The Chicago Film Critics Association Award for Best Director is an annual award given by the Chicago Film Critics Association.
| Year | Winner and nominees | Film |
|---|---|---|
| 1988 | Robert Zemeckis | Who Framed Roger Rabbit |
| 1989 | Spike Lee | Do the Right Thing |
| Woody Allen | Crimes and Misdemeanors | |
| Kenneth Branagh | Henry V | |
| Tim Burton | Batman | |
| Steven Soderbergh | Sex, Lies, and Videotape |
| Year | Winner and nominees | Film |
|---|---|---|
| 2020 | Chloé Zhao | Nomadland[2] [3] |
| Emerald Fennell | Promising Young Woman | |
| Spike Lee | Da 5 Bloods | |
| Steve McQueen | Lovers Rock | |
| Kelly Reichardt | First Cow | |
| 2021 | Jane Campion | The Power of the Dog[4] [5] |
| Paul Thomas Anderson | Licorice Pizza | |
| Ryusuke Hamaguchi | Drive My Car | |
| David Lowery | The Green Knight | |
| Steven Spielberg | West Side Story | |
| 2022 | Daniel Kwan & Daniel Schinert | Everything Everywhere All at Once |
| Park Chan-wook | Decision to Leave | |
| Todd Field | Tár | |
| Sarah Polley | Women Talking | |
| S. S. Rajamouli | RRR | |
| 2023 | Christopher Nolan | Oppenheimer |
| Greta Gerwig | Barbie | |
| Todd Haynes | May December | |
| Yorgos Lanthimos | Poor Things | |
| Martin Scorsese | Killers of the Flower Moon |
5 directors have won the award multiple times.
| Wins | Director |
|---|---|
| 2 |  Kathryn Bigelow |
| Joel Coen | |
| Terrence Malick | |
| Martin Scorsese | |
| / Christopher Nolan |