I'm sorry to hear about what happened to you, and unfortunately I have no idea how Tripit's app works offline, but I'd just like to make a suggestion for the future.
Why are you entering your trip data manually? You can forward your emailed reservations to
[email protected] and tripit will create itineraries for you automatically. It's not always 100% accurate, but pretty darn close.
Here is the link to set this up:
https://www.tripit.com/account/edit/...inked_accounts
If you already know about this, please accept my apologies. I just thought it might help.