Open TripIt if the job is the confirmation inbox and you want the $49 figure on a pricing table that has been stable. On November 7, 2026 Free includes the itinerary, plans added from the inbox, calendar sync, sharing, and 3 document uploads per trip. Pro is $49 per year and adds real-time flight alerts, fare-refund monitoring, a better-seat note, alternate flights, check-in and gate reminders, airport navigation, and 25 document uploads per trip. You forward mail to plans@tripit.com. The FAQ names iOS, including Apple Watch, and Android, including Android Wear, and says the itinerary can be opened offline. The Pro button says Start Free Trial. The page does not say how many days that trial is. TripIt does not pick the destination.
Open Tineo if you want an assistant named on the same page as the inbox, and you can live with two Ultra descriptions. Free is $0: unlimited trips, email import, trip sharing, the AI assistant, and 30 AI Airbnb searches per UTC calendar month. Ultra is $4.99 a month or $39.99 a year, which the homepage describes as about $3.33 a month. The pricing page, last updated October 20, 2026 according to that page, puts premium AI, Airbnb search with fair-use limits, offline access, document and trip intelligence, and expanded import on Ultra. The homepage instead names real-time transit, airport, and delay updates, document analysis and expiry alerts, unlimited file storage, and Apple Family Sharing for up to 5. The pricing FAQ says eligible trials are 30 days on web and 1 month through Apple, and that Ultra renews unless you cancel. The homepage FAQ says you can forward or paste a confirmation without connecting the whole inbox. A widget on the homepage said the app could not start. The pages we read do not link an app store.
The lower yearly sticker is Tineo, at $39.99 against $49. That is not the same product. TripIt Pro is the alert and document column, and the trial length is not on the pricing page. Tineo Ultra is two feature lists and a monthly option. If the email is the only input you have, either page will say it can read it. Read the cap you will actually hit: 3 documents on free TripIt, or 30 Airbnb searches a month on free Tineo.