For business · TripIt Pro cost
TripIt Pro cost: TripIt Pro price, what TripIt costs and is TripIt free in 2026
Anyone pricing TripIt Pro is really asking two questions at once. The first is easy and TripIt answers it in public: $49 a year, with a 30 day trial. The second is the one the review sites skip, which is whether $49 buys the thing you were actually looking for when you started searching.
Day-by-day itinerary · a cost on every line · rebuilds any day on request
The short answer
TripIt Pro costs $49 per year, billed annually and renewing automatically, with a 30 day free trial first. The standard TripIt tier is free permanently, not a trial, and it already organizes your itinerary, syncs to your calendar, reads confirmations out of your inbox and stores your travel documents. The $49 buys 16 additional features, and every one of them starts working after you have booked: real time flight alerts, fare refund monitoring, seat and alternate flight finding, a go now departure prompt, airport walking directions, gate and baggage claim updates, reward program tracking and a higher document limit of 25 per trip instead of 3. TripIt describes its own job in one sentence on its pricing page: you handle the booking, we will take it from there. So the $49 a year is a travel day safety net, not a planning tool, and nothing in it decides where you go, in what order, or what the trip costs.
This page answers both. Every price and every feature below was read off tripit.com and TripIt's own help center in September 2026, in the US view, and where TripIt does not publish something we say so instead of estimating. Then there is the part that costs people real money and appears nowhere in the marketing: TripIt states in writing that a charge triggered by forgetting to cancel the free trial is not refundable.
Tell it your trip get a full itinerary
Plans change it rebuilds any day on request
Why it works
Three things that decide whether the $49 is worth paying
The free tier is not a trial
Standard TripIt is free permanently and already does the job most people think they are paying for: TripIt builds the itinerary and reads the confirmation emails you forward it. Pay only if you want the travel day alerts on top.
Everything Pro adds happens after booking
All 16 paid features fire once a reservation exists. Flight alerts, fare refund monitoring, gate updates, walking directions. None of them help you decide the trip, which is a different job with a different price.
It pays off on frequency, not on price
At $49 a year the break even is about one salvaged travel day. Fly most weeks and it clears that in a month. Take two trips a year and Pro sits idle between them while the free tier does the same filing.
What it handles
Tell it your trip, get a costed day-by-day itinerary
Share your destination, dates and budget and TripAgent.ai writes a day-by-day itinerary with real places, times and a cost estimate on every line. You set the preferences, approve anything, and let it run.
- Gives the verified 2026 TripIt Pro price and the exact length of the free trial
- Lists what the free TripIt tier includes, so you can see what you are not paying for
- Names all 16 features the $49 actually adds, read off TripIt's own pricing table
- Quotes TripIt's non-refundable policy on trial charges, in its own words
- Works out the break even by how often you actually fly, rather than asserting it is worth it
- Is explicit about the job TripIt does not do, and where that leaves a business traveler
Honest comparison
An itinerary organizer versus an agent that plans and prices the trip
These get compared because both are cheap subscriptions with the word trip in the name, and they sit on opposite sides of the booking. TripIt files what you have already decided. TripAgent.ai makes the decisions and prices them, then hands you a plan to book from.
| What you are buying | TripIt Pro | TripAgent.ai |
|---|---|---|
| Published price | $49 per year, billed annually, auto renewing, after a 30 day trial | From $19 a month, published, no per trip fee |
| When it starts working | After you book. TripIt states it plainly: you handle the booking, we will take it from there | Before you book, when the trip is still an empty set of dates |
| Who builds the itinerary | You do, by booking. TripIt assembles the confirmations into a timeline | The AI drafts the day by day plan, sequences it and prices every line |
| Cost visibility | Fare refund monitoring after purchase, so it watches a price you already paid | A priced plan before you spend, so the budget conversation happens first |
| When a flight is canceled | Alerts you and surfaces alternate flights for you to sort out | Rebuilds the affected day, then reprices what changed |
| Free tier | Yes, permanent, and it covers the organizing | No permanent free tier. The paid plan is the product |
| Document storage | 3 uploads per trip free, 25 per trip on Pro | The plan itself exports as a PDF a finance team can file |
| Refunds | None. TripIt states charges already made are non-refundable, including missed trial cancellations | Monthly, so you stop by canceling rather than by asking |
| Best for | Frequent flyers who already know their plans and want travel day monitoring | People whose real cost is the hours spent deciding and pricing the trip |
How much does TripIt Pro cost?
