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Gwen
I wouldn't stay at SPG when in Chicago. Langham often has great rates and is such a step above any SPG property that is worth it to forgo the points. I don't think Langham club access is worth though.
W lakeshore
W is the closest to wacker. You can walk to the office :)
W
Gwen
In the actual Loop? The W.
River North area either the Westin or Gwen for SPG, but not a huge fan of either. Stay at the Peninsula if you can.
should be near Wacker drive. W is the closest I believe
Fairmont hotel. Most consultants don't have status there though.
The Gwen...if ok with Wicker Park and taking the blue line in then The Robey