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30 May 1939 | Bye Round | Oak Park v Chicago Cricket Club | Wilson and Outer Drive, Chicago | misc148737 | |
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11 Jun 1939 | First Round | Hyde Park v River Forest | 48th and Outer Drive, Chicago | misc148741 | |
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11 Jun 1939 | First Round | Lake Forest v Washington Park | South Park, Lake Forest | misc148740 | |
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11 Jun 1939 | First Round | Lake Shore v South Park | Wilson and Outer Drive, Chicago | misc148739 | |
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11 Jun 1939 | First Round | Winnetka v Chicago Cricket Club | Skokie Playing Fields, Winnetka | misc148738 | |
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02 Jul 1939 | Semi-Final | River Forest v Chicago Cricket Club | 48th and Outer Drive, Chicago | misc148742 | |
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02 Jul 1939 | Semi-Final | Washington Park v South Park | Washington Park, Chicago | misc148743 | |
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01 Oct 1939 | Final | Chicago Cricket Club v Washington Park | Skokie Playing Fields, Winnetka | misc148744 |