● Free plan open now
Every trip in your life, orchestrated.
Forward a confirmation email and Trip Underway does the rest: flights, hotels, and cars parsed, deduped, and stitched into a clean day-by-day trip. Yours, your family's, anyone you plan for. Forward from any of your addresses, and connect Gmail when you want your past trips.
Free forever plan · No credit card · Upgrade anytime
The app today.
Bring your whole TripIt history and get six months free.
Connect TripIt and import every trip in one click, back to your very first, then keep the calendar feed, shareable links, flight alerts, verified award deals, and day-of briefings. Everything TripIt does, plus the parts it never built, on the Traveler plan, free for your first six months.
No card needed · six months of Traveler, free
Claim six free monthsAsk your AI which deal is worth booking.
Works with Claude today. ChatGPT and Grok are MCP-compatible.
OAuth 2.1 Model Context Protocol (MCP) connector: sign in with Google, then search, rank, and verify your deals and arm deal hunts from your AI.
“What's the cheapest business-class deal to Istanbul this month?”
deals_best() answers straight from your tracked deals, ranked by real value.
Sound familiar?
Your next trip lives in six emails, two apps, and a text thread.
You booked the flight on the airline's site, the hotel through a deal link, and the rental car somewhere else entirely. The confirmations are scattered across your inbox, and the night before you leave you are searching "confirmation" to find the hotel address. The apps that promise to fix this drop forwarded emails into "Unfiled," list a rebooked flight twice, and never notice that your two one-way tickets are really one round trip.
It gets worse when the trips belong to other people too. Your partner's work travel, the kids' flights home, the family vacation you organized: today they either blur into one mixed list or live in separate apps. And a schedule change that slips past you is expensive: one documented case cost a traveler $3,978 in credit plus $280 out of pocket, and even a caught error runs $200 to $400 in change fees.
Try it: sample data
Watch a confirmation get parsed, deduped, and stitched
This is a simulated run on sample confirmations, standing in for Trip Underway's real parsing engine, which parsed 218 real confirmation emails with zero failures. Hover any result to see where it came from. Click a card for detail.
The magical version
Every principal you run travel for, in one command center, watched for changes the moment they land.
Nine capabilities, each one running on real data. Every screen below is the real app.
Forward it. It's filed in seconds.
Any confirmation, any airline, hotel, or agency. Forward it to your private address and it lands parsed, deduped, and filed on the right person's board.
Live now: 218 of 218 real confirmations parsed, zero failures. A quick review-and-confirm step catches new formats before they can misfile.
One login, everyone you plan for, never mixed up.
Every person you plan travel for gets their own board: you, your partner, the kids, your parents, a client. Nothing from one board ever bleeds into another.
Live now, and the architecture the rest of Trip Underway is built on: per-person forwarding addresses and boards, automatic dedupe, and separately booked one-way flights stitched into a single trip.
Everything that moved since you last looked.
Schedule changes, cancellations, and reconciliations, dated and diffed, so you never have to reopen a confirmation to check what changed.
Live now. The screenshot above is a real board, not a mockup.
A verified summary before the day starts.
One page covering a principal's whole travel day: flight time, terminal, driver, hotel address. In every flying traveler's inbox the morning of, at 6am their time, or 5, 7 or 8am if you prefer.
Live now, sent daily per principal.
A link that's always current, no retyping.
A polished, branded page for the traveler, updated automatically as things change, plus a one-time TripIt import so your whole history starts on the board.
Live now: auto-updating share pages, a one-time TripIt import, and a full-notes calendar feed.
Delay, gate, and cancellation alerts, routed correctly.
The moment a flight status changes, the alert lands on the correct principal's stream, never a shared inbox where it can be misread as someone else's flight.
This is the same Change Feed shown above: the delay and gate-change rows are live flight-alert events landing on the same board, not staged separately for this page.
Live now: flight-status alerts land on the correct principal's board.
A fare or award hit that's actually checked.
Fare drops and award-space hits, cross-checked against live inventory before anything is called bookable. A hit is a real seat, not a hopeful guess.
