Originally Posted by
tilhas
its going to Canada and I've been told never book one ways international always round trip. Also credit card insurance only covers if it's round trip.
As long as you have a ticket for return travel, Canada won’t care that you’re on separate one-way tickets.
Similarly, while the travel insurance may very well require “round-trip travel”, it should not require a round-trip ticket.
So book two one-ways using miles for the outbound for both passengers on one reservation, and pay cash for both passengers on the same reservation for the trip back. Or vice versa.