The article explores Jan Patočka’s treatment of boredom. It is a continuation of an article on Heidegger’s interpretation of boredom and Levinas’s examination of the concept of insomnia (published in Analecta Husserliana, Volume CXXV). All these philosophies use similar expressions when dealing with boredom and insomnia: they speak of being held captive though they eventually speak of being reengaged with the world. However, Patočka views boredom as being held by history—modern history. Because boredom is a negative historically created phenomenon, it is not responsible for positive private and social impulses. Instead, Patočka sees “Gigantic Boredom” of the modern era as not resolved by the advances of science and technology, but rather resulting in the problem of alienation.