 Jeff DanielsNarrator (voice) | Narrator (voice) |
 Charlie DayMike Veeck | Mike Veeck |
| MMike VeeckSelf - Mike's Son / Mike Veeck | Self - Mike's Son / Mike Veeck |
| LLibby VeeckSelf / Libby Veeck | Self / Libby Veeck |
| NNight Train VeeckSelf | Self |
| LLee AdamsSelf | Self |
| DDax AllenSelf | Self |
| LLark AllenSelf | Self |
| DDan BarreiroSelf | Self |
| IIla BordersSelf - Pitcher | Self - Pitcher |
| BBob ChicoineSelf - Comiskey Beer Vendor | Self - Comiskey Beer Vendor |
| JJohn-Keith CulbrethSelf - Childhood Friend | Self - Childhood Friend |
| DDave DombrowskiSelf - White Sox Front Office | Self - White Sox Front Office |
| NNancy FaustSelf - White Sox Organist | Self - White Sox Organist |
| SSister Rosalind GefreSelf | Self |
| KKevin HarmonSelf - Rebecca's Nurse | Self - Rebecca's Nurse |
| DDave HoekstraSelf | Self |
| AAnnie HuidekoperSelf - VP, St Paul Saints | Self - VP, St Paul Saints |
| LLamar JohnsonSelf - White Sox 1974-1981 | Self - White Sox 1974-1981 |
| NNeal KarlenSelf - Author | Self - Author |
| TTony La RussaSelf - White Sox Manager | Self - White Sox Manager |
| DDave StevensSelf - Sports Journalist | Self - Sports Journalist |
| DDarryl StrawberrySelf - St Paul Saints 1996 | Self - St Paul Saints 1996 |
| DDon WardlowSelf - Saints Announcer (archive footage) | Self - Saints Announcer (archive footage) |
| HHarlow FaithChild | Child |
| AAbby GoreChild | Child |
 Tom BillettSportshirt Bill | Sportshirt Bill |
| KKai Walker BallardChild Mike Veeck | Child Mike Veeck |
| HHoward M. LockieUmpire | Umpire |
 Jordan DrakeBaseball Player #1 | Baseball Player #1 |
