Points & Miles Trip Planner

You've got points. Perhaps even hundreds of thousands or millions of points. Unfortunately, the best flight award deals are the hardest to find. Searching for flight award availability across alliances is tedious as every program has different sweet spots, transfer partners, and fuel surcharges. Existing tools cost $$ to conduct advanced searches and to set truly useful alerts, and there is often a learning curve associated with using them.

An agent that takes a desired route, points balances, and date flexibility, then returns ranked itineraries with transfer paths, expected taxes, and a confidence score for each segment.

Started by mapping the domain into a structured loyalty graph. Used a tool-calling LLM with deterministic search functions for award availability, plus a smaller model for natural-language summaries. Cached partner award charts to avoid rate limits.

Now my default award travel planning tool, I've used this agent to book multiple long-haul redemptions for a fraction of cash fares. Key learning: in agentic products, deterministic tools beat clever prompting for anything involving prices or dates.