TripIt Pro costs $49 per year. That figure appears twice on tripit.com, once on the Pro page as "for just $49/year" and again on the pricing page as "$49 PER YEAR" in the plan column, and it was read there in September 2026 in the US view. There is no monthly option. It is a single annual charge that renews on its own until you turn renewal off.
Before the charge there is a 30 day free trial. TripIt words it as "Start your free 30-day trial now, then it is just $49 for a year of helpful reminders, alerts, and travel perks." The trial requires a payment method, and this is where the cost stops being simple, which the section further down covers in full.
Divided out, $49 a year is $4.08 a month. TripIt frames it on its own pricing page as "about the price of checking your bags," which is a fair comparison and also a useful hint at who the product is for: someone who checks bags often enough for that to be a familiar number.
A promotional banner offering 40 percent off TripIt Pro was running across tripit.com when this page was written. Promotional pricing moves, so treat $49 as the list price and check for a discount at the moment you subscribe rather than budgeting on a promo that may not be there.
Is TripIt free?
Yes. The standard TripIt tier costs nothing and it is not a trial, it is a permanently free plan sitting alongside the paid one on the same pricing page. You sign up, forward confirmation emails to [email protected], and TripIt builds an itinerary from them.
The free tier is more capable than most people assume, which matters because it changes what the $49 is actually buying. Free TripIt organizes your travel plans, creates a full itinerary, works across devices, pulls plans from your inbox for you, syncs with your calendar, stores travel information, shares plans with others, shows transportation options, finds places near your hotel, displays neighborhood safety scores, includes airport and terminal maps, lets you rate an in flight experience, checks eligibility for flight compensation, tracks a carbon footprint with offset options, tallies your travel stats, and allows 3 document uploads per trip.
So if what you wanted was one clean itinerary assembled automatically out of scattered confirmation emails, the free tier already does that and the $49 adds nothing to it. The paid tier is a separate proposition, and it is about the travel day rather than the filing.
What is the difference between TripIt and TripIt Pro?
TripIt Pro is everything in the free tier plus 16 features, and the honest summary is that all 16 are about monitoring a trip that already exists. Here they are as TripIt lists them: real time flight alerts, fare refund monitoring, help finding a better seat, alternate flight search, check in reminders, a "Go Now" prompt telling you when to leave for the airport, terminal and gate reminders, airport navigation, connecting gate guidance, baggage claim location, country specific travel information, automatic plan sharing with a chosen group, trip disruption risk alerts, reward program tracking, 25 document uploads per trip instead of 3, and passport renewal reminders.
Read that list in order and the shape is unmistakable. Seat Tracker needs a seat you have booked. Fare Tracker needs a fare you have paid. Go Now needs a departure time that exists. TripIt says as much itself in the first line of its own FAQ: "You handle the booking, we will take it from there."
That is not a criticism of the product, it is a description of the category. TripIt is an itinerary organizer with a travel day alert layer bolted on, and it is a good one. It is worth being clear about it before you pay, because a lot of people arrive at TripIt searching for a trip planner and leave with a very capable filing cabinet.
Is TripIt Pro worth it?
It depends almost entirely on how often you fly, and the arithmetic is simple enough to do in your head. At $49 a year, one caught gate change, one fare drop refund, or one alternate flight found before the desk queue forms covers the whole subscription. If you fly most weeks, that happens within the first month or two and the rest of the year is free upside.
Invert the frequency and the answer inverts with it. Two leisure trips a year means Pro is dormant for roughly 50 weeks, and the free tier is already doing the itinerary assembly during that time. The features that would justify the price simply do not get a chance to fire.
