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Pro Automatically creates itinerary
Once you link your e-mail to TripIt, it will automatically create your itinerary for you, instead of having to forward anything or manually enter the details.
Pro Access from anywhere
TripIt is available as a web app, with mobile apps for Windows Phone, Blackberry, Android and iOS.
Pro Easy to share trip plans
You can easily share your trip plans with friends and family so they'll know where you are.
App drops data, doesn't update promptly, throws all questionable emails into one "unfiled" bucket and leaves it to you to sort out.
Con Pro account is expensive
To make use of the features such as sharing itineraries, alerts and the seat tracker, you have to purchase the pro account at $49/year.