The Chexy First Class Contest: How It Works and How to Enter

Quick Summary
First Class is a Chexy contest running from July 24 to October 31, 2026, with three draws and three winners. Each winner takes business class for two, five nights at a luxury property, and a curated experience, arranged through Prince Collection, a Prince of Travel company. Around each trip, close to a thousand more people collect cash and bills-free months. You register once with a single tap, and your entries build from the everyday things you already do in the app: setting up bills, paying them, referring friends, and sharing on Instagram. No purchase is necessary to enter, and there's always a free way in. Winners are revealed September 1, October 1, and November 1, 2026.
Overview
The bills you pay are some of the largest expenses you cover, and most of the time you get nothing back for them. First Class is Chexy's way of changing that for the summer. The bills you already pay through the app, from rent to tuition to property tax, put you in the running for three luxury trips.
This guide explains everything you need to know about the First Class contest: what you can win, the three destinations, when the draws happen, how to collect entries, and how to enter for free. Whether you already pay your bills through Chexy or you're just getting started, this is the full picture in one place.
What Is First Class?
First Class is a bounded contest, meaning it runs for a set period rather than indefinitely. It spans three draws across the Summer and Fall of 2026, and each draw has its own winner and its own trip.
You register a single time by tapping "Count me in." That one tap enters you into all three draws. From there, your entries build automatically from the things you already do in the app, so there's nothing complicated to keep track of.
First Class is the name of the campaign. The flights themselves are business class for two.
The Three Trips
Each draw sends one winner on a five-night escape for two. The destinations, by draw, are:
- Draw 1 (revealed September 1): The French Riviera. Five nights on the Côte d'Azur, around Cannes and the coast.
- Draw 2 (revealed October 1): Singapore. Five nights in the heart of the city, overlooking Marina Bay.
- Draw 3 (revealed November 1): A warm-water island escape, either the pink-sand beaches of the Bahamas or the quiet luxury of Hawaii.
Destinations and travel windows follow the Official Rules and are confirmed at the time of booking.
Draw Dates and Timing
The contest runs from July 24 to October 31, 2026, and is split into three draw periods. Entries reset at the start of each draw, so everyone starts fresh every time. Because a single tap enters you into all three draws, you stay entered throughout the contest.
- Draw 1: entries from July 24 to August 31. Winner revealed September 1.
- Draw 2: entries from September 1 to September 30. Winner revealed October 1.
- Draw 3: entries from October 1 to October 31. Winner revealed November 1.
Winners are revealed at the close of each draw. Around each grand-prize trip, close to a thousand more people collect cash and bills-free months.
How to Collect Entries
Once you've registered, your entries build from five simple actions. Here's how each one works.
Step 1: Tap "Count me in"
This registers you for all three draws and starts you with 100 entries per draw. It's a one-time action that keeps you entered for the whole contest.
Step 2: Set Up a New Bill
Setting up a new bill on Chexy is worth 1,000 to 10,000 entries per draw. This is a quick way to add a meaningful number of entries early.
Step 3: Keep Paying Your Bills Through Chexy
You collect one entry for every dollar you pay through the app. The bills you already cover keep adding to your total.
Step 4: Refer a Friend
When a friend you refer pays their first bill, you collect 10,000 entries. There's no limit on how many friends you can refer, which makes this the fastest way to move up.
Step 5: Share on Instagram
Post a photo, tag @chexy.money, and include your referral link to collect 1,000 entries per draw.
A note on your entry limit
Entries are capped at 100,000 per draw. That cap applies across all of the actions above combined.
Referrals: The Fastest Way to Move Up
Of all the ways to collect entries, referrals are the only unlimited one, and they add up faster than anything else. One friend who pays their first bill is worth about four times a full stretch of your own bill payments.
The way it works is simple: send your referral code to a friend, they join Chexy and pay their first bill, and 10,000 entries land in your account. You can do this as many times as you like. Every friend who pays a bill moves you further up.
Collecting Entries on Instagram
Living the First Class way means your bills pay for your trips. If you've travelled somewhere on rewards you collected through Chexy, you can share it for entries. Here's how:
- Post a photo or video on Instagram
- Tag @chexy.money
- Include your Chexy referral link
Once we verify your post, 1,000 entries land in your account toward the current draw. One post per draw counts toward entries, though you're always welcome to post more.
Entering for Free (No Purchase Necessary) You do not have to pay anything to enter First Class. There is always a free way in.
To enter for free, reach out to our Support team through in-app chat and follow the free-entry steps set out in the Official Rules. Paying your bills through Chexy is simply the everyday way to collect more entries, not a requirement to take part.
Tips Before You Enter
A few small things can help you get the most out of the contest.
1. Register Early
Tapping "Count me in" enters you into all three draws at once and gives you your starting 100 entries per draw. The sooner you register, the sooner your entries begin building.
2. Set Up Your Bills
Setting up a new bill is worth 1,000 to 10,000 entries per draw, so it's one of the quickest ways to add entries early in a draw.
3. Share Your Referral Code
Referrals are the only unlimited way to collect entries. Sending your code to friends who are likely to pay a bill is the single most effective thing you can do.
4. Remember That Entries Reset Each Draw
Entries reset at the start of every draw, so everyone starts fresh. Staying active across all three draws keeps your odds up throughout the contest.
Common Questions About First Class
First Class is designed to be simple, but it's common to have a few questions before you start.
Do My Entries Carry Over Between Draws?
No. Entries reset at the start of each draw so everyone starts fresh. Because one tap enters you into all three draws, you stay entered the whole way through.
Is It Really a First Class Trip?
First Class is the name of the campaign. The flights themselves are business class for two.
Frequently Asked Questions
Do I have to pay to enter?
No. There's always a free way in, and paying your bills through Chexy is just the everyday way to collect more entries.
When are the draws?
Winners are revealed September 1, October 1, and November 1, 2026, at the close of each draw.
What exactly is the trip?
Business class for two, five nights of luxury, and a curated experience, arranged through Prince Collection. Full prize details are in the Official Rules.
How many entries can I collect?
Entries are capped at 100,000 per draw, across all entry methods combined.
What's the fastest way to collect entries?
Referrals. When a friend you refer pays their first bill, you collect 10,000 entries, with no limit on how many friends you can refer.
How do I enter for free?
Reach out to our Support team through in-app chat and follow the free-entry steps in the Official Rules.
Conclusion
First Class turns the bills you already pay into a shot at three luxury trips across the summer and fall. Registering takes a single tap, your entries build from the everyday things you already do in the app, and there's always a free way to take part. With three draws and three winners, staying active across all three is the surest way to keep your odds up.
Full details, including destinations, travel windows, and prize specifics, are in the Official Rules.
You're already paying for it
The bills aren't going anywhere. What you get back from them can change. Tap in once and you're entered for all three draws.
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