That sounds close to somebody who needs a secretary or a travel agency (honestly) xD. I don’t have the experience for those but I think the steps still remain in general the same. But the effort on the client side is much bigger, so if the task is recurrent a service of automating search requests on this websites and compiling them all together either by a human or a machine is the best option. Would be nice to do a text prompt and get automatically a proposal of flights gotten from searching those websites with variable dates. And if wishing to go ahead that the flights are all booked simultaneously with a bot x)