The Ontario Cup Semi-Finals are held at the end of August each year. There are several permanent hosts, including: Durham Region Soccer Association, Peel Halton Soccer Association, Southwest Soccer, Scarborough Soccer Association and North York Soccer Association.  These organizations host different divisions each year.

In 2025, Ontario Soccer will be accepting additional bids from District Associations interested in hosting the Ontario Cup Semi-Finals in 2025.  The 2025 Ontario Cup Semi-Finals will be held on August 23-24, 2025.

The deadline for submitting a bid to host the Ontario Cup Semi-Finals is January 10, 2025.