Windy City marks writer Armyan Bernstein’s (One from The Heart) maiden voyage as director of his own tales, and while the endeavor isn’t always smooth sailing, the heart-felt nature of his subject is generally strong enough to weather the awkwardness of this story of romance, friendship and shattered dreams.
Focus is Danny Morgan (John Shea), the most obvious victim of failed ambition among a group of seven men. He’s a writer forced to take odd jobs including delivering mail. In the latter capacity he meets Emily (Kate Capshaw), the woman who finally accelerates his maturation which ironically forces their estrangement.
Cast is very strong although Shea is saddled with too much voice-over narration at top of picture.