| 54-40 | Danforth Music Hall | Saturday, November 22, 2008, 8:00 pm |
| AC/DC | Rogers Centre | November 7, 2008 - January 9, 2009 |
| Alan Jackson | Air Canada Centre | Friday, November 14, 2008, 7:30 pm |
| Alanis Morissette | Massey Hall | Wednesday, October 8, 2008, TBA |
| All Time Low | Kool Haus | Sunday, November 23, 2008, 5:30 pm |
| Amy Ray | Mod Club Theatre | Tuesday, November 4, 2008, TBA |
| Anberlin | Phoenix Concert Theatre | Monday, October 27, 2008, 6:30 pm |
| Ani DiFranco | Queen Elizabeth Theatre - Toronto | Wednesday, November 26, 2008, 8:00 pm |
| Ann Hampton Callaway | Roy Thomson Hall | March 31, 2009 - April 1, 2009 |
| Art Garfunkel | Roy Thomson Hall | Saturday, March 14, 2009, 8:00 pm |
| Australian Pink Floyd Show | Kool Haus | Wednesday, December 17, 2008, TBA |
| Bellydance Superstars | Danforth Music Hall | Wednesday, November 26, 2008, 8:00 pm |
| Bring Me the Horizon | Opera House-Toronto | Monday, December 8, 2008, 6:00 pm |
| Buddy Guy | Massey Hall | Thursday, April 23, 2009, 8:00 pm |
| Buffy Sainte-Marie | Massey Hall | Friday, October 31, 2008, 8:00 pm |
| Calexico | Phoenix Concert Theatre | Tuesday, November 18, 2008, 8:00 pm |
| Canadian Brass | Roy Thomson Hall | Tuesday, December 23, 2008, TBA |
| Carrie Underwood | Air Canada Centre | Tuesday, October 7, 2008, 7:30 pm |
| Cecilia Bartoli | Roy Thomson Hall | Sunday, March 1, 2009, 2:00 pm |
| Celtic Thunder | Air Canada Centre | Thursday, October 23, 2008, 8:00 pm |
| Chiodos | Sound Academy - ON | Saturday, November 15, 2008, TBA |
| Classic Albums Live | Phoenix Concert Theatre | October 23, 2008 - November 20, 2008 |
| Cobra Starship | Opera House-Toronto | October 25, 2008 - November 25, 2008 |
| CSS | Opera House-Toronto | Monday, December 15, 2008, TBA |
| Daniel Lanois | Massey Hall | Friday, November 14, 2008, 8:00 pm |
| Danzig | Sound Academy - ON | Sunday, October 19, 2008, 6:00 pm |
| David Byrne | Massey Hall | Wednesday, October 29, 2008, 8:00 pm |
| Dir En Grey | Kool Haus | Sunday, November 16, 2008, TBA |
| Donavon Frankenreiter | Phoenix Concert Theatre | Sunday, October 26, 2008, 8:00 pm |
| Dragonforce | Kool Haus | Friday, December 5, 2008, TBA |
| Eagles of Death Metal | Mod Club Theatre | Thursday, November 13, 2008, TBA |
| Elisa | Mod Club Theatre | Wednesday, October 29, 2008, TBA |
| Every Time I Die | Opera House-Toronto | Tuesday, November 4, 2008, 7:00 pm |
| Feist | Air Canada Centre | November 1, 2008 - November 3, 2008 |
| Five Finger Death Punch | Opera House-Toronto | Sunday, October 19, 2008, TBA |
| Franklin's Family Christmas Concert | Danforth Music Hall | Tuesday, December 23, 2008, 7:00 pm |
| Gabriela Montero | Glenn Gould Studio | April 1, 2009 - April 2, 2009 |
| Girl Talk | Kool Haus | Wednesday, November 12, 2008, TBA |
| Gwar | Opera House-Toronto | Wednesday, December 17, 2008, 7:00 pm |
| Hawksley Workman | Massey Hall | Friday, November 28, 2008, 8:00 pm |
| Hedley | Massey Hall | October 17, 2008 - October 18, 2008 |
| Henry Rollins | Queen Elizabeth Theatre - Toronto | Monday, October 27, 2008, TBA |
