Hi everyone, I am back. I really appreciate the help but am starting to feel like I can't find that fit. I can get award flights from Iberia to Bilboa for 4 people with one stop in MAD for $1013 and 240,000 Avios. The problem is do not think my wife and kids can handle (or me for that matter) that long of a flight. It is one flight of 11 hours there, and 13 hours back respectively.

However, whenever I try to break up the flight, I can't find a good combination that doesn't cost a ton of points. I have tried booking American airlines bia British airways and that was crazy, I tried BA again but they want like $3000 plus more Avios.

I guess we could just suck it up but I was hopeful I could fly to the east cost, stay somewhere smart (don't really care) for a couple of days to sight see, then pop over to Bilboa from there.

Any ideas or is this simply I am wanting too much with what I have in points? I know there are tools out there but I am not too sure on Expert flyer, etc.

Ideally, I would like to fly and show my kids DC or Boston, or anywhere then pop over to spain on a shorter flight. Same on the way back. Any ideas that I am missing are super welcome!

Oh I also checked out United and I can't pull that off with the miles I have. The most I can get over there is about 210k if I transfer all my Chase there.

I also have tried booking AA via BA but that was hugely expensive. Charges on BA in general omg. Also, I am trying to pull up MIA stuff right now.