● 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. It never asks to read your inbox.

Free forever plan · No credit card · Upgrade anytime

The app today, then previews of the command center it is building toward.

Switching from TripIt

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 live mirror, 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.

Card required to claim · six months free · then Traveler renews at $79/yr · cancel anytime before renewal

Claim six free months
Works with your AI

Ask your AI which deal is worth booking.

Claude ChatGPT Grok

Claude: verified today. ChatGPT and Grok: MCP-compatible, not independently verified by us.

OAuth-secured Model Context Protocol (MCP) connector, sign in with Google. Read-only: search and verify deals, no spend, no writes, ever.

Try asking Claude

“What's the cheapest business-class deal to Istanbul this month?”

deals_best() answers straight from your tracked deals, ranked by real value.

How to connect →

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.

Sample traveler: Priya Nair, SFO ⇄ NRT, Vela Air
📥 Forwarded confirmations (input)
✨ Trip Underway's reconciled output
Click "Run the parse" to see three separate confirmations become one clean, deduped, stitched trip.

The magical version

Every principal you run travel for, in one command center, watched for changes the moment they land.

Nine capabilities. Built where they are live, previewed where they are not, and never mixed up on this page. Every screen below is the real app unless it says otherwise.

📧
Live

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.

Trip Underway parsing a forwarded confirmation email into a clean, filed itinerary card

Live now: 218 of 218 real confirmations parsed, zero failures. A quick review-and-confirm step catches new formats before they can misfile.

🗂️
Live

One login, up to eight people, 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.

Trip Underway command center showing separate travel boards for each principal Trip Underway command center, dark theme

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.

🔔
Live

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.

Trip Underway change feed showing dated diff cards for schedule changes and cancellations Trip Underway change feed, dark theme

Live now. The screenshot above is a real board, not a mockup.

📋
Live

A verified summary before the day starts.

One page covering a principal's whole travel day: flight time, terminal, driver, hotel address. In your inbox at 6:05am Eastern, the morning of.

Trip Underway day-of briefing summarizing a principal's full travel day on one page Trip Underway day-of briefing, dark theme

Live now, sent daily per principal.

🔗
Live

A link that's always current, no retyping.

A polished, branded page for the traveler, updated automatically as things change, plus a live TripIt mirror so nobody has to leave the tool they already use.

Trip Underway shareable itinerary page, a branded auto-updating link for the traveler Trip Underway shareable itinerary page, dark theme

Live now: auto-updating share pages, two-way TripIt sync, and a full-notes calendar feed.

🛎️
Live

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, and young: real infrastructure watching 14 real flights today, with only weeks of production history so far. The claim stays modest until it earns more.

🎯
Live

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.

Trip Underway Deal Center showing a cache-confirmed award alert, verified against live seats.aero availability Trip Underway Deal Center, dark theme

Live now: deal ingestion, valuations, and a verify step that re-checks live seats.aero availability before a deal carries the verified badge.

💬
Partial

Ask Claude or ChatGPT what a principal's week looks like.

Natural-language access to the boards you already keep: "what does Marcus's itinerary look like this week" or "is that fare really bookable," answered without opening the app.

Still being built: Ask Underway, a chat answering a question about a principal's board, shipping to Pro members Still being built: Ask Underway, dark theme
Still being built: shipping to Pro members

The Deals MCP is live today, OAuth-secured with no inbox access; it's covered above in Works with your AI. Boards-level access, the view shown here, is what Pro members validate next.

📱
Partial

The same command center, in your pocket.

Boards, change feed, and briefings, from your phone as well as your laptop.

iOS is on TestFlight (v0.2) and still catching up to the web app, which stays the primary surface for now. Android is unbuilt.

What runs today

Forward-to-parse ingestion, the multi-principal command center, the change feed, day-of briefings, shareable itineraries, flight alerts, and the Deal Center all run on real production data today. Boards-level Ask Underway and the native app are next off the bench, and the screens carrying that label show you where they land.

See pricing ↓

Trip Underway, in real life

Not a mockup. The actual boards, wherever the day takes you.

The command center, at the gate.Every principal's board, one login, checked before boarding.
The day-of briefing, before it starts.Flight, car, and hotel for the day, on one page, read at the desk.

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.

full support 🟡 partial / degraded not supported n/a not applicable

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.

The math

One missed schedule change costs more than years of Trip Underway

$200–$400 typical change fees when a schedule change slips past you; one documented case cost a traveler $3,978 in credit plus $280 out of pocket
vs.
$0 to start The Free plan is free forever; Traveler adds live alerts, day-of briefings, and the deal center for $79 a year, about the price of one checked bag round trip

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

$0
forever
  • Connect TripIt + one unified trip board
  • Day-by-day itinerary view
  • Shareable trip links
Start free

Pro

Trip Underway Pro: for assistants, family-office staff, and advisors running travel for up to eight travelers

$79
per month, locked
  • Everything in Traveler
  • Per-traveler boards + forwarding addresses
  • Change feed, briefings + branded itineraries
See Trip Underway Pro

Team

For a family office or travel desk with multiple professionals and many travelers

Custom
priced individually
  • Everything in Pro
  • Shared team visibility
  • Priority onboarding support
See Trip Underway Pro

Pro and Team pricing: locked rates stay locked.

Trip Underway Pro

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, up to eight, 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).

$79 per month, locked · never inbox access

See Trip Underway Pro

Questions

Frequently asked questions

Straight answers, pulled from what is on this page, nothing added.

What is Trip Underway?+
Trip Underway is one home for every trip in your life. You forward confirmation emails to your private Trip Underway address, and it parses, dedupes, and stitches them into one beautifully organized board: flights, hotels, and cars, day by day, for you and everyone you plan for. It never asks to read your inbox.
Does Trip Underway read my inbox?+
No. Trip Underway is forward-only and never requests inbox access. You get a private forwarding address, forward confirmations to it, and that is the only email Trip Underway ever sees. (The optional AI connector uses Google sign-in to authenticate you; that sign-in never grants inbox access either.)
How much does Trip Underway cost?+
Free is $0 forever. Traveler is $79 per year. Trip Underway Pro, the professional product for assistants and advisors, is $79 per month for up to eight travelers. Team pricing is custom. No credit card is required to start free.
How accurate is the parsing, really?+
The underlying parsing engine processed 218 real confirmation emails with zero failures. Non-standard and non-English formats get a visible flag instead of a silent drop into an unsorted bucket.
What happens when a flight gets rebooked or canceled?+
A rebooking or reissued confirmation is recognized as an update to the existing reservation, not a duplicate row. Separately booked one-way legs are also automatically stitched into a single round trip.
Can I connect Trip Underway to Claude, ChatGPT, or another AI?+
Yes, through a token-secured MCP connector that is read-only: it can search and verify tracked deals, with no spend and no writes, ever. It works with Claude today; ChatGPT and Grok both speak the same MCP protocol. See the connector setup guide for details.
Is there a free plan, and do I need a credit card?+
Yes. The Free plan is free forever, no credit card required, and you can upgrade any time from inside the app.
I coordinate travel for other people. Is Trip Underway for me?+
Yes. Trip Underway Pro is the professional product for executive assistants, chiefs of staff, family-office staff, and travel advisors: a labeled board and private forwarding address for each traveler, up to eight, never blurred together. See Trip Underway Pro for the full professional picture.

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-only, we never read your inbox

Start free