| Idina Menzel | Danforth Music Hall | Friday, November 7, 2008, 8:00 pm |
| In Flames | Sound Academy - ON | Friday, November 7, 2008, 7:00 pm |
| Iron and Wine | Phoenix Concert Theatre | Thursday, November 13, 2008, 8:00 pm |
| Isabel Bayrakdarian | Roy Thomson Hall | Friday, October 17, 2008, 8:00 pm |
| Itzhak Perlman | Roy Thomson Hall | Saturday, April 25, 2009, 8:00 pm |
| Jack's Mannequin | Opera House-Toronto | Thursday, November 13, 2008, 6:30 pm |
| James Blunt | Air Canada Centre | Thursday, November 27, 2008, 8:00 pm |
| James Cotton | Sound Academy - ON | Friday, October 24, 2008, 8:00 pm |
| Jason Collett | Lee\'s Palace | Saturday, October 18, 2008, 8:00 pm |
| Jason Mraz | Massey Hall | Wednesday, October 15, 2008, TBA |
| Jay Chou | Air Canada Centre | Thursday, December 18, 2008, 8:00 pm |
| Joan Baez | Massey Hall | Saturday, November 8, 2008, 8:00 pm |
| Joe Satriani | Massey Hall | Thursday, October 16, 2008, 7:00 pm |
| John McDermott | Roy Thomson Hall | Monday, December 22, 2008, TBA |
| Johnny Reid | Danforth Music Hall | Saturday, October 25, 2008, 8:00 pm |
| Jolie Holland | Horseshoe Tavern - Canada | Wednesday, October 29, 2008, 8:30 pm |
| Joseph Arthur | El Mocambo | Saturday, November 1, 2008, 8:00 pm |
| Kaiser Chiefs | Mod Club Theatre | Tuesday, November 18, 2008, 8:00 pm |
| Kataklysm | Opera House-Toronto | Sunday, October 26, 2008, TBA |
| Kathleen Battle | Roy Thomson Hall | Sunday, November 16, 2008, 2:00 pm |
| Kings of Leon | Kool Haus | Friday, November 7, 2008, 6:00 pm |
| Ladysmith Black Mambazo | Massey Hall | Monday, October 20, 2008, TBA |
| Lenny Kravitz | Air Canada Centre | Wednesday, October 22, 2008, 7:30 pm |
| Lindsey Buckingham | Danforth Music Hall | Wednesday, October 8, 2008, TBA |
| Liza Minnelli | Roy Thomson Hall | Monday, March 2, 2009, 8:00 pm |
| M83 | Opera House-Toronto | Thursday, November 20, 2008, 8:00 pm |
| Madonna | Air Canada Centre | October 18, 2008 - October 19, 2008 |
| Mariza | Massey Hall | Friday, February 13, 2009, 8:00 pm |
| Martha Wainwright | Danforth Music Hall | Saturday, December 6, 2008, 8:00 pm |
| Matisyahu | Phoenix Concert Theatre | Tuesday, December 16, 2008, TBA |
| Matt Mays | Phoenix Concert Theatre | Thursday, November 6, 2008, 8:00 pm |
| Matt Nathanson | El Mocambo | Sunday, November 23, 2008, 7:00 pm |
| Mavis Staples | Massey Hall | March 21, 2009 - May 21, 2009 |
| Maxwell | Massey Hall | Sunday, October 12, 2008, 8:00 pm |
| Metro Station | Kool Haus | Sunday, October 26, 2008, 8:00 pm |
| Michael Franti & Spearhead | Kool Haus | Thursday, November 6, 2008, TBA |
| Michael Kaeshammer | Glenn Gould Studio | Friday, May 1, 2009, 8:00 pm |
| Milton Nascimento | Massey Hall | Friday, October 24, 2008, 8:00 pm |
| Misfits | Phoenix Concert Theatre | Wednesday, October 22, 2008, 7:00 pm |
| Molly Johnson | Massey Hall | Saturday, October 25, 2008, 8:00 pm |
| National Arts Centre Orchestra | Roy Thomson Hall | Saturday, January 10, 2009, 8:00 pm |
| Neil Diamond | Air Canada Centre | Tuesday, December 2, 2008, 8:00 pm |
