Guest Stars Gretchen Mol as Gillian Darmody Greg Antonacci as Johnny Torrio Max Casella as Leo D'Alessio Edoardo Ballerini as Ignacious D'Alessio Geoff Pierson as Senator Walter Edge Chris Mulkey as Boss Frank Hague Emily Meade as Pearl Co Starring Brady Noon as Tommy Darmody Connor Noon as Tommy Darmody Lucy Gallina as Emily Schroeder Josie Gallina as Emily Schroeder Rory McTigue as Teddy Schroeder Declan McTigue as Teddy Schroeder Victor Verhaeghe as Damien Fleming Robert Clohessy as Alderman Jim Neary William Hill as Alderman George O'Neill Adam Mucci as Deputy Halloran Edward McGinty as Alderman Al Boyd Tracy Middendorf as Babette Anna Katarina as Isabelle Jeunet Al Linea as Matteo D'Allessio John Rue as Mayor Harry Bacharach Felicity Stiverson as Babette's Dancer Mark Manley as Babette's Dancer William Ward as Babette's Dancer Susan Varon as Madam Regina Jennifer Bowles as Babette's Dancer Barbara Tirrell as Edith Sean Weil as Liam Frank Root as Babette's Dancer Frank Shattuck as Charlie Sheridan Dieter Riesle as Babette's Dancer Nathan Williams as Harvey Tyler Ingram as Babette's Dancer Demosthenes Chrysan as George Anastos Alison Solomon as Babette's Dancer Simone Assboeck as Babette's Dancer Nikolas Kontomanolis as Chicago Patron Meredith Riley Stewart as Babette's Dancer John Lantz as Taylor Jimmie James as Klansman #1 Jeffrey C. Wolf as Babette's Dancer Erin McGrath as Edith Day Derek Milhem as Attendant Cat Davis as Commodore's Whore Scott Sowers as Joseph Earl Dinler