The Constantine Yorkville Run returns to Toronto on Sunday, September 20, 2026. Organized as a Canadian registered not-for-profit, the event reaches its 17th annual edition in 2026 and draws runners and walkers from across the city’s Bloor–Yorkville neighbourhood. Over the past 16 years the Run has fundraised more than $6.1 million for local causes, and the 2026 edition sets an ambitious fundraising target of $1,000,000.

This is a boutique 5K run and walk with both in-person and virtual participation options — a single-day, community-focused event on Sunday, Sept. 20. The format centers on a 5K distance for individuals and teams; organizers also offer bulk registration packages for groups looking to secure multiple entries together. Bulk registration bundles go on sale April 1, 2026, and team inquiries can be directed to kelly@yorkvillerun.com.

What sets the Constantine Yorkville Run apart is its deep charity focus and neighbourhood backing. The event supports 35+ Toronto charities, pairs local businesses with fundraising teams, and assembles a premium race kit through partner contributions. Past race kits have included branded Alo items (tote and socks), a technical run tee and cap, a finisher medal and bottled refreshments; fundraising prizes and tiered rewards — including a top-fundraiser experience stay at the Four Seasons Toronto — incentivize teams and individuals to raise additional funds for their chosen charities.

Registration is handled through the event’s Race Roster listing; bulk team packages and pricing are published in advance and entries typically move quickly. For team or corporate bulk purchases, contact kelly@yorkvillerun.com to secure spots starting April 1, 2026.

- **Charity impact:** Supports 35+ Toronto charities and has raised over $6.1M to date, with a 2026 fundraising goal of $1,000,000.
- **Premium race kit:** 2026 kit announced in April; 2025 participants received an Alo tote, Alo throwback socks, a technical run T‑shirt and a Yorkville Run branded cap.
- **Fundraising prizes:** Tiered prizes for fundraisers include Alo gift items and, in 2025, the top fundraiser won a one-night stay at the Four Seasons Toronto with breakfast at Café Boulud.
- **Team bulk packages:** Bulk registration bundles available starting April 1, 2026 — options for 5, 10, 15 and 20 registrations with published pricing.
- **Top‑up program:** Event awards additional donations to top individual fundraisers and top fundraising teams (first-place top-up amounts listed in event materials).