Trump Tower

The Trump Tower would be hard to miss, but given this year's attention on its namesake, it was particularly difficult to ignore. I sort of like the building, but it was hard for me to separate its personality from that of the Donald's. For example, I don't think any other building we saw in Chicago had its name in a bigger font.

The 98-story building includes both hotel and condos. It was completed in 2009. It stands out in part because it rises so high above the Michigan Avenue Bridge and because it's lined up with the entrance to the Chicago River.