Who exactly are we talking about? If we confine our discussion to the city's elite, I would maintain that Chicagoans are better dressed than New Yorkers.
Last year I attended a conference my institute hosted at the Drake. About 300 Chicagoans attended - most from the financial services sector but others from the top ranks of industry here and there. It was without any doubt the best-dressed crowd I have ever seen. About 30% of the men there wore natty bow ties. Suit fabrics were in general interesting and obviously of high quality. The shirt/tie/jacket combinations were largely interesting and several steps beyond the obvious. I have never encountered a crowd like it.
We're at the Drake about once a year for such conferences and attendees are always impeccably dressed ... far better than they are at the Waldorf Astoria for similar conferences we host a couple of times a year.
Last year I attended a conference my institute hosted at the Drake. About 300 Chicagoans attended - most from the financial services sector but others from the top ranks of industry here and there. It was without any doubt the best-dressed crowd I have ever seen. About 30% of the men there wore natty bow ties. Suit fabrics were in general interesting and obviously of high quality. The shirt/tie/jacket combinations were largely interesting and several steps beyond the obvious. I have never encountered a crowd like it.
We're at the Drake about once a year for such conferences and attendees are always impeccably dressed ... far better than they are at the Waldorf Astoria for similar conferences we host a couple of times a year.




