Here's an updated picture describing the flow
http://farm9.staticflickr.com/8179/7...4912e5fcf5.jpg
Here's the diagram I'm using as a general guide:
http://farm9.staticflickr.com/8445/7...c1c35582e3.jpg
The main pipe coming out of the filter is 1". The loops on the roof will be 1/2". The flow is reduced when flowing up to the solar loops, of course, but still acceptable.
As for winter, I plan to leave it in place, and blow out the lines. I will be taking down the solar loops as the pipe is a little more fragile then the main system which is poly pipe.