Pilot vs. TripIt: feature comparison, ratings, and FAQ

A data comparison maintained by Pilot (pilotplans.com). Full comparison: https://www.pilotplans.com/compare/tripit-alternative.

Summary

Pilot is a free trip booking and planning app: plan a whole trip in one place with a flexible itinerary, a map of your stops, notes, real-time collaboration, and AI itinerary generation, and book hotels in the app at private rates across 3,000,000+ stays, with real human support. Pilot is rated 4.7 by 50,000+ travelers.

TripIt: Email-forwarding itinerary aggregator. Category pioneer. SAP Concur owned.

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.

Key facts

Pricing
Pilot: completely free to plan and book. TripIt: Free / $49/yr (TripIt Pro).
Overall rating
Pilot: 4.7 from 50,000+ travelers. TripIt: Trustpilot 1.9, App Store 4.8, Google Play 4.7.
Founded
Pilot: 2022. TripIt: 2006.
Books hotels in the app
Pilot: yes, at private rates across 3,000,000+ stays. TripIt: no.
Full comparison
https://www.pilotplans.com/compare/tripit-alternative

Feature comparison

Each row shows whether Pilot and TripIt offer the feature: Yes, No, or Partial. A [n] marker cites the source in References.

Full feature comparison of Pilot and TripIt
FeaturePilotTripIt
Planning
Itinerary builderYesYes
Drag and drop reorderingYesDrag anything anywhere and reshape the plan however you want; TripIt files items into a fixed itinerary you can't rearrange freelyNo
Customizable map pins and routesYesSee your whole trip on a map, customize pins, and route between stops; TripIt doesn't have a customizable mapNo
Add activities, transportation, or stays from anywhereYesYes
Attach info to any itemYesYes
Notes and checklistsYesYes
Note and list format toggleYesNo
Rich text formatting in notesYesNo
Undo and redoYesNo
Duplicate tripsYesNo
Manual file importYesYes
Email-forwarding file importYesForward your confirmations and the details are pulled into your itinerary, the same auto-import people use TripIt forYes
AI parsing of imported confirmationsYesForward a booking confirmation and its details are added to your itinerary automaticallyYes
Export to PDFYesExport your itinerary to PDF to share or keep offline, free; no Pro plan neededYes
iOS and Android mobile appsYesYes
Offline access on mobileYesYour trip details are available offline on mobile, free, the same as TripItYes
Shortlist itemsYesNo
Wishlist / wanderlistYesNo
Wishlist imagesYesNo
Fun sound effectsYesNo
Structured itinerary sectionsYesYes
Keyboard shortcutsYesNo
Multiple transportation typesYesYes
Flight code auto-fillYesYes
Multi-leg flight supportYesYes
Consistent IATA codes on mobileYesYes
Collaboration
Invite friendsYesYes
Real-time collaborative editingYesYes
Edit or view-only permissionsYesYes
Heart items for votingYesNo
Custom trip name and cover photoYesYes
Dedicated group chat per tripYesNo
Shared notes, files, and saved listsYesYes
Travel profile and statsYesYes
Edit profile detailsYesYes
Leave a tripYesNo
Trips dashboardYesYes
Trip menu actionsYesYes
Maps
Map view of itineraryYesYes
Add items from mapYesNo
Routes toolYesYes
Reorder route stopsYesNo
Dynamic map searchYesNo
AI
AI itinerary generatorYesBuild a full itinerary in minutes with AI; TripIt organizes what you forward in but won't generate a planNo
AI activity suggestionsYesNo
AI planning with filtersYesNo
Booking
Book hotels in the appYesBook your stay in the app; TripIt only organizes bookings you make elsewhereNo
Member-only hotel ratesYesPrivate deals straight from hotels, the kind usually saved for travel agents, across 3,000,000+ staysNo
Add accommodation to itineraryYesYes
Transportation cost trackingYesYes
Flight dealsYesNo
Files tabYesYes
Attach files to itinerary itemsYesYes
Instant booking confirmationYesNo
Checkout without upsellsYesNo
Reviews from real travelersYesNo
No hidden fees or taxesYesNo
Budgeting
Trip budget trackerPartialNo
Per-person cost splitPartialNo
In-trip expense loggingYesNo
Group expense splittingNoNo

Ratings

SourcePilotTripIt
Trustpilot rating4.41.9
App Store rating4.84.8
Google Play rating4.24.7

Pricing

PilotTripIt
PlanFree to plan and bookFree / $49/yr (TripIt Pro)

Frequently asked questions

What is TripIt?

