| Date | Venue |
| Sunday January 7, 2024 at 6pm | The Lincoln Lodge (Chicago, IL) It’s The Ronnie Ray Show |
| Thursday January 11, 2024 at 6pm | The Laugh Factory (Chicago, IL) Stand The Heat Comedy Show |
| Sunday January 14, 2024 at 6pm | The Lincoln Lodge (Chicago, IL) Hot 5 Comedy Show |
| Thursday January 18, 2024 at 6pm | Holiday Club (Chicago, IL) Big Break Comedy Show |
| Friday January 19, 2024 at 8pm | The Odd Fellows Lodge (Janeville, WI) |
| Saturday January 20, 2024 at 8pm | Don’t Tell Comedy Show (Chicago, IL) |
| Sunday January 21, 2024 at 6pm | The Lincoln Lodge (Chicago, IL) Hot 5 Comedy Show |
| Saturday January 27, 2024 at 8pm | Hope and Anchor (Love’s Park, IL) Hope and Anchor Comedy Night |
| Sunday January 28, 2024 at 6pm | The Lincoln Lodge (Chicago, IL) Hot 5 Comedy Show |
| Wednesday January 31, 2024 at 8pm | The Lincoln Lodge (Chicago, IL) Adults Are Talking Podcast |
| Sunday February 4, 2024 at 6pm | The Lincoln Lodge (Chicago, IL) It’s The Ronnie Ray Show |
| Sunday February 11, 2024 at 6pm | The Lincoln Lodge (Chicago, IL) Hot 5 Comedy Show |
| Sunday February 18, 2024 at 6pm | The Lincoln Lodge (Chicago, IL) Hot 5 Comedy Show |
| Tuesday February 20, 2024 at 8pm | The Laugh Factory (Chicago, IL) Fresh Faces |
| Friday February 23, 2024 at 8pm | Comedy Plex Comedy Club (Oak Park, IL) Comedy Plex Presents: Ronnie Ray |
| Saturday February 24, 2024 at 8pm | Comedy Plex Comedy Club (Oak Park, IL) Comedy Plex Presents: Ronnie Ray |
| Sunday February 25, 2024 at 6pm | The Lincoln Lodge (Chicago, IL) Hot 5 Comedy Show |
| Wednesday February 28, 2024 at 8pm | The Lincoln Lodge (Chicago, IL) Adults Are Talking Podcast |
Ronnie Ray 