Jazz in Toronto in October 2026

Friday, October 23, 2026

• Music

  6:30 PM

  Wilkinson-Dunn Quartet, Straight ahead jazz

  The Emmet Ray · Little Portugal

  • Music
  • Jazz

• Music

  7 PM

  Sound Ideas Big Band

  Grossman's Tavern · Kensington Market

  • Music
  • Swing

• Music

  8:30 PM

  Poetry Presents: The Shuffle: A Live Jazz-Hiphop Experiment

  The Shuffle

  Poetry Jazz Café · Parkdale / Queen West

  • Music
  • Jazz

  $20

• Music

  9:30 PM

  Tommy Flanagan Tribute Show, Jazz, Bebop, with Emmett Hodgins

  The Emmet Ray · Little Portugal

  • Music
  • Bebop
  • Jazz

• Music

  11:30 PM

  Late Night Jazz Jam

  Jazz Bistro · Downtown / Garden District

  • Music
  • Jazz

  Tickets ↗

Saturday, October 24, 2026

• Music

  1:30 PM

  Swing Shift Big Band

  The Rex · Queen West / Entertainment District

  • Music
  • Swing

  Tickets ↗

• Music

  5:30 PM

  Real and Emotional Music, For Listening, Jazz, Standards & More

  The Emmet Ray · Little Portugal

  • Music
  • Jazz

• Music

  8:30 PM

  Gracie Singh-Yuz Quartet, vocal jazz

  The Emmet Ray · Little Portugal

  • Music
  • Jazz
  • Vocal jazz

• Music

  until Oct 25

  Late Night Jazz Jam, Sponsor by Woodhouse Brewery, presented by JazzInToronto, Host Enoch Ludo

  The Emmet Ray · Little Portugal

  • Music
  • Jazz

Sunday, October 25, 2026

• Music

  2 PM

  Ethio Jazz with Melat Mengesha

  The Rex · Queen West / Entertainment District

  • Music
  • Jazz

  Tickets ↗

• Music

  3 PM

  New Orleans Connection All Star Jazz Band

  Grossman's Tavern · Kensington Market

  • Music
  • Jazz

• Music

  5 PM

  Afu & JB Quartet, Swing, Bebop, Hardbop, visiting from Van City

  The Emmet Ray · Little Portugal

  • Music
  • Bebop
  • Swing

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• Music

  8:30 PM

  Ben Basso Quartet (4tet), Straight ahead jazz/standards.

  The Emmet Ray · Little Portugal

  • Music
  • Jazz

Monday, October 26, 2026

• Music

  5 PM

  Humber College Student Jazz Ensembles

  The Rex · Queen West / Entertainment District

  • Music
  • Jazz

  Tickets ↗

• Music

  6:30 PM

  Lyf! Trio, Modern Jazz

  The Emmet Ray · Little Portugal

  • Music
  • Jazz

• Music

  9:15 PM

  Dr. Keys, Jazz Piano

  The Emmet Ray · Little Portugal

  • Music
  • Jazz

Tuesday, October 27, 2026

• Music

  8 PM

  CLASSIC REX JAZZ JAM

  The Rex · Queen West / Entertainment District

  • Music
  • Jazz

  $10 Tickets ↗

• Music

  8:30 PM

  Poetry Presents: The Shuffle: A Live Jazz-Hiphop Experiment

  The Shuffle

  Poetry Jazz Café · Parkdale / Queen West

  • Music
  • Jazz

• Music

  9:15 PM

  David Hodgson, the return from NYC: David, Miles, Aidan, and Keon. Jazz, free music, experimental

  The Emmet Ray · Little Portugal

  • Music
  • Experimental
  • Jazz

Wednesday, October 28, 2026

• Music

  6:30 PM

  Ben Estrin Trio w/ Lily Galivan, Straight Ahead Jazz

  The Emmet Ray · Little Portugal

  • Music
  • Jazz

• Music

  —Time not announced

  CLASSIC REX JAZZ JAM

  The Rex · Queen West / Entertainment District

  • Music
  • Jazz

Thursday, October 29, 2026

• Music

  6:30 PM

  Leung & Sgrigs Quartet, Straight ahead Bebop/Jazz

  The Emmet Ray · Little Portugal

  • Music
  • Bebop
  • Jazz

• Music

  9:15 PM

  Michael Spiroff, ragtime, blues, cabaret songs *Halloween Edition*

  The Emmet Ray · Little Portugal

  • Music
  • Blues
  • Dixieland

Friday, October 30, 2026

• Music

  6:30 PM

  The Blue Sky Group, Progressive improvised Jazz

  The Emmet Ray · Little Portugal

  • Music
  • Jazz

• Music

  11:30 PM

  Late Night Jazz Jam

  Jazz Bistro · Downtown / Garden District

  • Music
  • Jazz

  Tickets ↗

Saturday, October 31, 2026

• Music

  5:30 PM

  Unity Trio: acoustic, traditional & contemporary jazz with Nathan Tran on Piano, Halloween 🎃

  The Emmet Ray · Little Portugal

  • Music
  • Jazz

• Music

  8:30 PM

  Kate Pound Quartet, Jazz Halloween 🎃👻

  The Emmet Ray · Little Portugal

  • Music
  • Jazz

• Music

  11:30 PM

  Late Night Halloween Special, Jazz Jam, Sponsor by GLB Great Lakes Brewery, presented by JazzInToronto, Host Cole Matheson

  The Emmet Ray · Little Portugal

  • Music
  • Jazz

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