1. On September 14, 1901, President William McKinley died in Buffalo, New York, from wounds sustained after being shot by an assassin. He was succeeded by Vice President Theodore Roosevelt, who had strong ties to Illinois. Roosevelt's mother, Martha "Mittie" Roosevelt, was born in the city of Chestnut, Illinois.

2. In 1914, on September 14, the first highway in the United States opened in Illinois. The road was the Lincoln Highway, and it ran from New York to San Francisco. The Lincoln Highway Association was founded in Illinois in 1913 to promote the creation of the highway.

3. On September 14, 1969, President Richard Nixon spoke at the dedication ceremony for the O'Hare International Airport in Chicago. The airport had just completed a $200 million expansion, and Nixon praised the airport as an important transportation hub.

4. September 14, 1982, marked the final game for Chicago Cubs broadcaster Jack Brickhouse. Brickhouse had been the voice of the Cubs for 34 years, and his final game saw the Cubs win over the Montreal Expos with a score of 3-2.

5. On September 14, 2018, Illinois Governor Bruce Rauner signed legislation that made Illinois the first state in the US to require insurance companies to cover the cost of EpiPens for children. The new law was named after Annie LeGere, a 13-year-old Illinois resident who died in 2015 after having an allergic reaction to food.