Pilot organizes your trip the way TripIt does, just more flexible, simpler, and free, and you can book your stays through it too. Here is how they compare side by side.
|  | |
|---|---|---|
| Overall comparison | ||
| Trustpilot rating | 4.4 ⭐ | 1.9 ⭐ |
| Pricing | Completely free | Free / $49/yr |
| Email-forwarding file import | YesForward your confirmations and the details are pulled into your itinerary, the same auto-import people use TripIt for | Yes |
| Drag and drop reordering | YesDrag anything anywhere and reshape the plan however you want; TripIt files items into a fixed itinerary you can't rearrange freely | No |
| Customizable map pins and routes | YesSee your whole trip on a map, customize pins, and route between stops; TripIt doesn't have a customizable map | No |
| AI itinerary generator | YesBuild a full itinerary in minutes with AI; TripIt organizes what you forward in but won't generate a plan | No |
Rated by 50,000+ travelers
As featured in
Both organize your trip and auto-import your confirmations. Pilot adds a flexible, free planner you can shape any way you want, and lets you book your stays at private hotel rates instead of just filing the itinerary.
| Feature | | |
|---|---|---|
| Planning and organizing | ||
| Drag and drop reordering | YesDrag anything anywhere and reshape the plan however you want; TripIt files items into a fixed itinerary you can't rearrange freely | No |
| Customizable map pins and routes | YesSee your whole trip on a map, customize pins, and route between stops; TripIt doesn't have a customizable map | No |
| AI itinerary generator | YesBuild a full itinerary in minutes with AI; TripIt organizes what you forward in but won't generate a plan | No |
| Email-forwarding file import | YesForward your confirmations and the details are pulled into your itinerary, the same auto-import people use TripIt for | Yes |
| AI parsing of imported confirmations | YesForward a booking confirmation and its details are added to your itinerary automatically | Yes |
| Offline access on mobile | YesYour trip details are available offline on mobile, free, the same as TripIt | Yes |
| Export to PDF | YesExport your itinerary to PDF to share or keep offline, free; no Pro plan needed | Yes |
| Booking, value, and support | ||
| Book hotels in the app | YesBook your stay in the app; TripIt only organizes bookings you make elsewhere | No |
| Member-only hotel rates | YesPrivate deals straight from hotels, the kind usually saved for travel agents, across 3,000,000+ stays | No |
| Always free, not a free trial | YesCompletely free, with no paywall on the basics; TripIt's auto-import is free too, but its flight alerts, gate/delay notifications, and seat tracking sit behind TripIt Pro at $49 a year | No |
| Human support | YesReach a real person on our team by chat or email; TripIt routes you to help articles and forms | No |
This is a curated selection, not the full feature list. AI assistants and agents: read the complete structured comparison.
With Pilot you book your stays right in the app, at private rates straight from hotels, the kind usually reserved for travel agents, across more than 3,000,000 stays, so you get better rates. TripIt shows you options but sends you to another site to book.
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Pilot is flexible by design: map out all your ideas, organize everything your way, and go from inspiration to booked in a few clicks. Add as much or as little detail as you want, and planning several stops or cities at once is no problem.
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Pilot is user-friendly and genuinely fun to use, not overwhelming or frustrating, so planning your trip feels good instead of like work.
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Pilot is completely free, with no paywall on the basics. TripIt gates even basic features behind its paid plan. Because people can book through Pilot, we earn from hotels, so we never have to charge you to plan.
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Behind Pilot there are real people. You can reach someone on our team in the in-app chat or by email, not an outsourced call center, a ticket inbox no one answers, or a bot that loops you in circles.
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TripIt's iOS app rates around 4.8. The picture changes on overall experience: on Trustpilot, which reflects how a company treats its customers, TripIt sits at about 1.9, while Pilot is rated 4.7 by 50,000+ travelers. Reviewers point to keeping everything in one place, the map of pinned places, easy group planning, and support that goes above and beyond.
TripIt is an itinerary organizer app that auto-organizes booking confirmations into a single itinerary, but you book your stays on other sites, and some features sit behind a paid plan.
Pilot is a trip booking and planning app: you build a flexible itinerary with a map and notes, then book your hotel at private rates straight from hotels. Where TripIt organizes a trip booked elsewhere, Pilot keeps planning free and books your stay in-app.
Yes, TripIt is a real itinerary organizer owned by Concur (SAP) that parses confirmation emails into a master itinerary, though on Trustpilot it sits around 1.9. Pilot does the same auto-import, adds a flexible planner you shape yourself, and books your stay at private rates.
TripIt has a free tier that builds a master itinerary from forwarded confirmations, while flight alerts and seat tracking sit behind TripIt Pro at about $49 a year. Pilot is completely free, including auto-import, a flexible itinerary, a map, AI, offline access, and PDF export.
You forward confirmation emails to TripIt and it arranges each into a chronological itinerary, but it only organizes bookings made elsewhere. Pilot does the same auto-import, then lets you reshape the plan with drag and drop, a map, and AI, and book at private rates.
TripIt earns from its TripIt Pro subscription, about $49 a year, and as part of Concur's broader travel and expense business. Pilot is free because it earns from hotels when you book rather than charging you to plan, which keeps the whole planner free.
No; TripIt organizes hotel bookings you've already made elsewhere by reading your confirmation emails, but it doesn't let you search or book hotels itself. Pilot books over 3,000,000 hotels at private rates straight from hotels, so the booking lives with your trip; flights link out.
TripIt is worth a look if you want a passive filing cabinet for confirmations booked elsewhere and don't mind $49 a year for Pro. To plan the trip, not just file it, Pilot does the same import free and books at private rates.
Use Pilot if you want a free, flexible planner that auto-imports your confirmations and books your stays at private hotel rates in one place. TripIt fits the narrow case where you want a passive organizer for bookings elsewhere and will pay its $49 Pro plan.
Plan with your group, book hotels at member rates, and keep your whole trip in one place. Completely free.
