TripIt Pro Pricing 2026: What $49/Year Actually Buys You
TripIt Pro pricing 2026: $49/year after a 30-day free trial, no monthly plan. Free vs Pro compared, and who it is worth it for.
TripIt Pro costs $49 per year, after a 30-day free trial, and there is no monthly plan. That is the price on TripIt’s own pricing page and Pro page, both checked on 20 October 2026. The basic TripIt app stays free.
So the real question behind “TripIt Pro pricing 2026” is not the number. It is whether the extra features are worth $49 to you. This guide lays out exactly what Free includes, what Pro adds, and which kinds of travellers get their money back, with every feature taken from tripit.com rather than from memory.
TripIt Pro Pricing 2026 at a Glance
TripIt Pro is one plan at one price: $49 a year, billed annually. Here are the facts in one place, as listed on tripit.com on 20 October 2026:
- Price: $49 per year. That works out to about $4.08 a month, but you pay it as one annual charge.
- Free trial: 30 days. TripIt’s Pro page says: “Start your free 30-day trial now, then it’s just $49 for a year.”
- Monthly option: none listed.
- Promotions: none listed on the pricing page or the Pro page when we checked on 28 October 2026. See how to get TripIt Pro free or cheaper for the routes that do work.
- Free plan: still available, with no time limit.
If the trial is all you need for one trip, put a reminder in your calendar a few days before day 30 so you decide on purpose rather than by default.
TripIt Free vs Pro: What Each Plan Includes
The free TripIt app organizes your trip; Pro watches your flights. Free builds the itinerary from your booking emails. Pro adds alerts and airport help once you are actually travelling.
This table uses the feature list from TripIt’s pricing page (checked 20 October 2026):
| Feature | TripIt Free | TripIt Pro ($49/yr) |
|---|---|---|
| Itinerary built from your booking emails | Yes | Yes |
| Calendar sync and access across devices | Yes | Yes |
| Share plans with others | Yes | Yes |
| Airport and terminal maps | Yes | Yes |
| Nearby places, transport options, neighborhood safety scores | Yes | Yes |
| Flight compensation eligibility check | Yes | Yes |
| Document uploads per trip | 3 | 25 |
| Real-time flight alerts | No | Yes |
| Alternate flights when plans change | No | Yes |
| Fare refund monitoring | No | Yes |
| Better-seat finder | No | Yes |
| Check-in reminders and “Go Now” to the airport | No | Yes |
| Terminal and gate reminders, connecting-gate guidance | No | Yes |
| Baggage claim info | No | Yes |
| Trip disruption alerts | No | Yes |
| Reward program tracking | No | Yes |
| Country-specific travel info and passport renewal reminder | No | Yes |
| Automatic updates to people on your travel plans | No | Yes |
Two things stand out. First, the free plan is more generous than most people assume: email import, calendar sync, sharing and airport maps are all included. Second, nearly every Pro feature is about flying. If your trip has no flights, most of Pro does nothing for you.
Is TripIt Free? Yes, With Limits
Yes, the TripIt app is free to use, with no trial clock on the free plan. You forward confirmation emails, and TripIt turns them into one master itinerary you can view on the web, iOS or Android.
The free plan’s main hard limit is 3 uploaded documents per trip. Pro raises that to 25. Everything else that separates the plans is a Pro-only feature rather than a cap.
What neither plan does, Free or Pro, is plan the trip for you. TripIt organizes bookings you have already made. It does not suggest destinations, build a day-by-day route, or recommend things to do. We go into that gap in our Vacation Planner vs TripIt comparison.
What $49 a Year Actually Buys: The Pro Features That Matter
TripIt Pro’s value comes from four features: flight alerts, alternate flights, fare refund monitoring and seat tracking. The rest are conveniences.
Real-time flight alerts
Pro “sends real-time flight alerts” for delays, cancellations, gate changes and terminal changes. Airlines send their own notifications too, but TripIt puts every airline you fly in one feed. That matters most when you connect between carriers.
Alternate flights
When a flight is delayed or cancelled, Pro “finds alternate flights.” This is the feature frequent flyers cite most often, because knowing your options before you reach the rebooking desk can save hours.
Fare refund monitoring
Pro “monitors for fare refunds” on flights you have already booked. If the fare drops and your ticket type allows a credit or refund, TripIt flags it. One successful claim on a mid-priced ticket can cover the $49.
