Originally Posted by
jerryss
it didn't work like that previously? I have a flight next week, will see if my flight shows up.
#GoingForGreat 
At some point, it used to give a quick summary of all of the trips. Not quite as much detail as the AA iPhone app, but listed them out. And I definitely remember using my watch for a boarding pass a few times.
I currently get that same message, "Look up your trip on your iPhone and we'll add it here." Even after opening various trips, nothing happens to my watch.