ChatGPT app

Plan a multi-city trip from ChatGPT.

Add Stopover to ChatGPT and ask for a trip in your own words. You get the order to fly the cities, the price per person and every leg in a card in the chat, saved to your free Stopover account.

What it does

Ask ChatGPT for a trip through several cities and it hands the trip to Stopover. Stopover prices every order of the cities, picks the dates and the flight or train for each leg, and ChatGPT shows a card with the order, the price per person and every leg, while the plan is priced and once it is done. The card’s button opens the full plan on this site, with the booking links and the other options for each leg.

Signed in, Stopover in ChatGPT is your account: plans are saved to Your plans, and you can ask ChatGPT for your trips, to change one (“make it nonstop and add Porto”), or to email you when a trip’s fares drop.

Add it to ChatGPT

The server address:

https://mcp.flystopover.com/mcp/chatgpt

  1. In ChatGPT on the web, open Plugins in the sidebar, press Add at the top right, and choose Add custom MCP server.
  2. Name it Stopover, paste the address above, and leave Authentication on OAuth.
  3. Tick the box to say you understand custom servers, then press Create as a plugin.
  4. Press Connect Stopover. Sign in to Stopover, or create a free account, and choose Allow.
  5. Ask for a trip. Starting with “Use Stopover” makes sure ChatGPT picks it.

Adding a custom server works on ChatGPT Business, Enterprise and Edu plans, on the web, and on the Plus plan that comes with an Edu account. If your Plugins page has no Add custom MCP server, your plan does not allow it yet. These steps follow ChatGPT as of November 2026; its menus do move. Stopover is not yet listed in ChatGPT’s plugin directory.

What signing in adds

  • Your trips are saved to your Stopover account, the same account as on this site.
  • Your first trip searches Google Flights live as well as the free sources; later trips use the free sources, as they do on this site.
  • ChatGPT can list your trips with what their fares have done since, change one, and turn on price-drop emails.
  • A Stopover pass adds the Google Flights search to every trip. What it includes.

Things to ask

  • “Use Stopover to plan Boston to London and Dublin in May, any order, cheapest.”
  • “Use Stopover: cheapest week to fly Dallas to Rome and back in June.”
  • “Use Stopover: Chicago to Rome, Florence and Venice in April, 3 nights each, balancing price and travel time.”
  • “List my Stopover trips, then email me if the Rome one gets cheaper.”

You can also fix the order of the cities, finish somewhere other than home, set the nights in each city, cap the stops or the length of a layover, leave out airlines, ask for flights only, tickets on one booking only, or airlines only. Just say them.

Limits

  • Stopover plans at most 60 trips an hour and 400 a day for everyone using it from ChatGPT together, and 8 at once. When those are used up ChatGPT will say so, and you can plan the same trip here.
  • A plan can take up to three minutes; the card follows it until it is done.
  • 1 to 7 cities and up to 9 travelers, the same as the planner on this site. With one city it finds the cheapest dates for the round trip.
  • Prices are what the sources showed when the plan ran, in US dollars. Check the price on the booking site before you pay.
  • Stopover never books anything or takes payment in ChatGPT.

What Stopover receives

The trip ChatGPT sends for the tool (the cities, the dates, how many travelers and any limits you asked for) and, once you sign in, which Stopover account it is. Not your conversation and not your OpenAI account. The privacy policy has the details.

Help

Something wrong with a plan from ChatGPT? Email anshpathak@flystopover.com with the plan link. The support page answers the common questions.