The number, up front
TripIt is free, and TripIt Pro is $49 a year after a 30-day trial. One flat price, published on their site, the same for everyone. After writing about a competitor that price-tests four different annual plans at once, we can say this plainly: TripIt's pricing is the most honest in travel software, and it has barely moved in a decade.
Disclosure: we make Plotline, a travel app that overlaps with TripIt at the edges. This page comes from TripIt's published pricing and Apple's App Store listing, and where the two products differ we link our full comparison.
One small platform wrinkle: buy through Apple and the subscription shows as $48.99, a cent under the website's $49, with renewal managed by your App Store account instead of TripIt's site. Functionally identical, but worth knowing which one to cancel if you stop flying.
What free TripIt includes
The free tier does the core job completely. Forward a confirmation email for a flight, hotel, car rental or restaurant reservation, and TripIt parses it into a chronological itinerary with dates, times and confirmation numbers. You can also connect your inbox so it happens automatically.
Free also covers calendar sync, sharing your itinerary with anyone, offline access to your plans, and manual entries for things without a confirmation email. Documents attach to a trip with a cap of 3 per trip.
For someone who takes a few trips a year and wants the bookings in one place, free TripIt is the whole product. TripIt has kept it that way for years, and its 4.8 rating across 308,310 US App Store reviews is mostly free users.
What Pro adds for $49
Pro is built for people who fly for work, and every feature is about flights:
Real-time alerts. Delays, gate changes and cancellations, usually before the airline's own app tells you.
Fare monitoring. Watches the price of flights you already booked; when the fare drops, you can claim the difference from the airline.
Seat tracking. Watches for better seats on your flight and pings you.
Alternate flight search. When yours is cancelled, it lists what to ask for at the counter while everyone else is still queueing.
Airport maps and reminders. Interactive terminal maps, gate-to-gate walking guidance, check-in and boarding reminders.
More documents. The per-trip cap rises from 3 to 25.
Is Pro worth $49?
The math is about flight volume. One saved fare difference or one cancelled flight rebooked faster typically covers the year. So:
Worth it if you fly monthly or more, if you fly routes where cancellations are routine, or if your company does not book changeable fares and every disruption is your problem to solve.
Skip it if you fly a few times a year for leisure. The free tier already organizes those trips completely, and the airline's own app covers the one or two disruptions a year you will hit.
How it compares
| TripIt Free | TripIt Pro | The field | |
|---|---|---|---|
| Email-to-itinerary | Yes | Yes | Wanderlog has it free |
| Flight alerts | No | Yes | Nothing comparable |
| Fare monitoring | No | Yes | Nothing comparable |
| Documents per trip | 3 | 25 | Wanderlog caps free, unlimited on Pro |
| Sightseeing planning | No | No | Wanderlog, Plotline |
| Price | $0 | $49/yr flat | Wanderlog Pro $31.99 to $59.99/yr, Plotline Premiere $49.99/yr |
The absence in that table is the point: neither TripIt tier plans what you do between bookings. That is by design, and TripIt has never pretended otherwise.
Where Plotline fits
Plotline does nothing TripIt Pro does. No flight alerts, no fare monitoring, no email parsing. What it does is the half TripIt leaves alone: it pulls places out of the TikToks and Reels you save, pins them with the creator's tip attached, and routes them into day-by-day plans. The free tier includes your first trip plan with a daily save cap; Premiere is $9.99 a month or $49.99 a year, flat.
The common setup we see is both: TripIt holding the bookings, Plotline holding the places and the days. Our full TripIt comparison covers where each one stops.
The bottom line
Free TripIt is the best booking organizer at any price, including paid ones. Pro is a frequent-flyer product with honest, flat pricing, and casual travelers should not buy it. If the sightseeing half of the trip is what needs organizing, that is a different product category, and TripIt does not compete in it.
Frequently Asked Questions
How much does TripIt Pro cost in 2026?
$49 a year, flat, after a 30-day free trial. Everyone pays the same published number, which after examining competitors that price-test multiple annual plans at once is worth calling out as the fairest pricing model in the category.
What is the difference between TripIt free and TripIt Pro?
Free covers the whole organizing job: email parsing into a chronological itinerary, offline access, calendar sync, sharing, and 3 documents per trip. Pro is a frequent-flyer layer on top: real-time delay and gate alerts, fare monitoring on booked flights, seat tracking, alternate flight search, airport maps, and 25 documents per trip.
Is TripIt Pro worth it?
It is a flight-volume question. One recovered fare difference or one faster rebooking after a cancellation typically covers the $49 year. Fly monthly and it pays for itself; fly twice a year for leisure and the free tier plus your airline's app covers you.
Does TripIt plan sightseeing or day-by-day itineraries?
No, on either tier, and it never has. TripIt organizes what you booked. What you do between bookings, the places, the days, the routes, is outside its scope. Pair it with a planner like Wanderlog for manual planning or Plotline for planning from social media saves.
Is there a TripIt free trial?
Yes, TripIt Pro comes with a 30-day free trial, and the free tier itself is permanent rather than a trial. You can run free TripIt indefinitely and only upgrade if the flight-alert features earn their keep.
How does TripIt pricing compare to Wanderlog?
TripIt Pro is a flat $49 for everyone. Wanderlog Pro varies from $31.99 to $59.99 a year depending on which price cohort you land in, per Apple's US listing. Wanderlog's free tier does include booking import, so the free tiers overlap more than the paid ones do.