Flight Trip Planner

How you’d use it

You give it a trip and it shops cash fares and airline-points seats in parallel, ranks the best of each, then tells you the single smartest way to book: pay, use points, or mix the two.

Here's what using it actually looks like:

1. 1

   Tell it your trip

   Departure city, destination, a date window. Add limits if you want: nonstop only, a cabin, a budget.

2. 2

   It shops both at once

   It checks cash fares on Google Flights and award seats on your Amex points, in parallel, so it is fast.

3. 3

   You get two short lists

   The best cash options and the best points options, each ranked on its own, never compared apples-to-oranges.

4. 4

   And a verdict

   One plain recommendation: book this, this way, here is why. Set it on a schedule and it pings you when a price drops.

How it’s built

Two headless scrapers (automated browsers that run with no visible window) search Google Flights and point.me (an airline-points award-seat finder) at the same time (in parallel), collecting every itinerary that fits your rules. The cash results and points results are ranked separately (cost → travel time → stops); only the finalists get a second, slower --enrich pass that pulls the detail on each leg (each individual flight in the trip), so the expensive scraping runs once instead of for every result. A final claude -p call (Claude run from the command line) reads both lists and writes the recommendation.

• Two passes: a fast search returns every flight that fits your rules, then --enrich fills in the per-flight detail for only the finalists
• The point.me selectors (the fragile bit of code that reads that site's on-screen layout) live in one file, so when the site's layout changes there's a single place to fix
• A launchd scheduler (macOS’s built-in task runner) runs it once / daily / weekly / monthly, and reports live progress to my Mission Control dashboard
• Degrades gracefully: if Claude is unavailable, both ranked lists still show, just without the written recommendation

• Python
• Patchright (stealth browser automation)
• Claude Code CLI
• launchd (macOS task scheduler)