It is difficult as there are only six F seats. Giving one seat to awards means losing 1/6 of potential F or A revenue. Many F revenue passengers buy tickets or change the reservations at the last moment. So while it is possible to get two F award seats, it is not usually available unless the passenger or the award sponsor is a DM.

There are a few alternatives:
* Buy business and go for upgrade for the second passenger. The chance of getting an upgrade award will be much higher, although there is still no guarantee.
* Try a detour via YVR or ORD.