At a glance
| TripTidy | TripIt | |
|---|---|---|
| Builds trips from booking emails | Yes — connect Gmail (read-only) or forward | Yes — forward, or inbox sync |
| How emails are read | AI extraction — handles any confirmation, even oddly formatted ones | Template parsers — unrecognized formats can fail silently |
| Live flight alerts (delays, gates, cancellations) | Yes, often before the airline’s email — Pro after beta (planned $39.99/yr) | TripIt Pro only (~$49/yr) |
| Lock screen Live Activity / Dynamic Island | Yes — a relay across your whole travel day | No |
| Location-aware arrival alerts | Yes — your parking confirmation or room code appears as you arrive | No |
| Calendar subscription | Yes | Yes |
| Ads | Never | Free tier is ad-supported |
| Platforms | iOS-first (open beta) | iOS, Android, web |
| Price | Free during beta · Pro planned $39.99/yr | Free + Pro ~$49/yr |
Where TripIt is still ahead
Being honest, because it matters: TripIt runs everywhere — Android, web, a mature ecosystem, and deep corporate-travel integration via SAP Concur. It has nearly two decades of edge cases behind it. If your team lives in Concur or you carry an Android phone, TripIt is the safer choice today.
Where TripTidy pulls ahead
Reading the email, not pattern-matching it
TripIt parses known formats with templates; a booking from a small hotel or an unusual airline layout can simply not import. TripTidy uses AI to read the confirmation the way you would — the vacation rental with the quirky email, the winery tour, the parking receipt — and files each one into the right trip.
The notification is the product
Flight alerts aren’t an upsell — they’re the point. Delays, gate changes, and cancellations arrive as short, human sentences (“Gate F12 → F27 — it’s a 6 min walk”), often before the airline tells you. On travel day, a Live Activity walks your lock screen from the flight to the rental car to check-in.
It knows where you are
Land, and the car pickup takes over. Pull into long-term parking, and your parking confirmation is on screen. TripIt shows you a list; TripTidy answers “what do I need right now?”
The verdict
TripIt is the trusted veteran with the broadest reach. TripTidy is the same promise — email in, itinerary out — rebuilt with modern extraction, notifications that beat the airline, and a design you’ll actually enjoy opening. If you’re on iPhone, come try the beta.