Originally Posted by d00little

I have Transcontinental Flex Flight Passes. When booking online, there is usually a Houston-Calgary via Toronto flight available everyday, which leaves around 5 PM and arrives in Calgary after midnight. This is the only IAH-YYC flight available through the Flight Pass booking tool which routes through Toronto.

What I wanted to know is if it is possible to call Air Canada and book a route that will fly Houston-Toronto in the morning, then Toronto-Calgary in the evening, all for 1 flight pass credit?