After losing a custody battle, perpetual teenager Wayne Stobierski steals his son away for one last father-son weekend to the city of their dreams - Milwaukee, Wisconsin. What's supposed to be a light-hearted adventure soon transforms into a journey of profound redemption.
| Actor | Role |
|---|---|
 David SullivanWayne | Wayne |
 Bill HeckChuck | Chuck |
 Kristen JohnstonAlicia | Alicia |
 Cooper J. FriedmanTyler | Tyler |
| BBraden AndersenMatt | Matt |
| AAndi MatusiakLorraine | Lorraine |
 Tanya FischerDeidra | Deidra |
 Mark BorchardtStore Clerk | Store Clerk |
 Lily KnightJudge Haupt | Judge Haupt |
| MMalkia StampleyTracy | Tracy |
| JJoe RossobilloSecurity Guard | Security Guard |
| LLeah Joy GayleBitsy | Bitsy |
| KKendall DakofBaseball Game Attendee | Baseball Game Attendee |
| FFlora CokerDelores | Delores |
| DDavid A. FerrieTom | Tom |
| BBo JohnsonElmer | Elmer |
| DDan KatulaEarl | Earl |
| ZZach McLainPostman Jeff | Postman Jeff |
| LLee PalmerTicket Taker | Ticket Taker |
| DDavid SapiroStu Schmidt | Stu Schmidt |
| JJames TasseValet | Valet |
| AAlyssa DavisTailgater | Tailgater |
| CCourtney HeathExtra | Extra |
| LLeah NickolaiPicnicker At Park | Picnicker At Park |
| CChad OrrExtra | Extra |
| AAutumn Maria ReedExtra In Pfister Hotel | Extra In Pfister Hotel |
| SSilvia SchuelerPedestrian | Pedestrian |