In August DD's and my flight (PWM to MCO) was canceled at the last minute. We checked our bags and by the time we got to security, we'd been canceled. SW provided vouchers for a hotel and booked us on the early morning flight the next day (and sent $100 LUV vouchers about a month later). On that flight I was sitting next to a SW flight attendant who was dead-heading to BWI. We were chatting about staffing and such, and she pretty much said what I bolded above, and that most FAs were just waiting for the "perfect storm" to hit. Apparently that happened this weekend.
DH and I were impacted this weekend. Our 10am fight (PWM to MCO) was canceled and we were booked on the 1:20pm flight, which then was delayed until 2:40, thru MDW rather than BWI- but we didn't have to change planes, so I was pretty relieved. If we'd had to change in Chicago, I bet we'd be there still. There was one huge issue, though. Even though Dollar was tracking our flight changes and I called them to confirm this AND emailed them, of course they didn't have the vehicle we reserved. They had a vehicle for us, though- and it was $450 more than the original reservation. Pretty much stuck on that. SW has sent both DH and me a LUV voucher for $150. Doesn't make up for getting raked over the coals by Dollar, but it's $300 "back" on the $450 we didn't expect to spend.
We flew home today and while flights were full, the airports weren't particularly crowded (not even a line at Chik-fil-A in BWI at lunch time, hahaha). Hopefully this means things are settling out. I do hope it happens soon; we love flying SWA and would hate to see them "fold."