Yes, you know me too well... of course this is on my mind too. I am trying... trying very hard to just wait it out. But... I still feel like I am making the wrong choice.
I too saw the flat line. I wondered if things would go lower. Well, low and behold things went up today. Just last week I could have got a return fare for 224. Now the lowest and not the best time is 298.
I think for both of us... there are additional factors that complicate the issue. For me... do I hope to get a return on the same airline and not have to pay for bags... fly back with the rest of my party... wait to go lower since even now (just like you) the prices are on the high end of what I was hoping for.
You mention the bill will linger over your head. Well... I think the airfare will too. I know that I bit the bullet on getting the guys their tickets.. I paid to get some extra points (knowing that if I waited I may have enough by the end of July and not have to) I just was tired of gambling on the flight being there... and the points being available. Sure enough... July statement came and there would have been enough points. I do not regret having booked the flight though. I don't know if the flight I booked would have had available reward seats at this point. And... for what it is worth...I didn't have to spend the last month worrying about locking in a flight. I don't have to think about the guys flight at all now and it is bliss.

Now I just have to finish booking dd and I and then I will be much more at ease.
So I would say you have to weigh what is going to bring you the most peace... the bill being paid or having the flights booked. Also, will it frustrate you if you get the flights and then find that in a couple of months it comes back down.
For me... I am thinking I will jump the next time it comes down just a tad. I suspect that may be toward the end of the summer... summer is always a more expensive time to book travel, right? Course... the flight I had been looking at booking with Delta... well... it no longer is even on their schedule. I know that when my oldest dd flew with them recently she was extremely frustrated by flights being changed. In the case of them doing away with a flight... what happens? You get bumped to a flight that is going out near the same time?

and if that flight costs more??? I am wondering if my not getting that flight (even though it was the right price) may have been a blessing.
Ok so I could ramble on and on about this issue. I just find it terribly frustrating that airfare is so high right now.
