The 33rd Chicago Film Critics Association Awards were announced on December 21, 2020. The awards honor the best in film for 2020. The nominations were announced on December 18, 2020. Nomadland received the most nominations (7), followed by Da 5 Bloods (6), First Cow (6) and I'm Thinking of Ending Things (6).

I'm Thinking of Ending Things is a 2020 American surrealist psychological thriller film written and directed by Charlie Kaufman. It is an adaptation of the 2016 novel of the same name by Iain Reid. The plot follows a young woman who goes on a trip with her boyfriend to meet his parents. Throughout the film, the main narrative is intercut with footage of a school janitor going to work, with both stories intersecting by the third act.