- Tony Abatemarco
- Lying Defendant / Farinata (voice)
- Scott Adsit
- Judge Minos / Paolo / Hirohito / Copter Pilot / Spiro Agnew (voice)
- Matt Besser
- Metallica Defendant / L. Ron Hubbard / Curtis LeMay / Airport Security (voice)
- Bill Chott
- Ciaccio 'El Gordo' / Calvacanti / Stalin / Ulysses' Crew (voice)
- Michael Coleman
- Charon / Phlegyas / Senator / Dick Cheney (voice) (as Mike Coleman)
- James Cromwell
- Virgil
- Andy Daly
- Lucan / 'Right On' Glutton / Jim Jones / Airport Screener / Ulysses' Naysayer (voice) (as Andrew Daly)
- John Fleck
- Brunetto Latini
- Sean Forrester
- Horace / Mr. Argenti / White Pimp / Beating Victim / Airport Security / Insider Trader #2 (voice)
- Tony Hale
- Ovid / Real Estate Broker / Pope Nicholas 3rd (voice)
- Tom Hallick
- George Sanders / Deep Voiced Lobbyist (voice)
- Laura Krafft
- George Sand / Airport P.A. / Subway P.A. (voice)
- Brandon Johnson
- Irate Driver / Mounted Policeman / Pimp #1 / Pimp #3 / Airport Security (voice)
- Dermot Mulroney
- Dante
- Martha Plimpton
- Celia / Lobbyist Singer / Lizzie Borden (voice)
- Kit Pongetti
- W.M.D. Defendant / Francesca / Marilyn Monroe / Elena Ceausescu (voice)
- Tami Sagher
- George Elliot / Greed Seductress / Barbara Bates / Penelope (voice)
- Dana Snyder
- Strom Thurmond / Ulysses (voice)
- Janet Varney
- Teacher / Cleopatra / City of Dis Intercom / Ulysses' Usher (voice)
- Matt Walsh
- Mussolini / Fox Reporter / Airport Security Pursuer (voice)
- Paul Zaloom
- Homer / God / Officer Chiron / Southern Lobbyist / Airport Security / Caiaphas / Ulysses' Crew / Macmud / Insider Trader #1 / Nicole Ceausescu / Lucifer (voice)
- Olivia d'Abo
- Beatrice
- Mark Ritts
- Gianciotto
