TripIt has been organizing trips since 2006 and is very good at it. This page is about the specific places where the two products genuinely differ. Every claim about TripIt below links to TripIt's own documentation, so you can check it rather than take our word for it.
| Departure Ready | TripIt | |
|---|---|---|
| Price | Free for 7 days, then $14.99 a year or $4.99 a month. | Free tier. TripIt Pro is $49 a year. tripit.com pricing |
| How bookings get in | Forward any confirmation to your own private address, from any inbox. | Forward to plans@tripit.com, or turn on Inbox Sync for Gmail, Google Workspace, Microsoft 365, Yahoo Mail or Outlook.com, or enter plans by hand. Supported providers |
| Languages of the confirmation email | Any language. The email is read by Claude, which is multilingual by nature. | Five. TripIt states it supports confirmation emails in English, French, German, Japanese and Spanish, and lists language as a cause of import failure. TripIt help center |
| Small and independent providers | Read the same way as any other email. If a person can read it, it parses. | TripIt says these can land in Unfiled Items: boutique hotels and restaurants, smaller regional travel suppliers, or other similar vendors not yet supported by TripIt.TripIt help center |
| Attachments on a forwarded email | Every attachment is read, including PDFs and .pkpass files. | TripIt: We only read the first attachment in an email.TripIt help center |
| .pkpass boarding passes | Parsed natively. The real gate barcode is rendered in the app, behind a tap. | Document upload accepts PDF, GIF, JPEG, and PNG file formats..pkpass is not in that list. TripIt help center |
| Forwarding from a second inbox | Work email, personal email, a partner's inbox. It all lands in the same itinerary. | TripIt: forwarding from an address not on your account means we’ll automatically create a new account for that address.TripIt help center |
| Items per confirmation email | No documented cap. | TripIt: We can support up to 60 trip items per confirmation email.TripIt help center |
| Platforms | iOS app plus a web itinerary you can open in any browser. | iOS, Android and web. |
| Fixing a wrong detail | Tap Something wrong? on the card. A stronger model re-reads the original email and shows you the proposed change before anything is applied. | Edit the plan by hand. |
TripIt facts checked against TripIt's public pricing page and help center on 5 August 2026. Prices in USD. TripIt is a trademark of its owner and is not affiliated with Departure Ready.
A comparison page that only flatters its author is not worth reading.
Almost every travel organizer built before 2023 works by pattern matching. Someone writes a parser for Air France, another for Marriott, another for Booking.com. When the format holds, the result is fast, cheap and exact. When a provider redesigns its email, or a provider was never important enough to get a parser written for it, there is nothing to match and the booking falls through.
That architecture is why supported-vendor lists and supported-language lists exist at all. They are an honest description of how much of the world somebody had time to hand-code.
Departure Ready sends the email to Claude and asks it to read the thing. There is no vendor list and no language list, because there is no list to be on. A Portuguese guesthouse confirmation and a Delta e-ticket are the same kind of problem: text a competent reader can understand. That also means Departure Ready fails differently. A template parser is either right or silent. A reader can be wrong, which is exactly why every card carries a Something wrong? link that re-reads the source email and asks you to confirm the correction before it is applied.
Try Departure Ready free for 7 days. No credit card during the trial.
Your itinerary will be in your phone before you finish packing.