| Neil Young | Air Canada Centre | December 4, 2008 - December 5, 2008 |
| Nicole Cabell | Roy Thomson Hall | Sunday, March 8, 2009, 2:00 pm |
| Nikka Costa | El Mocambo | Sunday, October 26, 2008, TBA |
| O'Death | El Mocambo | Tuesday, November 4, 2008, TBA |
| Of Montreal | Queen Elizabeth Theatre - Toronto | Tuesday, October 28, 2008, 7:00 pm |
| Ours | Lee\'s Palace | Sunday, November 16, 2008, 8:00 pm |
| Renee Fleming | Roy Thomson Hall | Friday, April 17, 2009, 8:00 pm |
| Richie Havens | Massey Hall | Friday, October 31, 2008, 8:00 pm |
| Ron Sexsmith | Massey Hall | Thursday, October 23, 2008, 8:00 pm |
| Sam Roberts Band | Danforth Music Hall | November 13, 2008 - November 15, 2008 |
| Sarah Brightman | Air Canada Centre | Sunday, November 30, 2008, 7:30 pm |
| Sarah McLachlan | Roy Thomson Hall | Saturday, October 18, 2008, 8:00 pm |
| Sasha | The Guvernment | Saturday, November 8, 2008, TBA |
| Scars on Broadway | Phoenix Concert Theatre | Wednesday, October 29, 2008, 8:00 pm |
| Secret Machines | Lee\'s Palace | Wednesday, October 22, 2008, TBA |
| Serena Ryder | Mod Club Theatre | Wednesday, November 19, 2008, TBA |
| Sharon Jones | Kool Haus | Wednesday, October 29, 2008, 8:00 pm |
| Smashing Pumpkins | Massey Hall | November 3, 2008 - November 4, 2008 |
| Sondre Lerche | Mod Club Theatre | Friday, November 14, 2008, TBA |
| Soweto Gospel Choir | Massey Hall | December 17, 2008 - December 18, 2008 |
| Stars | Queen Elizabeth Theatre - Toronto | Friday, December 12, 2008, TBA |
| Stuart McLean | Massey Hall | December 13, 2008 - December 14, 2008 |
| The Barra MacNeils | Danforth Music Hall | Wednesday, December 17, 2008, 8:00 pm |
| The Black Dahlia Murder | Opera House-Toronto | Thursday, December 18, 2008, TBA |
| The Cheetah Girls | Air Canada Centre | Thursday, November 20, 2008, 7:00 pm |
| The Chieftains | Roy Thomson Hall | Tuesday, March 17, 2009, 8:00 pm |
| The Hold Steady | Phoenix Concert Theatre | Tuesday, November 11, 2008, 7:30 pm |
| The Legendary Pink Dots | Mod Club Theatre | Sunday, October 26, 2008, TBA |
| The Roots | Sound Academy - ON | Sunday, October 26, 2008, 8:00 pm |
| The Sea and Cake | Lee\'s Palace | Friday, November 14, 2008, TBA |
| The Sisters of Mercy | Phoenix Concert Theatre | Tuesday, October 28, 2008, 7:00 pm |
| Tina Turner | Air Canada Centre | November 13, 2008 - December 13, 2008 |
| Toronto Symphony Orchestra | Roy Thomson Hall | February 19, 2009 - June 10, 2009 |
| Trans-Siberian Orchestra | Air Canada Centre | December 26, 2008 - December 26, 2008 |
| Uh Huh Her | Phoenix Concert Theatre | Saturday, November 1, 2008, 6:00 pm |
| Usher | Kool Haus | Saturday, November 8, 2008, 8:00 pm |
| Wayne Shorter | Massey Hall | Friday, December 5, 2008, 8:00 pm |
| Yes | Massey Hall | Wednesday, November 5, 2008, 8:00 pm |
| Yo Yo Ma | Roy Thomson Hall | March 19, 2009 - March 20, 2009 |
| Zaki Ibrahim | Phoenix Concert Theatre | Friday, October 24, 2008, 10:00 pm |
| Zappa Plays Zappa | Mod Club Theatre | Thursday, October 23, 2008, 7:00 pm |
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