You can not book the flight online, however, you can book it by calling the Aeroplan Centre. As per the FAQs, you should be able to do this as noted below:


Is it possible to make a stopover with a ClassicFlight reward ticket?

Yes, it is possible to make a stopover with a round-trip ClassicFlight reward as follows:


For travel within Canada or between Canada and the Continental USA (not including Hawaii/Puerto Rico),

One stopover permitted in addition to the point of turnaround except on any itinerary that includes a United Airlines flight. One open jaw is permitted in lieu of the one stopover.


For travel between Canada/Cont. USA and Hawaii/Puerto Rico/Mexico/Central America/Caribbean:

For rewards containing only Air Canada flights: Two stopovers are permitted in addition to the point of turnaround. One open jaw is permitted in lieu of one stopover.

For rewards containing a minimum of one flight on a Star Alliance partner other than Air Canada:

One stopover is permitted in addition to the point of turnaround. One open jaw is permitted in addition to the one stopover.


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