There is a middle case worth naming because it is common among small business travelers: four to eight trips a year, mostly domestic, usually booked directly. At that frequency the flight alerts are genuinely useful a couple of times a year, and $49 is a defensible line item. What it will not do at that frequency is save you the part of the trip that actually consumes your time, which is deciding and pricing it in the first place.
Can you get a refund on TripIt Pro?
No, and TripIt is unusually direct about it. Its billing help article states: "Subscription costs already charged to your credit card are non-refundable. This includes charges that were made due to not canceling your free trial prior to the end of the trial period and for annual renewals of non-cancelled subscriptions."
Read the middle clause again, because it is the sentence that costs people $49. The 30 day free trial converts into a full year charge, and TripIt states in advance that forgetting to cancel is not a refundable mistake. The same applies to an annual renewal you meant to stop. This is normal enough for consumer subscriptions, but it is rarely written this plainly, and almost never repeated by the review articles that recommend starting the trial.
The practical protection is a calendar entry, not a policy. Put a reminder at day 25 of the trial, and a second one eleven months after any charge you do let through. If you subscribed through the App Store or Google Play, cancellation happens in your platform subscription settings rather than on tripit.com, and TripIt requires auto renewal to be turned off at least 24 hours before the term ends. The same annual auto renewing shape, with a slightly kinder 3 day refund window, applies to the other travel app road trippers tend to pay for, covered on the Roadtrippers pricing page.
Who owns TripIt?
TripIt is owned by Concur Technologies, which is part of SAP. The copyright line at the bottom of every page on tripit.com reads "2006-2026, Concur Technologies, Inc." and both TripIt and Concur are registered trademarks of that entity. The site carries a "Do you use SAP Concur?" prompt in its main navigation.
This matters for a business traveler in one specific way. If your employer already runs SAP Concur, TripIt is inside the same corporate family and there may be a company arrangement that covers Pro, so it is worth asking before you expense $49 yourself. Our breakdown of what the parent platform costs is on the page covering how much Concur costs, and the travel side gap that pushes people to look elsewhere is covered on the Concur alternative page.
It also explains the product direction. TripIt is a consumer front end feeding an enterprise expense business, which is why its roadmap is all about capturing and monitoring bookings rather than making them or planning them.
What TripIt Pro does not do, and what that costs you
Nothing in the $49 decides anything. It will not tell you whether Tuesday to Thursday beats Wednesday to Friday for the meetings you are flying out for. It will not sequence three cities in a sensible order. It will not price the trip before you commit, or tell you the hotel you picked puts you 40 minutes from every appointment. Those decisions are still yours, and for most business travelers they are the expensive part.
That is the gap TripAgent.ai fills, and it is worth stating the boundary honestly: TripAgent.ai does not replace TripIt on travel day. It has no gate alerts, no baggage claim locator and no airport walking directions. It works on the other side of the booking, drafting the day by day plan, sequencing it against your dates and budget, pricing every line, and rebuilding any day you ask it to. Plenty of people would sensibly run both, using the free TripIt tier to file the confirmations afterwards.
If you are weighing this specifically because TripIt did not do what you hoped, the TripIt alternative page works through that comparison in detail. If the trip in question is for work, the business travel planner page covers the same job with expense and approval context attached, and personalized travel itinerary covers it for personal trips.
Why TripAgent.ai
One travel agent that plans, sequences and prices for you
Not a blank search box, not a dozen research tabs, and not a bare list of attractions. Your whole trip planned day by day, with real places, times and a cost on every line, and any day rebuildable in one click.
Day-by-day itinerary
TripAgent.ai turns your destination, dates and budget into a realistic day-by-day plan, with the right pace and travel times built in, not a blank search box.
Prices everything
Every place, meal and ticket carries a cost estimate, with a total per day and for the trip, matched to your budget, so you know the number before you go looking to book.
Rebuilds any day on request
A change of plans or a closed attraction, and you rebuild that one day while the rest of the trip stays exactly as it was.
Good questions
Questions US travelers ask about TripIt pricing
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A cost on every line · day-by-day itinerary · rebuilds any day on request