Planning an award trip usually means bouncing between a dozen tabs — one airline's award calendar, a cash-fare site to compare, a points-valuation chart, a deals forum. Starting today, you can do all of it in one place you are probably already typing into: Pointify is now a connector for ChatGPT and Claude. Ask for a route in plain language and the answer comes back with cash fares, award availability, points math, and current deals — no tab-hopping required.
What "Pointify in ChatGPT and Claude" actually means
ChatGPT and Claude both support connectors — trusted tools an assistant can call to fetch live data on your behalf. Pointify is now one of those tools, published in the official Model Context Protocol registry so it is discoverable across the ecosystem. Once Pointify is connected, the assistant can run real Pointify searches inside your conversation and show the results as clean, interactive cards rather than a wall of text.
The practical upshot: the assistant stops guessing about fares from stale training data and starts pulling live availability from Pointify's own search. When you ask "what does Boston to Lisbon look like in August, and is it better on points or cash?" you get an actual answer grounded in current data, not a vague estimate.
What you can ask for
The connector exposes the core of what Pointify does, each as something you can request conversationally:
- Search flights — cash fares and award availability between two airports on a date, pulled from multiple sources at once. Ask for a cabin and it filters to it.
- Find the cheapest dates — a flexible-date calendar around your target so you can see where the price actually drops if your plans can bend a few days.
- Buy or wait — a fare read on whether a route is likely to rise or fall, so you are not booking on a hunch.
- Value your points — a cents-per-point comparison across programs that tells you whether cash or points is the smarter pay for a given trip.
- Check hidden-city options — with the appropriate caveats, so you understand the trade-offs before you consider one.
- Browse current deals — the live award and mistake-fare feed, surfaced right in the chat.
Because the assistant understands context, you can chain these naturally. Search a route, then ask "now show me the cheapest week in September instead," then "and would my transferable points beat the cash price on that one?" — each step reuses what came before.
Get points tips in your inbox
Fare alerts, points strategy guides, and exclusive sweet spots. No spam.
By subscribing you agree to receive emails from Pointify. Unsubscribe anytime.
How the results show up
Answers render as interactive cards, not paragraphs of numbers. A flight search returns a set of option cards with carrier, route, stops, duration, and both the cash and points price side by side. A points question returns a ranked cash-vs-points view. A flexible-date request returns a calendar of minimums. It reads like a purpose-built travel tool living inside the chat, because that is essentially what it is.
Booking still happens on Pointify
The connector is for search and analysis. When you find the option you want, you finish the booking on Pointify itself, where the live fare is re-confirmed before you pay — the assistant never handles payment. That keeps the money side exactly where it belongs while the discovery and comparison happen wherever you like to think out loud.
How to connect it
In a client that supports custom connectors, add Pointify's connector using its server address and follow the prompts to authorize it. From then on, the assistant can call Pointify whenever your question is about flights, points, or deals. Pointify is also listed in the official MCP registry, so directory-based clients can find it directly.
If you would rather stay on the web, everything the connector does is available at Pointify search, and the assistant integrations are documented on our ChatGPT & Claude page. Travelers who want unlimited searches and mistake-fare alerts can look at Pointify Pro.
Why this matters for how you plan
The old way of planning award travel rewarded patience and a lot of open tabs. Meeting the search where you already ask your questions removes most of that friction: you describe the trip, the live data comes back, and you compare cash against points without leaving the conversation. It will not book the flight for you — that is deliberate — but it takes the tedious part of the research, the part that used to eat an evening, and folds it into a single back-and-forth. That is the whole point.
Search this deal on Pointify
Live availability, cash + points side by side, book in 2 clicks.