Grand Prize: Gold Hugo
| Year | Winning film | Director(s) | Country |
|---|---|---|---|
| 1995 | Maborosi (Maboroshi no Hikari) | Hirokazu Koreeda | Japan |
| 1996 | Ridicule | Patrice Leconte | France |
| 1997 | The Winter Guest | Alan Rickman | United Kingdom |
| 1998 | The Hole (Dong) | Tsai Ming-liang | Taiwan |
| 1999 | Sachs' Disease (La maladie de Sachs) | Michel Deville | France |
| 2000 | Amores perros | Alejandro González Iñárritu | Mexico |
| 2001 | Fat Girl (À ma soeur!) | Catherine Breillat | France |
| 2002 | Madame Satã | Karim Aïnouz | Brazil |
| 2003 | Crimson Gold (Talaye Sorkh) | Jafar Panahi | Iran |
| 2004 | Kontroll | Nimród Antal | Hungary |
| 2005 | My Nikifor (Mój Nikifor) | Krzysztof Krauze | Poland |
| 2006 | Fireworks Wednesday (Chaharshanbe Suri) | Asghar Farhadi | Iran |
| 2007 | Silent Light (Stellet Lijcht) | Carlos Reygadas | Mexico |
| 2008 | Hunger | Steve McQueen | Ireland |
| 2009 | Mississippi Damned | Tina Mabry | United States |
| 2010 | How I Ended This Summer (Kak ya provyol etim letom) | Alexei Popogrebski | Russia |
| 2011 | Le Havre | Aki Kaurismäki | Finland |
Read more about this topic: Chicago International Film Festival
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