This tournament marked the first Voyageurs Cup campaign for CS Saint-Laurent and Simcoe County Rovers FC.
The winner of the 2023 Canadian Championship, Vancouver Whitecaps FC, and runner-up, CF Montréal, both received byes to the quarter-finals.
Hosting privileges up to the semi-finals were determined based on a three-year Canadian Championship ranking index.
Prior to the main draw, one team from the east pot was randomly drawn to play in the west bracket.
[9] Notes The second draw was held on May 29 during halftime of the Pacific FC vs Atlético Ottawa quarter-final second-leg match.
[17] However, on April 2, OneSoccer began promoting a "2024 Season Pass" that included "exclusive access" to the Canadian Championship, suggesting a breakthrough had been reached.
[18] The following day, Canadian Soccer Business issued a statement saying that they and Mediapro were "on a positive path toward resolving our differences and expect to come to a finalized agreement in the near future.