It's easy to read and pretty enjoyable as well as informative. You get everything from the Iroquois Theater fire to the creation of Kraft Cheese to the nomination of Abraham Lincoln to The Bean to America's first auto race to whatever. The really important and famous stuff is mentioned (yes, The Fire, the 1893 and 1933 Fairs, the Daleys), and so are many lesser things.
Enjoyable, though it does feel slight at times. I guess that's the nature of a book like this.
If anyone cares, here's how the events break down by decade:
1 - 1670s
1 - 1780s
1 - 1790s
0 - 1800s
1 - 1810s
1 - 1820s
7 - 1830s
2 - 1840s
4 - 1850s
8 - 1860s
13 - 1870s
10 - 1880s
18 - 1890s
28 - 1900s
33 - 1910s
37 - 1920s (the most of any decade)
32 - 1930s
22 - 1940s
29 - 1950s
30 - 1960s
29 - 1970s
25 - 1980s
10 - 1990s
10 - 2000s
12 - 2010s
2 - 2020s (both 2020, both about the pandemic)
By century, it goes: 1-2-64-275-24
From 1886-1992, every year has at least one entry except the following: 1898, 1907, 1922, 1923, 1926, and 1953. So there's a stretch of 66 years when only 1953 isn't represented.
Most entries: 1920 and 1921 are tied with 7 each (then two straight year of none; go figure).
It's especially based on the years 1900-1984 (just nine events in the back half of the 1980s). It's about 3 events per year (256/85) then a little over 1 per year from 1985-2020 (43/36).
This is all assuming I charted it out perfectly.