The film tells the story of three teenagers, based on real life gangsters Charles "Lucky" Luciano (Michael Nouri), Benjamin "Bugsy" Siegel (Joe Penny) and Michael Lasker (Brian Benben) (a fictional character who was most likely modeled after Meyer Lansky), growing up in New York's ghettos during the early 1900s to their rise though organized crime.
| Actor | Role |
|---|---|
 Michael NouriCharles "Lucky" Luciano | Charles "Lucky" Luciano |
 Brian BenbenMichael Lasker | Michael Lasker |
 Joe PennyBenjamin "Bugsy" Siegel | Benjamin "Bugsy" Siegel |
 Richard S. CastellanoGiuseppe "Joe the Boss" Masseria | Giuseppe "Joe the Boss" Masseria |
 Louis GiambalvoAl Capone | Al Capone |
 George DiCenzoArnold Rothstein | Arnold Rothstein |
 Joseph MascoloSalvatore Maranzano | Salvatore Maranzano |
 Jonathan BanksDutch Schultz | Dutch Schultz |
 Robert F. LyonsLegs Diamond | Legs Diamond |
 Markie PostChris Brennan | Chris Brennan |
| CChad ReddingJoy Olser | Joy Olser |
 Madeleine StoweRuth Lasker | Ruth Lasker |
 Robert John BurkeOfficer Reardon | Officer Reardon |
 Robert DaviVito Genovese | Vito Genovese |
 Jon PolitoThomas "Three Fingers Brown" Lucchese | Thomas "Three Fingers Brown" Lucchese |
| JJames AndronicaFrank Costello | Frank Costello |
 Allan ArbusGoodman | Goodman |
 Lelia GoldoniMrs. Lasker | Mrs. Lasker |
 Kathleen LloydStella Siegel | Stella Siegel |