Does the prize cover property taxes?
No. The prize covers the mortgage payment amount only. Property taxes, insurance, condo fees, penalties and arrears remain yours to pay, and your obligations to your lender do not change.
Can I win both prizes?
No, a maximum of one prize per entrant applies. A winner’s entries are removed from the pool for the following draw.
What does a mortgage payment with Chexy earn?
One Aeroplan point per dollar remitted to your lender, excluding the service fee, for a 1.75% fee charged to your chequing account. The net return sits around 0.25% when valuing the Aeroplan point at 2 cents.
