Season 1 of Chicago Typewriter premiered on April 7, 2017.

This drama follows the lives of two men and a woman through two eras: one during the 1930s Japanese occupation of Korea and the other in the 21st century. Han Se-joo was a writer in his past life and a bestselling author in the present. But Se-joo is depressed with writer’s block so he can't write his next book. Yoo Ji-no owned a bar in his previous life. In 2017, he is a talented ghostwriter who can bail Se-joo out of his predicament, but the mysterious man has a condition for his services. Se-joo may not be able to meet it. Jeon Seol was a sniper. Now she has extremely varied expertise. She is a former Olympian hopeful, a veterinarian, and a book lover who runs her own delivery service. She oscillates between extreme fandom and anti-fandom of Se-joo. The intricately woven story of these three characters unfolds to reveal strange mirroring connections between the time periods as well as possibilities for past lives to be redeemed or improved in the modern world.