The Chicago Film Critics Association Award for Best Actress is an annual award given by the Chicago Film Critics Association.
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| Year | Winner | Film | Role |
|---|---|---|---|
| 1989 | Michelle Pfeiffer | The Fabulous Baker Boys | Susie Diamond |
| Year | Winner | Film | Role |
|---|---|---|---|
| 1990 | Kathy Bates | Misery | Annie Wilkes |
| 1993 | Holly Hunter | The Piano | Ada McGrath |
| 1994 | Jennifer Jason Leigh | Mrs. Parker and the Vicious Circle | Dorothy Parker |
| 1995 | Elisabeth Shue | Leaving Las Vegas | Sera |
| 1996 | Frances McDormand | Fargo | Marge Gunderson |
| 1997 | Judi Dench | Mrs. Brown | Queen Victoria |
| 1998 | Cate Blanchett | Elizabeth | Queen Elizabeth I |
| 1999 | Hilary Swank | Boys Don't Cry | Brandon Teena |
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