Seat tracking
Pro “helps you find a better seat” by watching seat availability on your flight. Useful if you are stuck in a middle seat on a long-haul flight; irrelevant if you always pay for seat selection.
The conveniences
Check-in reminders, “Go Now” to the airport, terminal navigation, connecting-gate guidance, baggage claim info, reward program tracking and a passport renewal reminder. Each is nice. None alone is a reason to pay.
Is TripIt Pro Worth It? It Depends on How Often You Fly
TripIt Pro is worth it if you take roughly six or more flights a year, and usually not if you take one or two trips. The math is simple: $49 spread across many flights is cheap insurance, while the same $49 for one vacation buys features you may never trigger.
Frequent and business travellers: yes
If you fly monthly, connect between airlines, or travel on tight schedules, Pro earns its price. Alternate flights and real-time alerts are exactly the tools you want during a delay. If your employer reimburses travel tools, check whether Pro qualifies.
Occasional leisure travellers: usually no
If you take one or two vacations a year, the free plan already gives you the itinerary, email import and calendar sync. Your airline’s own app covers most delay alerts for free. Pro’s extras rarely pay back across two trips.
Tip: if you have one complicated trip coming up, the 30-day trial can cover it. Start the trial shortly before you fly, use it for the trip, and decide afterwards.
Families and groups: depends on the flights
Pro helps if a group is flying together through connections, because one person gets every alert. It does not help with the harder group problem, which is agreeing on where to go and what to do each day.
Road trippers and train travellers: no
Almost every Pro feature is flight-specific. If you drive or take trains, the free plan is all of TripIt you need.
Travellers who have not booked anything yet: not yet
Pro has nothing to work on until bookings exist. If you are still choosing destinations and dates, you need a planning tool first. Our TripIt alternatives guide compares the options.
How to Get TripIt Pro Free or Cheaper
The only reliable way to get TripIt Pro for free is through your employer or university: if your organization has bought SAP Concur TripLink, you may already have a complimentary Pro subscription. Outside that, the 30-day free trial is the only free option TripIt currently offers. No public promo code was listed on tripit.com when we checked on 28 October 2026.
1. Check whether your employer’s SAP Concur includes it
TripIt Pro is complimentary for travellers whose company has purchased Concur TripLink. TripIt’s own blog says so in its TripIt Pro and Concur TripLink post (25 March 2025), and SAP’s TripIt Pro page puts it plainly: “When you have Concur TripLink, your travelers have TripIt Pro.”
To check, sign in to SAP Concur on a desktop browser and open the Home menu. If “TripLink” appears there, your organization has it. To activate, TripIt’s help article says to open TripLink and choose “Link to TripIt”, or go to the App Center, select TripIt and click Connect. If you already pay for Pro, link the accounts before your current subscription ends and the complimentary plan takes over.
Having SAP Concur is not enough on its own. The free Pro subscription depends on your company having bought TripLink, so if you do not see it, ask your travel or finance team.
2. Check your university’s travel office
Many US universities give staff TripIt Pro at no cost through their Concur account. These institutions state it on their own pages, checked 28 October 2026:
- Cornell University: “TripIt Pro is a service all Cornell travelers get for free as part of their Concur account” (Cornell Finance, July 2021).
- University of Colorado: TripIt Pro is “provided at no-cost to all faculty and staff members” across CU Boulder, CU Denver, CU Anschutz, UCCS and CU System (CU Advantage).
- University of Denver: benefitted faculty and staff can use TripIt Pro at no cost, which DU values at $50 a year (DU IT).
Eligibility differs by school, and students are often not included. Search your university’s travel or Concur pages for “TripIt Pro” before paying. CU’s page also explains how to keep a personal trip out of Concur, by editing the trip and deselecting “Link with Concur”.
3. Time the 30-day free trial to your trip
If you need Pro for one trip, start the 30-day trial a few days before you fly. TripIt’s Pro page says: “Start your free 30-day trial now, then it’s just $49 for a year.” That covers a typical vacation from check-in reminders to the flight home. Set a calendar reminder before day 30 so you decide whether to keep paying.
4. Watch for official sales, but do not count on one
TripIt has run discounts before, but none is live now. In December 2021 it sold Pro for $24, half price, for a few days with the code TS2021PR, as reported by Your Mileage May Vary (16 December 2021). That code was for that sale only. Check the Pro page for a current offer rather than trusting coupon sites.
