TripIt vs Stippl: Which Trip App Fits You in 2026?

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The short answer: pick TripIt if your trip is already booked and you want confirmation emails turned into one itinerary for free. Pick Stippl if you are still planning and want a route on a map with a budget and packing lists. If you want free booking import, free offline access and flight updates for less than TripIt Pro, we recommend Tineo.

Checked on November 13, 2026. Tineo publishes this guide and is the third app in it. Facts about TripIt and Stippl come from their own pages, linked under Sources; we did not test the apps. “Not stated” means those pages do not say.

TripIt vs Stippl vs Tineo at a glance

	TripIt	Stippl	Tineo
Core job	Organize booked trips	Plan the route, budget and days	Organize booked trips
Free plan	Inbox import, calendar sync, sharing, 3 documents per trip	Unlimited trips, destinations, co-planners and expenses	Email import, offline access, document storage, shared trips
Paid plan	TripIt Pro, $49 per year	Stippl Pro, €4.99 per month	Tineo Ultra, $4.99 per month or $39.99 per year
Import booking emails	Free: forward to [email protected]	Stippl Pro only	Free: forward to [email protected]
Offline access	Yes; no plan is named	“Take it all offline”; details not stated	Free
Flight alerts	TripIt Pro	Not stated	Tineo Ultra
Works inside Claude and ChatGPT	Not stated	Not stated	Yes
Runs on	Web, iPhone, Android	Web, iPhone, Android	Web, iPhone, Android

Who should pick TripIt

TripIt suits travelers whose trips arrive as confirmation emails. You forward them to [email protected] and TripIt builds the itinerary. The free plan also adds plans from your inbox, syncs with your calendar and lets you share plans.

The limit is travel-day help: real-time flight alerts need TripIt Pro at $49 per year, and the free plan stores 3 documents per trip. See TripIt Pro vs Free.

Who should pick Stippl

Stippl suits the stage before you book. Its site describes an AI that builds a day-by-day itinerary, a route map with distances and travel times, packing lists, and expense splitting. For visual route planning it is the stronger of the two, and the free plan lists unlimited trips, destinations, co-planners and expenses.

Stippl is not built around confirmation emails. Forwarding email reservations is listed under Stippl Pro at €4.99 per month, with unlimited AI trip generation, calendar sync and PDF export.

Why we recommend Tineo

Tineo is a travel itinerary app that turns booking confirmation emails into one organized trip. Three things set it apart from both apps here:

• Free email import. Forward any confirmation to [email protected] and it lands in your itinerary. Stippl charges for forwarding.
• Free offline access and document storage. Your itinerary opens without a signal, and passports, tickets and PDFs saved to a trip are stored on the free plan. TripIt’s free plan stores 3 documents per trip.
• Flight updates for less. Real-time flight updates are part of Tineo Ultra at $4.99 per month or $39.99 per year. TripIt Pro costs $49 per year.

Tineo also works inside the assistants you already use: connect it to Claude or ChatGPT and ask about a saved trip there.

One honest note: Tineo is not a map-first route planner. If drawing the route is the main job, plan it in Stippl and keep the bookings in Tineo.

Price

All three are free to start. TripIt Pro is $49 per year ($48.99 on the App Store). Stippl Pro is €4.99 per month, with no yearly price on its Pro page. Tineo Ultra is $4.99 per month or $39.99 per year.

Importing bookings

TripIt and Tineo import forwarded confirmation emails on their free plans. Stippl lists that under Pro.

Offline access

Tineo includes offline itinerary access on the free plan. TripIt’s help center says your account opens offline while you stay signed in. Stippl’s site says “take it all offline” without explaining what that covers. See the best itinerary apps with offline access.

Sharing

All three share trips for free: TripIt shares plans with others, Stippl lists unlimited co-planners, and Tineo has shared trips.

FAQ

What is the difference between TripIt and Stippl?

TripIt organizes trips you have already booked: you forward confirmation emails to [email protected] and it builds the itinerary. Stippl is a planner for the stage before that, with AI day-by-day itineraries, a route map, packing lists and expense splitting.

Is Stippl free?

Stippl’s site says the app is free forever. Its free plan lists unlimited trips, destinations, co-planners and expenses. Stippl Pro is listed at 4.99 euros a month and adds unlimited AI trip generation, forwarding email reservations, calendar sync and PDF export.

Can Stippl import booking confirmation emails?

Yes, on the paid plan. Stippl lists forwarding email reservations under Stippl Pro at 4.99 euros a month. TripIt and Tineo both import forwarded confirmation emails on their free plans.

What is a good alternative to both TripIt and Stippl?

Tineo. Its free plan includes importing booking emails, offline itinerary access and document storage. Tineo Ultra adds real-time flight updates for $4.99 per month or $39.99 per year, which is less than TripIt Pro at $49 per year.

Sources

All read on November 13, 2026. Prices and plans change, so check the vendor’s page before you pay.

• TripIt pricing
• TripIt
• Using mobile apps without connectivity, TripIt Help Center
• TripIt on the App Store and Google Play
• Stippl
• Stippl Pro
• Tineo pricing

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• Best TripIt alternatives