Live now: deal ingestion, valuations, and a verify step that re-checks live seats.aero availability before a deal carries the verified badge.
Ask Claude which deal is worth booking.
Natural-language access to the deals you forward: "what's the cheapest business-class deal to Istanbul this month" or "is that fare really bookable," answered without opening the app.
Live now: the Deals connector signs you in with Google and answers from your own forwarded deals. It is covered above in Works with your AI.
The same command center, in your pocket.
Boards, change feed, and briefings, from your phone as well as your laptop.
Live now: the iPhone app is on TestFlight, with an Apple Watch app and a Lock Screen travel day, and the Mac app is a free download.
What runs today
Forward-to-parse ingestion, the multi-principal command center, the change feed, day-of briefings, shareable itineraries, flight alerts, and Deals all run on real production data today, and the iPhone app is on TestFlight.
Trip Underway, in real life
Not a mockup. The actual boards, wherever the day takes you.
The complete toolset
Everything the trip apps do, plus the layer your life actually needs
Trip Underway is designed as a strict superset: the familiar mechanics you'd expect, plus the multi-traveler layer neither TripIt nor Flighty ships.
Answering what the market is already asking for
Feature by feature
Everything TripIt and Flighty do for one traveler, plus the family layer none of them ship
A direct, sourced comparison against the tools a traveler would actually use instead. Coordinating travel professionally? The professional tooling comparison lives on Trip Underway Pro.
The math
One missed schedule change costs more than years of Trip Underway
Every trip you take already generates the emails. Trip Underway just catches them, stitches them, and watches them, so a rebooked flight is an update on your board instead of a surprise at the gate.
Pricing
Start free. Upgrade when it is saving you time.
Create a free account and forward your first confirmation in minutes, no credit card. Move up to Traveler when the alerts, briefings, and family boards are earning their keep. Run travel professionally? That is Trip Underway Pro.
Free
Try Trip Underway on your own trips, free for as long as you like
forever
- Connect TripIt + one unified trip board
- Day-by-day itinerary view
- Shareable trip links
Traveler
For the frequent traveler, and everyone whose trips you keep an eye on
per year
- Everything in Free
- Live flight alerts + day-of briefings
- Family trip streams: a labeled board per person
- Deals with verified award alerts
- Passport and visa expiry checks + auto-updating share links
Family & Team
For a household, an assistant and the travelers they support, or a small travel desk
per year for six people
- Everything in Traveler, for all six
- Each person signs in with their own account
- Per-traveler boards + forwarding addresses
- Each added person: $29 a year
Trip Pass
For one big trip, without a yearly plan
once, for one trip
- Traveler features on that trip
- Yours for good, one payment
Run travel for a living? There is a Pro for that.
Trip Underway Pro is the professional product for executive assistants (EAs), chiefs of staff, family offices, and travel advisors: a labeled board and private forwarding address for every traveler you run, with one change feed across all of them, day-of briefings, and branded itineraries. It replaces an estimated $5,460 to $18,720 a year of manual reconciliation labor (three to six hours a week at $35 to $60/hr contract EA rates).
Family & Team: $149 a year for six people · forward from any of your addresses
See Trip Underway ProQuestions
Frequently asked questions
Straight answers, pulled from what is on this page, nothing added.
What is Trip Underway?+
Does Trip Underway read my inbox?+
How much does Trip Underway cost?+
How accurate is the parsing, really?+
What happens when a flight gets rebooked or canceled?+
Can I connect Trip Underway to Claude, ChatGPT, or another AI?+
Is there a free plan, and do I need a credit card?+
I coordinate travel for other people. Is Trip Underway for me?+
Start free today. Forward your first confirmation in minutes.
Your trips deserve better than a "confirmation" search the night before. Create a free account now; it is yours forever, no credit card. Running travel for other people professionally? Trip Underway Pro is built for you.
Free forever plan · No credit card · Forward from any of your addresses
Want it on your iPhone? Add your email and we send your invitation.
Industry voices
The pain is documented, and it's not subtle
These are real, sourced complaints from the forums and review sites where this buyer already talks.
Every quote below is an industry voice describing today's tools, not a Trip Underway customer.