| Date | Time | Event Name | Type | Genre | Venue | Address | Age | Price | |
|---|---|---|---|---|---|---|---|---|---|
 | 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 |
| TueFeb 10 | 7:30 PM | Two Cents Tuesday | Art & Theatre | Milwaukee Improv (The Lab) | 20110 Lower Union Street | All Ages | Free | |
| WedFeb 11 | 7:00 PM | Granny Bingo Night: Galentine's Edition | Family | Milwaukee Improv (Main Room) | 20110 Lower Union Street | All Ages | Free | |
 | ThuFeb 12 | 7:00 PM | David Nihill: Taking Tangents Tour | Art & Theatre | Milwaukee Improv (Main Room) | 20110 Lower Union Street | All Ages | Free | |
 | FriFeb 13 | 7:00 PM | David Koechner | Art & Theatre | Comedy | Milwaukee Improv (Main Room) | 20110 Lower Union Street | All Ages | Free |
| FriFeb 13 | 9:15 PM | The Office Trivia with "Todd Packer" | Art & Theatre | Milwaukee Improv (Main Room) | 20110 Lower Union Street | All Ages | Free | |
| SatFeb 14 | 6:30 PM | David Koechner | Art & Theatre | Comedy | Milwaukee Improv (Main Room) | 20110 Lower Union Street | All Ages | Free |
| SatFeb 14 | 9:00 PM | David Koechner | Art & Theatre | Comedy | Milwaukee Improv (Main Room) | 20110 Lower Union Street | All Ages | Free |
| SunFeb 15 | 6:00 PM | David Koechner | Art & Theatre | Comedy | Milwaukee Improv (Main Room) | 20110 Lower Union Street | All Ages | Free |
 | ThuFeb 19 | 7:00 PM | Christopher Titus: Doomed to Repeat | Art & Theatre | Comedy | Milwaukee Improv (Main Room) | 20110 Lower Union Street | All Ages | Free |
 | FriFeb 20 | 7:00 PM | Tony Rock | Art & Theatre | Comedy | Milwaukee Improv (Main Room) | 20110 Lower Union Street | All Ages | Free |
| FriFeb 20 | 9:15 PM | Tony Rock | Art & Theatre | Comedy | Milwaukee Improv (Main Room) | 20110 Lower Union Street | All Ages | Free |
| SatFeb 21 | 6:30 PM | Tony Rock | Art & Theatre | Comedy | Milwaukee Improv (Main Room) | 20110 Lower Union Street | All Ages | Free |
| SatFeb 21 | 9:00 PM | Tony Rock | Art & Theatre | Comedy | Milwaukee Improv (Main Room) | 20110 Lower Union Street | All Ages | Free |
| SunFeb 22 | 6:00 PM | Tony Rock | Art & Theatre | Comedy | Milwaukee Improv (Main Room) | 20110 Lower Union Street | All Ages | Free |
| TueFeb 24 | 7:30 PM | Two Cents Tuesday | Art & Theatre | Milwaukee Improv (The Lab) | 20110 Lower Union Street | All Ages | Free | |
| ThuFeb 26 | 7:30 PM | Milwaukee Roast Championship: Round 2 | Art & Theatre | Milwaukee Improv (Main Room) | 20110 Lower Union Street | All Ages | Free | |
FriFeb 27 | 7:00 PM | Frank Caliendo | Art & Theatre | Comedy | Milwaukee Improv (Main Room) | 20110 Lower Union Street | All Ages | Free | |
SatFeb 28 | 6:30 PM | Frank Caliendo | Art & Theatre | Comedy | Milwaukee Improv (Main Room) | 20110 Lower Union Street | All Ages | Free | |
 | ThuMar 5 | 7:30 PM | Hunter Hill | Art & Theatre | Comedy | Milwaukee Improv (Main Room) | 20110 Lower Union Street | All Ages | Free |
 | SatMar 7 | 6:30 PM | Adele Givens | Art & Theatre | Comedy | Milwaukee Improv (Main Room) | 20110 Lower Union Street | All Ages | Free |