1. In 1930, the Chrysler Building, one of the most iconic skyscrapers in New York City, was officially opened to the public on May 27. At the time of its completion, it was the tallest building in the world, standing at 1,046 feet tall.

2. On May 27, 1919, the first non-stop transatlantic flight was completed by John Alcock and Arthur Brown. They crashed in a bog near Clifden, Ireland after a 16-hour and 27-minute flight from St. John's, Newfoundland, Canada. The historic flight revolutionized aviation and paved the way for future flight advancements.

3. In 1911, on the same day, the New York Public Library was dedicated by President William Howard Taft. It was the largest marble building of its kind in the world and opened to the public on May 23 of the same year.

4. On May 27, 1941, Yankees slugger Lou Gehrig died from a rare disease, now known as Lou Gehrig's disease or amyotrophic lateral sclerosis (ALS). Gehrig was one of the most celebrated baseball players of his era, winning six World Series titles and setting numerous records.

5. On May 27, 1987, the controversial artist Andy Warhol passed away in New York City at the age of 58. Warhol was known for his provocative pop art pieces, which often challenged societal norms and conventions. Today, Warhol's legacy continues to influence modern art and culture.