Sweaty traders yelling at each other all day notwithstanding, the Chicago Board of Trade Building is a beautiful symbol of the Art Deco décor of the 1930s. Designed by Holabird & Root, the CBOT Building features a three storied marble lobby and the iconic statue of Ceres, the goddess of grain (which you can trade on the floor), standing atop the building observing the financial district below. The building was dedicated as a Chicago Landmark in 1977 and a National Landmark in 1978, long before that one summer you decided to clerk there and never went back.
Perfectly preserved by the Illinois State Historic Preservation Agency, the Dana-Thomas House (or Susan Lawrence Dana House, depending on how you roll) is a gorgeous testament to Frank Lloyd Wright’s genius. Designed in 1902, the house features 35 rooms within 12,000sqft split between 19 total varied levels. Which is, like, a lot. It also displays detailed craftsmanship of glass doors, windows, terra cotta sculptures, and a mural.