Windsor would ONLY make sense if it was connected across the Detroit river to Michigan and all way to Chicago. It would have to operate at 250-300+ kph to make that distance competitive with planes. But if there is no desire to connect to a US high speed network, then at best it should go as far as KW/Guelph and instead go to Ottawa/MTL and on to New York state.

Windsor or even London is silly with no onward connection. And from the outset it needs to be 250-300+ kph for the entire length in order to be competitive timewise with planes. 200 is not fast enough. MTL-TO in 2-2.5 hrs is MAX with a stop in Kingston.