I don't know anything for sure, of course, but I would expect that prices would fluctuate over the next few months. I'd be more shocked if prices didn't go down at times in the coming months. But, I would just keep stalking SW, checking prices often through out the day. I usually hit the window when prices are low as they will get this way, a little luck and some serious stalking, lol! I've found my best prices early in the wee or early morning hours usually. Sometimes they only last a few hours at that low price. But I would expect various sales over the next months. So, although I'd be upset with current prices, I'd be cautiously optimistic that I may still find something I'm happy with with. Especially with the anniversary sale they have been having in early-mid June. That's what I'm hoping for. Last year I got both ways for under 100 each, I think like $89 maybe, not sure(or about 5500 pts, which is how I paid then and this trip as well). I'd hold off on booking anything if the price is way more than I wanted to spend, especially spending cash. If prices go lower, I can get a credit back, but unless I travel in that allowed window, it probably wouldn't do me much good. Not so bad if you fly more than once a year, though. That's why I like using points, they just go back in your account right away.
My flight down finally did go up $23 by mid afternoon, the flight home is still the same, so far tonight. I will be stalking SW indefinitely now, lol, hoping to snatch the lowest price possible! I have to say I'm very surprised, and sorry for those who experienced this, that flights that far out are already sold out. Hopefully more will open up, so good luck!