Dearborn and Randolph
The corner building on the left in this 1909 picture was built in 1874 as an eight-story office building. Note the Cunard Line office on the first floor. That is now a two-story McDonalds!
Wabash Ave. “L” 1907
Dearborn St. Station
The railroad station was built in 1885 and now houses a shopping mall and offices. The first photo is dated 1915.
Water Tower
Chicago’s Water Tower was built in 1869, making it the second oldest water tower in the country. It served as a pump house to draw water from nearby Lake Michigan and was the only public building to survive the 1871 fire. The first two photos are dated 1869 and 1926 respectively.
Wrigley Field
Wrigley Field opened in 1914, making it the second-oldest baseball park in the country; Fenway is the oldest. The Chicago Cubs started playing there in 1916. The first photo is the 1935 World Series where the Cubs lost to the Tigers four to two. They ended their 108-year Series drought in 2016, beating the Indians four to three.