| Date | Time | Event Name | Type | Genre | Venue | Address | Age | Price | |
|---|---|---|---|---|---|---|---|---|---|
 | FriDec 26 | 7:00 PM | Vince Carone | Art & Theatre | Milwaukee Improv (Main Room) | 20110 Lower Union Street | All Ages | Free | |
| FriDec 26 | 9:15 PM | Vince Carone | Art & Theatre | Milwaukee Improv (Main Room) | 20110 Lower Union Street | All Ages | Free | |
 | SatDec 27 | 6:30 PM | Jackie Kashian | Art & Theatre | Comedy | Milwaukee Improv (Main Room) | 20110 Lower Union Street | All Ages | Free |
| SatDec 27 | 9:00 PM | Jackie Kashian | Art & Theatre | Comedy | Milwaukee Improv (Main Room) | 20110 Lower Union Street | All Ages | Free |
| SunDec 28 | 6:00 PM | Jackie Kashian | Art & Theatre | Comedy | Milwaukee Improv (Main Room) | 20110 Lower Union Street | All Ages | Free |
| TueDec 30 | 7:30 PM | Two Cents Tuesday | Art & Theatre | Milwaukee Improv (The Lab) | 20110 Lower Union Street | All Ages | Free | |
 | WedDec 31 | 7:00 PM | Big Jay Oakerson | Art & Theatre | Comedy | Milwaukee Improv (Main Room) | 20110 Lower Union Street | All Ages | Free |
| FriJan 2 | 7:00 PM | Big Jay Oakerson | Art & Theatre | Comedy | Milwaukee Improv (Main Room) | 20110 Lower Union Street | All Ages | Free |
| FriJan 2 | 9:15 PM | Big Jay Oakerson | Art & Theatre | Comedy | Milwaukee Improv (Main Room) | 20110 Lower Union Street | All Ages | Free |
| SatJan 3 | 6:30 PM | Big Jay Oakerson | Art & Theatre | Comedy | Milwaukee Improv (Main Room) | 20110 Lower Union Street | All Ages | Free |
| SatJan 3 | 9:00 PM | Big Jay Oakerson | Art & Theatre | Comedy | Milwaukee Improv (Main Room) | 20110 Lower Union Street | All Ages | Free |
 | FriJan 9 | 7:00 PM | Rene Vaca | Art & Theatre | Milwaukee Improv (Main Room) | 20110 Lower Union Street | All Ages | Free | |
| FriJan 9 | 9:15 PM | Rene Vaca | Art & Theatre | Milwaukee Improv (Main Room) | 20110 Lower Union Street | All Ages | Free | |
| SatJan 10 | 6:30 PM | Rene Vaca | Art & Theatre | Milwaukee Improv (Main Room) | 20110 Lower Union Street | All Ages | Free | |
| SatJan 10 | 9:00 PM | Rene Vaca | Art & Theatre | Milwaukee Improv (Main Room) | 20110 Lower Union Street | All Ages | Free | |
| SunJan 11 | 6:00 PM | Rene Vaca | Art & Theatre | Milwaukee Improv (Main Room) | 20110 Lower Union Street | All Ages | Free | |
| TueJan 13 | 7:30 PM | Two Cents Tuesday | Art & Theatre | Milwaukee Improv (The Lab) | 20110 Lower Union Street | All Ages | Free | |
| ThuJan 15 | 7:00 PM | Anthony Robustiano | Art & Theatre | Milwaukee Improv (Main Room) | 20110 Lower Union Street | All Ages | Free | |
| ThuJan 15 | 7:30 PM | Vincent Bryant | Art & Theatre | Milwaukee Improv (The Lab) | 20110 Lower Union Street | All Ages | Free | |
FriJan 16 | 7:00 PM | BRUCE BRUCE: Cool Since Day One Tour *BR... | Art & Theatre | Comedy | Milwaukee Improv (Main Room) | 20110 Lower Union Street | All Ages | Free | |
FriJan 16 | 9:15 PM | BRUCE BRUCE: Cool Since Day One Tour *BR... | Art & Theatre | Comedy | Milwaukee Improv (Main Room) | 20110 Lower Union Street | All Ages | Free | |
