Milan Chalupa (born July 4, 1953, in Oudoleň, Czechoslovakia) is a Czech former professional ice hockey defenceman who played 14 games for the Detroit Red Wings in the National Hockey League.
Chalupa began his career with HC Dukla Jihlava. He was drafted 49th overall by the Detroit Red Wings in the 1984 NHL Entry Draft and played 14 games during the 1984-85 NHL season, contributing five assists. He moved to Germany in 1985 with EHC Freiburg.
He completed for Czechoslovakia at the 1976 Winter Olympics and 1984 Winter Olympics, where the teams won the silver medal.

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