Arnie Miller, a small town guy from rural Connecticut, is forced to navigate a complicated weekend when convinced to go visit an ex girlfriend in Chicago.
| Actor | Role |
|---|---|
 Josh HelmanArnie | Arnie |
 Annabelle Dexter-JonesMelanie | Melanie |
 Cameron RichardsonMaggie | Maggie |
 Celeste AriasJessica | Jessica |
 Phillip ShinnJames | James |
| VVictor KubicekMark | Mark |
| EElizabeth GilpinKatherine | Katherine |
| MMarissa WilhelmAnnie | Annie |
| MMatt SturmStudent | Student |