The new update that is available in the Windows Store for My Trips that fixes a number of reported issues and also adds Live Tile support!
Now you will see the My Trips tile show upcoming flight information for your next flight.
Here is an example of an up coming flight tile…
Currently My Trips will show upcoming flight information only. We are working on bringing support for showing different travel types and items your itinerary such as trains, hotels, car rentals etc…
This is a free update to My Trips .. so be sure to update the app to start seeing your Live Tile.