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Flew to Chicago last weekend. Middle seat was open both ways. However, they were willing to put people in the middle seat. It depends on how full the flight is. I got an email saying the middle seats may be occupied for the return trip. They weren’t, but there was a possibility, and they communicated that.
No more open middle seats on flights that I flew last month. One leg was sold out, in fact. SW customer service was very transparent about number of seats left when I called the day before the flight to ask. SW also sent an email the week of the flight indicating that they longer held middle seats open. There are some pretty clear documented instances of people spreading covid in flight so I was not entirely comfortable on the sold out flight.