School Fundraising That’s More Fun — and Raises More Money



Why this matters: tip prompts and checkout surprises can reduce completion. We keep pricing clear so more parents finish the purchase.
Why Most School Fundraisers Leave Money on the Table

Tip Prompts Kill Checkouts

Cash Sales Go Untracked

Spreadsheet Chaos

Limited Raffle Options

"Free" Isn't Really Free
Why Schools Raise More with Chance2Win
Why Schools Raise More with Chance2Win
Most “free” tools are built for one-channel fundraisers. Real school events don’t work that way. Parents buy online from their phones. Others pay cash at the front office. Your booster president collects checks at the game.
Chance2Win brings it all together. Sell online, record cash and check sales, enter offline tickets manually, print tickets for traditional drawings — and see every entry unified in one place.
- Online ticket sales via link, email, or QR code
- Manual cash & check entry by your team
- Printable physical tickets for in-person events
- All entries merge into one unified drawing pool
Every Raffle Type Your School Actually Runs
Most competitors support a single-prize draw. That’s not how school events work in the real world. A spring carnival needs a basket raffle. A spring gala needs a progressive jackpot. A football game needs a 50/50.
Chance2Win supports the full range of formats PTO groups and booster clubs actually use — all in a single platform, without needing separate tools for each event type.
- 50/50 raffles with real-time split tracking
- Basket & tricky tray (Chinese auction) raffles
- Queen of Hearts progressive jackpot raffles
- Ball drops and duck races
- Traditional multi-prize draws
No Tip Friction. No Checkout Confusion.
Here’s what tip-prompt checkout actually looks like for your supporters: Parent selects $50 in tickets → tip prompt appears → hesitation → reduced cart → abandonment. You lose the sale entirely.
Chance2Win offers two pricing models — both designed for clarity, not psychology. The result is more supporters completing their purchase, and more money in your school’s account at the end of the night.
- Zero Fee Model: school pays $0, supporters see transparent 12% service fee
- Premium Model: flat starting fee, you control the fee structure
- Stripe, Square, & Authorize.Net supported
- Mobile-optimized checkout parents actually finish
Made for PTOs, Booster Clubs & School Leaders
This is not a donation form with a raffle bolt-on. It’s a raffle platform built specifically for school organizations — with the features your group actually needs.

PTO / PTA Groups

Athletic Booster Clubs

Band & Music Programs

Graduation Committees

Elementary Schools

High Schools

Real-Time Dashboard
Watch ticket sales come in live. See exactly what’s raised, who bought, and where your biggest sellers are.

Ticket Bundles
Offer bulk pricing to encourage larger purchases. “10 tickets for $40” consistently outperforms single-ticket pricing.

Winner Publishing
Announce winners publicly and transparently. Builds trust and boosts participation in future events.

Seller Tracking
Assign sellers to students, parents, or volunteers. Track individual performance and motivate your team with live leaderboards.

Mobile-Friendly Checkout
Most parents shop from their phones at pickup, during practice, or at the game. Our checkout is built for that reality.

Reporting Exports
Download full donor and sales data. Share with your treasurer, submit for approvals, or use for next year’s planning.
How It Works for Schools
Four steps from idea to winner announcement. Simple enough for a first-time volunteer, powerful enough for your most complex PTO event.
Create Your Fundraiser
Add prizes, set ticket pricing and bundles, configure drawing details, and choose your raffle type. Most schools are set up in under 30 minutes.
Share With Families
Distribute your unique fundraiser link via email, text, school apps, or a printed flyer with QR code. One link works for everything.
Sell at Events Too
Keep selling in person. Record cash and check payments directly into the system. Every entry counts — no one gets left out.
Draw & Celebrate
Run a digital or manual drawing — whatever your situation requires. Publish winners publicly to build trust and excitement for next time.
Transparency builds repeat participation. When families see a fair, clear drawing process — and see winners announced publicly — they’re significantly more likely to participate again next year. That’s how the best PTO groups compound their results over time.
Get the Raffle Mastery Book (Free for Nonprofits)
After helping nonprofits run raffles for nearly two decades, we started noticing the same patterns — the strategies that worked, and the mistakes that quietly killed fundraising results.
So we wrote a 120-page book called Raffle Mastery.
It covers:
- how to price raffle tickets
- why ticket bundles dramatically increase sales
- promotion strategies that actually work
- real fundraising lessons from hundreds of raffles
The book normally sells for $19, but we give the ebook away free to nonprofits who join our occasional newsletter.
We send helpful fundraising insights two or three times a year. No spam. No nonsense.
And yes — you can unsubscribe anytime without hurting our feelings.
What School Leaders Are Saying
From elementary PTO groups to high school booster clubs, here’s what happens when schools stop fighting their platform and start using one built for them.
“We used to dread raffle night because of the spreadsheet mess afterward. Now everything — online sales, the cash we collected at school, even checks — it all just lives in one place. Our treasurer actually texted me to say thank you.”
— Sarah M.
PTO President, Elementary School
Athletic Booster Club Director, High School
Fundraising Chair, School Foundation
Running a School Raffle With Confidence
Raffle Laws Vary by State
Raffle regulations differ significantly by state. Always consult your local guidelines or legal counsel before launching. We provide resources to help you understand your requirements.
Manual Drawing Support
Some jurisdictions require in-person, manual drawings. Chance2Win supports both digital and traditional draws — use whichever your state or school district requires.
Secure Payment Processing
All transactions run through Stripe, Square, or Authorize.Net — industry-standard, PCI-compliant processors that parents and administrators trust.
Clear Reporting & Audit Trail
Every ticket, every entry, every transaction — logged and exportable. Gives your treasurer, principal, or board the documentation they need.
A note on raffle compliance: We’ve built Chance2Win to support transparent, well-documented fundraising operations. That said, raffle laws vary significantly by state and sometimes by municipality. Before launching any raffle — regardless of platform — we strongly encourage you to review your state’s charitable gaming regulations or consult with a local attorney. Our Raffle Laws by State guide is a good starting point.













