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The 1980 release 'My Bodyguard' had the presence of actors Adam Baldwin, Martin Mull, Chris Makepeace, Ruth Gordon, Matt Dillon etc in it and had included the city of Chicago in it.

The character portrayed by Clifford Peache stays in a fancy hotel in Chicago which is managed by his father. He liked relaxing on its roof garden and used to observe the city neighbourhoods through telescope.

This film was shot and set in Chicago in Illinois. The movie was made in English language and had a running time of 96 minutes. The director of the movie was Mr. Tony Bill and was released on the 11th of July in 1980.

http://www.fast-rewind.com/mybodyguard.htm

http://movies.yahoo.com/movie/1800098259/info