Wendways vs TripIt

In short, Wendways keeps a lifetime record (wishlist, plan, the days you travel, and the map after), while TripIt builds an itinerary from confirmations. You can import a TripIt export or an OpenFlights CSV. Member is free, with 25 booking captures a month. Silver is US$4.99 a month or US$49.99 a year.

Last updated October 14, 2026.

TripIt turns confirmations into an itinerary for the trip you're about to take. Wendways keeps the whole arc: wishlist, plan, the days you're there, and the map afterward.

Other product details checked October 11, 2026, from each product's public homepage. Details change. Wendways is not affiliated with the other product.

The job

Wendways. A lifetime travel record: want, plan, live, remember.

TripIt. Organize a travel itinerary automatically from confirmations.

History you already have

Wendways. OpenFlights CSV import, and a TripIt export-and-upload import. Neither counts as a booking capture.

TripIt. The itinerary is the product. Wendways does not claim to replace TripIt's day-of alerts.

After the trip

Wendways. The trip stays on your map, with stats across every mode.

TripIt. The public homepage leads with the itinerary, alerts, and guidance for travel in motion.

What TripIt's site emphasizes

On October 11, 2026, TripIt's homepage headline was "Organize your travel itinerary automatically." The primary action invited people to sign up free. The page walked through how an itinerary gets built, then alerts and guidance, and linked to How It Works, Pro, pricing, a blog, and a traveler resource center.

That is a strong fit if your trips already arrive as booking emails and you want them stacked into one itinerary.

What Wendways is built to keep

Wendways starts earlier and ends later. Places can sit on a wishlist for years, then become a plan, then a trip you are on, then a line on a lifetime map. Flights, trains, ferries, road trips, and cruises share that map.

You can export TripIt trips and upload them, or import an OpenFlights CSV. New bookings arrive by forwarding a confirmation. Silver adds trip expense tracking and splitting: log what everyone paid and see who owes whom. Only the trip's owner needs Silver. Member is free forever, and the record exports anytime.

A plain way to choose

Stay with TripIt if the job you care about is an inbox-built itinerary for the next departure. Move the history to Wendways, or start there, if you want one record that still matters after you land, including travel that was never a flight.

From wishlist to window seat.

One home for your whole travel life. Free to start, and yours to keep.

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