Booking Solver for Airline Passes

I have an idea and a hosted site for helping users maximize the utilization of their flight or other travel passes, for example, Frontier Go Wild.

Here is part of my doc/reseasrch :

selling passes,Summer, Fall/Winter, and Annual, which allow unlimited travel.

Should be a no-brainer that people pay $99 or more to improve their odds with their pass, which can have blackout dates, etc.

The other thing, I have two gateways to the US, but one is more expensive than the other.

There are a ton of interesting problems here...which relate directly to money.

This very much reminds me of the last minute auto bidding service for eBay, whose name I forget…The reversal is that this is “first minute” like at 12:01 when tickets go on sale for the next day, we need to be hitting the airline site….as the user.  Domestic US travel opens for booking day before, international 10 days before.  Seats are limited and last seat availability is not guaranteed.

What am I looking for here, generally, to build a robot that can book airline tickets?  Generally is that closest to Robotic Process Automation, RPA?

And some kind of rules engine - In the month of X or week of Y, I would like to go to PHL, TTN, BWI, or LGA in that order of preference.

I hold one of these passes, currently with a couple of months left on it, so we could test.

Looking for an ambitious dev to help me build this out, starting with one of the tools I have identified.