 Richard DreyfussMeyer Lansky | Meyer Lansky |
 Illeana DouglasAnna Lansky | Anna Lansky |
 Anthony LaPagliaCharlie "Lucky" Luciano | Charlie "Lucky" Luciano |
 Eric RobertsBen "Bugsy" Siegel | Ben "Bugsy" Siegel |
 Beverly D'AngeloTeddy Lansky | Teddy Lansky |
 Yosef CarmonRabbi / Caretaker | Rabbi / Caretaker |
| MMosko AlkalaiJewelry Shopkeeper | Jewelry Shopkeeper |
| FFima NoveckHasid in Grodno | Hasid in Grodno |
| JJoshua PrawEight-Year-Old Meyer Lansky | Eight-Year-Old Meyer Lansky |
 Jill HoldenYetta Lansky | Yetta Lansky |
 James HarperLongy Zwillman | Longy Zwillman |
 Octavia SpencerEvelyn | Evelyn |
 Scott RabinowitzZen Ben-Dov | Zen Ben-Dov |
 Adam HendershottIrish Boy #2 | Irish Boy #2 |
| BBernardo HillerMax Lansky | Max Lansky |
| BBrian CaseyIrish Boy #1 | Irish Boy #1 |
 Christopher Rodriguez MarquetteJake Lansky Ages 9-11 | Jake Lansky Ages 9-11 |
 Jeff PerryAmerican Lawyer | American Lawyer |
 Larry MossBenjamin Lansky | Benjamin Lansky |
 Matthew SettleBugsy Siegel Ages 17-26 | Bugsy Siegel Ages 17-26 |
 Max PerlichMeyer Lansky Ages 19-28 | Meyer Lansky Ages 19-28 |
 Ryan MerrimanMeyer Lansky Ages 12-14 | Meyer Lansky Ages 12-14 |
 Stanley DeSantisArnold Rothstein | Arnold Rothstein |
| BBenjamin Kimball SmithIrish Gang Leader | Irish Gang Leader |
| AAnthony MedwetzBenny Siegel - Age 11 | Benny Siegel - Age 11 |
| AAmit AlonBoy Outside Jewelry Shop | Boy Outside Jewelry Shop |
| PPaul SincoffCharlie Luciano Ages 17-30 | Charlie Luciano Ages 17-30 |
| PP.C. FriebergOld City Civilian | Old City Civilian |
| BBill CapizziJoe 'The Boss' Masseria | Joe 'The Boss' Masseria |
 Eric SaietIRS Man #1 | IRS Man #1 |
