I booked 1/31 when booking opened for our dates through Southwest. We are flying out 8/29. We used points. I check every day or 2 to see if fares have gone down, but not so far.
When the flights were released about 7 AM, our outbound flight was actually $319 which is ridiculous. I checked again around 10 AM just in case, and it was down to $155 so I booked it. It's now $209. LOVE how you can re-book and get a refund of the points difference if price goes down. Last year, I was able to that twice in each leg of our trip.