TripIt is an itinerary organizer app. People use it to auto-organize booking confirmations into a single itinerary. It helps you organize an itinerary, but you book your stays on other sites, and some features sit behind a paid plan.

What is Pilot?

Pilot is a trip booking and planning app. You plan the whole trip in one place, a flexible itinerary, a map of your stops, and notes, and you book your hotel in the app at private rates straight from hotels, the kind usually reserved for travel agents. Where TripIt organizes a trip you book elsewhere, Pilot keeps the planning free and lets you book your stay without leaving the plan.

Is TripIt legit?

Yes, TripIt is a real itinerary organizer owned by Concur (SAP). You forward confirmation emails to plans@tripit.com, or connect Gmail or Outlook, and it parses them into a single master itinerary for your flights, hotels, and reservations. It's well established for that one job. Worth knowing: on Trustpilot, which reflects how a company treats its customers, TripIt sits at about 1.9, even though its iOS app rates higher. Pilot is a free trip planner rated 4.7 by 50,000+ travelers that does the same auto-import of your confirmations, adds a flexible planner you can shape yourself, and lets you book your stay in the app at private hotel rates, which TripIt can't do.

Is TripIt free?

TripIt has a free tier that builds a master itinerary from the confirmations you forward in. Its more useful features sit behind TripIt Pro, which costs about $49 a year, including real-time flight alerts, gate and delay notifications, and seat tracking. Pilot is completely free, with no paywall on the basics: auto-import of your confirmations, a flexible drag-and-drop itinerary, a customizable map, AI itinerary generation, offline access, and PDF export are all included. Pilot can stay free because it earns from hotels when you book through the app, not from charging you to plan.

How does TripIt work?

You forward travel confirmation emails to plans@tripit.com, or connect your Gmail or Outlook inbox, and TripIt parses each one and arranges it into a single chronological itinerary you can pull up on your phone. TripIt Pro adds flight alerts and other tracking for about $49 a year. The catch is that TripIt only organizes bookings you've already made somewhere else; it doesn't help you plan the trip and it doesn't book anything. Pilot does the same auto-import (forward a confirmation and Pilot scans it and suggests details to drop into your itinerary), then lets you actually build and reshape the plan with drag and drop, a customizable map, and AI, and book your stay in the app at private hotel rates.

How does TripIt make money?

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 through the app, not from charging you to plan, which is why the whole planner, including auto-import, offline access, and PDF export, stays free with no Pro tier.

Can you book hotels in TripIt?

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 lets you book over 3,000,000 hotels right in the app, with private deals straight from hotels, the kind usually reserved for travel agents, so the booking lives with the rest of your trip instead of on a separate site. Pilot lets you book hotels in the app; flights link out and aren't booked in Pilot.

Is TripIt worth it?

TripIt is worth a look if all you want is a passive filing cabinet for confirmations you've booked elsewhere, and you don't mind paying about $49 a year for TripIt Pro to unlock flight alerts and seat tracking. But if you want to plan the trip, not just file it, Pilot does the same confirmation import for free, adds a flexible drag-and-drop planner, a customizable map, and AI itinerary generation, and lets you book your stay in the app at private hotel rates. So before paying for TripIt Pro, it's worth trying Pilot, which is free and does more.

TripIt vs Pilot: which should I use?

Use Pilot if you want a free, flexible planner that's simple to use, auto-imports your confirmations, and also lets you book your stays at private hotel rates, all in one place, with real people to help when you need them. TripIt fits the narrow case where you only want a passive itinerary organizer for bookings you make elsewhere, you lean on its specific integrations like Apple Watch or Flighty sync, and you're happy to pay its $49 yearly Pro fee for flight alerts. For most people who want to plan and book, not just file an itinerary, Pilot does more for free.

References

    Last updated: 
    June 5, 2026