| Amanda Tosoff Quartet | Jun 29 | Tom Lee Music Downtown City Stage - Free |
| Jim Byrnes & The Sojourners | Jun 29 | St. Andrew's-Wesley United Church - Free |
| Yuji | Jun 29 | Granville Island - Market Stage - Free |
| Fred Lonberg-Holm - Workshop | Jun 29 | Tom Lee Music Hall - Free |
| Anagram Duo | Jun 29 | City Square Shopping Centre - Free |
| Ugly Beauties | Jun 29 | Performance Works - Free |
| Zapato Negro | Jun 29 | CBC / Radio-Canada Studio One Jazz - Free |
| Bruno Hubert Trio & The Cat Toren Band | Jun 29 | Libra Room - Club |
| Paul Pigat & Michael Dunn | Jun 29 | Dockside Restaurant & Brewing Company at The Granville Island Hotel - Free |
| Chris Gestrin Trio & Brad Turner Trio | Jun 29 | The Cellar Restaurant / Jazz Club |
| Soul Syndicate | Jun 29 | Capones Restaurant & Live Jazz Club |
| Al Di Meola World Sinfonia '09 | Jun 29 | The Centre - Ticketed |
| Sonny Rollins | Jun 29 | The Orpheum - TICKETED |
| Laura Crema with Sharon Minemoto Trio | Jun 29 | The Ironworks - Ticketed |
| Alexander von Schlippenbach "Monk's Casino" | Jun 29 | Roundhouse - Performance Centre - Ticketed |
| David Priest | Jun 29 | Ouisi Bistro - Club |
| Redgy Blackout | Jun 29 | The Lamplighter - Club |
| Joyce | Jun 29 | Performance Works - Ticketed |
| King Khan & BBQ Show | Jun 29 | The Biltmore Cabaret - Ticketed |
| Tony Foster Trio | Jun 29 | O'Doul's Restaurant and Bar - Club |
| CubaZone | Jun 29 | The Greedy Pig - Club |
| Lesismore | Jun 29 | The Yale - Club |
| Delirium | Jun 29 | The Ironworks - Ticketed |
| Mike Allen Quartet - Late Night Jam Session | Jun 29 | O'Doul's Restaurant and Bar - Club |