12 user 2 critic

Windy City (1984)

The lives of a group of young Chicago men, as seen through the eyes of one of them, a thirty-something writer suffering from the early onset of midlife crisis brought on by nostalgia, his dying friend and the wedding of his old flame.


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Cast overview, first billed only:
... Danny
... Emily Reubens
... Sol
Jim Borrelli ... Mickey
... Bobby
... Pete
Lewis J. Stadlen ... Marty
... Eddy
Niles McMaster ... Michael
... Sherry
... Mr. Jones
Louie Lanciloti ... Ernesto
Wilbert Bradley ... Joe the Janitor
Liza Hella ... Barziti Sister #1
Elaine Wilkes ... Barziti Sister #2


Danny and his friends used to be great dreamers as kids. They called themselves The Rogues, always stuck together and had high hopes and big plans for the future. They were inspired by heroic pirates from old movies like Errol Flynn's Captain Blood. They'd watch these films together and dream about becoming bald adventurers themselves one day. A couple of decades later, the Rogues are still together but they are now busy with their adult lives and hardships and it seems like only Danny, a struggling writer, and Sol, his somewhat well-off, happy-go-lucky best friend, still like to goof around. Mickey is now the owner of a busy night club, Pete is a TV reporter for a daily show, Marty is a small businessman, Eddy is a failed stock broker who's facing jail time and Bobby is a fully committed family man. When Danny learns that his old flame and ex-girlfriend Emily, the one that got away, is getting married, he realizes that he still has feelings for her and Sol convinces him to think ...

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The dream is alive in the... See more »


Drama | Romance


R | See all certifications »




Release Date:

21 September 1984 (USA)  »

Also Known As:

All the Sad Young Men  »

Filming Locations:


Box Office

Opening Weekend USA:

$104,754, 23 September 1984, Limited Release

Gross USA:

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Company Credits

Production Co:

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Sound Mix:


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Did You Know?


The movie's "Windy City" title is a nickname of Chicago, Illinois, where the film's characters live. See more »


Referenced in The Cinema Snob: Slumber Party Massacre III (2017) See more »


Hit and Run Lovers
Music and Lyrics by Jack Nitzsche and Buffy Sainte-Marie
Sung by Edie Lehmann Boddicker (as Edie Lehmann)
Produced by Jay Gruska
See more »

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User Reviews

Boyhood Friendships Mature
13 May 2011 | by See all my reviews

I remembered loving this film in 1984 so when I saw it used the other day I had to buy it. For some reason I put off watching it but finally tonight it fit the bill. I wasn't that interested in the beginning of it but once Sol comes on the screen he has such a presence that I was hooked! In 1984 it was John Shea who appealed to me but this time he was almost annoying and the sincerity of Sol shone through. The love story with Emily ( Kate Capshaw) was good and I did cry. The way the friends pulled together and supported one another was moving. Most movies don't move me but this one even after all these years still does and that is high praise!!!

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