We stopped by The Club lounge as SEA near the A11 gate. The lounge was pretty well subscribed when we arrived. DH got a coffee and a couple of muffins for breakfast. It was quite a hike from the SWA "B" gates, but it helped us get our steps in .
We arrived at MDW with about a 2 hour layover. We decided to try to get into The Club. They estimated a 35 min wait on the wait list, but it was more like an hour--by the time the wait-list came up we decided it would be too close to boarding time, so we canceled. I can see where pre-booking a time might work out well here.