Yea, that would be a relative pain in the ass to get to Wrigley Field to from every day. If I lived in that area and worked there, I'd definitely go the walkable route (and, thus, a bit closer to Wrigley than Theo went with). Didn't Sammy Sosa live in Lake Point Tower? He had his own floor there. Some people would rather walk to work others would rather live downtown and deal with the extra commute. Fwiw I don't feel like that commute is all that bad. The way back would be worse but were talking 30-40 mins tops. The ride from Lakepoint Tower would be much easier as its right on LSD whereas at Trump your gonna have to fight through downtown traffic.