SatJan 17 | 6:30 PM | BRUCE BRUCE: Cool Since Day One Tour *BR... | Art & Theatre | Comedy | Milwaukee Improv (Main Room) | 20110 Lower Union Street | All Ages | Free | |
SatJan 17 | 9:00 PM | BRUCE BRUCE: Cool Since Day One Tour *BR... | Art & Theatre | Comedy | Milwaukee Improv (Main Room) | 20110 Lower Union Street | All Ages | Free | |
SunJan 18 | 6:00 PM | BRUCE BRUCE: Cool Since Day One Tour *BR... | Art & Theatre | Comedy | Milwaukee Improv (Main Room) | 20110 Lower Union Street | All Ages | Free | |
 | ThuJan 22 | 7:00 PM | Ian Bagg | Art & Theatre | Comedy | Milwaukee Improv (Main Room) | 20110 Lower Union Street | All Ages | Free |
| FriJan 23 | 7:00 PM | Ian Bagg | Art & Theatre | Comedy | Milwaukee Improv (Main Room) | 20110 Lower Union Street | All Ages | Free |
| FriJan 23 | 9:15 PM | Ian Bagg | Art & Theatre | Comedy | Milwaukee Improv (Main Room) | 20110 Lower Union Street | All Ages | Free |
| SatJan 24 | 6:30 PM | Ian Bagg | Art & Theatre | Comedy | Milwaukee Improv (Main Room) | 20110 Lower Union Street | All Ages | Free |
| SatJan 24 | 9:00 PM | Ian Bagg | Art & Theatre | Comedy | Milwaukee Improv (Main Room) | 20110 Lower Union Street | All Ages | Free |
| SunJan 25 | 2:00 PM | Wicked Sing-Along Drag Brunch | Art & Theatre | Milwaukee Improv (Main Room) | 20110 Lower Union Street | All Ages | Free | |
| TueJan 27 | 7:30 PM | Two Cents Tuesday | Art & Theatre | Milwaukee Improv (The Lab) | 20110 Lower Union Street | All Ages | Free | |
| ThuJan 29 | 7:30 PM | Milwaukee Roast Championship: Round 1 | Art & Theatre | Milwaukee Improv (Main Room) | 20110 Lower Union Street | All Ages | Free | |
 | FriJan 30 | 7:00 PM | Chris D'Elia | Art & Theatre | Comedy | Milwaukee Improv (Main Room) | 20110 Lower Union Street | All Ages | Free |
| FriJan 30 | 9:15 PM | Chris D'Elia | Art & Theatre | Comedy | Milwaukee Improv (Main Room) | 20110 Lower Union Street | All Ages | Free |
| SatJan 31 | 6:30 PM | Chris D'Elia | Art & Theatre | Comedy | Milwaukee Improv (Main Room) | 20110 Lower Union Street | All Ages | Free |
| SatJan 31 | 9:00 PM | Chris D'Elia | Art & Theatre | Comedy | Milwaukee Improv (Main Room) | 20110 Lower Union Street | All Ages | Free |
 | SunFeb 1 | 6:00 PM | Love & Laughter with Jeff Allen | Art & Theatre | Comedy | Milwaukee Improv (Main Room) | 20110 Lower Union Street | All Ages | Free |
 | ThuFeb 5 | 7:00 PM | Aries Spears | Art & Theatre | Comedy | Milwaukee Improv (Main Room) | 20110 Lower Union Street | All Ages | Free |
| FriFeb 6 | 7:00 PM | Aries Spears | Art & Theatre | Comedy | Milwaukee Improv (Main Room) | 20110 Lower Union Street | All Ages | Free |
| FriFeb 6 | 9:15 PM | Aries Spears | Art & Theatre | Comedy | Milwaukee Improv (Main Room) | 20110 Lower Union Street | All Ages | Free |
| SatFeb 7 | 6:30 PM | Aries Spears | Art & Theatre | Comedy | Milwaukee Improv (Main Room) | 20110 Lower Union Street | All Ages | Free |
| SatFeb 7 | 9:00 PM | Aries Spears | Art & Theatre | Comedy | Milwaukee Improv (Main Room) | 20110 Lower Union Street | All Ages | Free |