The free six-months offer from 2020 has expired
TripIt’s free six months of Pro was a 2020 COVID-19 offer, and it ended years ago. TripIt announced it on 10 March 2020, for new users who signed up between 13 March and 14 April 2020. Posts that still describe it are out of date; there is no current way to claim it.
TripIt Pro vs Vacation Planner Pricing
TripIt Pro and Vacation Planner Premium cost about the same per year but pay for different jobs. TripIt Pro ($49/year) pays for flight intelligence while you travel. Vacation Planner Premium ($4.99/month, about $60 a year) pays for planning more trips before you go.
| TripIt Free | TripIt Pro | Vacation Planner Free | Vacation Planner Premium | |
|---|---|---|---|---|
| Price | $0 | $49/year after 30-day trial | $0 | $4.99/month |
| Core job | Organize booked trips | Flight alerts while travelling | Plan one vacation with AI | Plan multiple trips with AI |
| AI trip planning | No | No | Yes, 25 credits/day and 100/month | Yes, unlimited credits |
| Trips | Unlimited | Unlimited | One vacation (multi-destination OK) | Multiple trips |
| Booking import | Email forwarding | Email forwarding | Email forwarding (free) | Email forwarding + Gmail sync |
| Sharing | Yes | Yes | View-only | View-only |
| Flight alerts | No | Yes | No | No |
| Mobile apps | iOS, Android, web | iOS, Android, web | Web (works on phone browsers) | Web (works on phone browsers) |
Where Vacation Planner fits
Vacation Planner is built around an AI vacation planning expert: you describe the trip, and it helps you build the day-by-day itinerary. You can also add the flights and stays you have already booked, keep them all in one trip, and see the year at a glance on the annual vacation calendar.
The free plan covers one vacation, and that vacation can include as many destinations as your trip has. Forwarding booking emails into the trip and the annual calendar are both free. Premium at $4.99/month adds multiple trips, unlimited AI credits, Gmail sync that finds booking confirmations in your inbox for you, and PDF export of the itinerary (Share → Download PDF).
To be clear about what it does not do: Vacation Planner has no flight alerts, no fare tracking, no native mobile app and no packing lists, and PDF export is on Premium only. Sharing is view-only, so companions can see the plan but not edit it. If flight alerts are the reason you are looking at TripIt Pro, Vacation Planner does not replace them.
Using both
Plenty of travellers do both: plan the trip with an AI planner, then let TripIt’s free plan (or Pro, if you fly often) handle the flights. Forward the same confirmation emails to each and you lose nothing. You can start planning on Vacation Planner for free and keep TripIt for the airport.
Frequently Asked Questions
How much does TripIt Pro cost in 2026?
TripIt Pro costs $49 per year after a 30-day free trial, according to tripit.com (checked 20 October 2026). It is billed annually; no monthly plan is listed. That works out to about $4.08 a month.
Is the TripIt app free?
Yes. The free TripIt plan builds an itinerary from forwarded booking emails, syncs with your calendar, lets you share plans, and includes airport and terminal maps. Its main limit is 3 uploaded documents per trip; Pro raises that to 25 and adds flight-focused features.
What is the difference between TripIt and TripIt Pro?
TripIt Free organizes your bookings into one itinerary. TripIt Pro adds real-time flight alerts, alternate flights, fare refund monitoring, seat tracking, check-in and gate reminders, baggage claim info and 25 document uploads per trip. Almost everything Pro adds is about flights.
Is TripIt Pro worth it?
TripIt Pro is worth it if you fly often, roughly six or more flights a year, or regularly connect between airlines. For one or two vacations a year, the free plan plus your airline’s own app usually covers what you need, and the 30-day trial can cover a single complicated trip.
Does TripIt Pro have a free trial?
Yes. TripIt offers a 30-day free trial of Pro, after which it costs $49 for the year. If you only want Pro for one trip, start the trial shortly before you fly.
How can I get TripIt Pro for free?
The main way is through work: if your employer or university has purchased SAP Concur TripLink, you may get a complimentary TripIt Pro subscription by linking your TripIt and Concur accounts. Cornell, the University of Colorado and the University of Denver all state this on their own pages. Otherwise, the 30-day free trial is the only free option; TripIt’s free six months of Pro was a 2020 offer that has expired.
Is there a cheaper alternative to TripIt Pro?
It depends on what you want from it. Your airline’s app gives free flight alerts for its own flights. If you want help planning the trip rather than tracking flights, Vacation Planner’s free plan covers one vacation with an AI vacation planning expert, and Premium is $4.99/month for multiple trips.
