Wednesday June 21st
- 5:00 PM - Parkdale Park - Jake DeMarsh & Jazz From Everywhere
- 5:30 PM - Happy Bird music studio - Open House
- 5:30 PM - Tavern At the Gallery - Ben Cooper & Dan Loach
- 6:00 PM - Broadway Bar & Grill (Central) - Skyler Radmore
- 6:00 PM - Kichesippi Beer - Celtic Kitchen Party
- 6:00 PM - Options Jazz Lounge at Brookstreet Hotel - Edra Silva
- 6:30 PM - The Bridge Public House - The Sandy Gordon Trio
- 7:00 PM - Bistro La Gargouille (Gatineau) - CLOUDY WEATHER JAZZ, Joanie Charron
- 7:00 PM - Queen St. Fare - Essoudry/Laroche/Reynolds Jazz Night
- 7:00 PM - Steinway Piano Gallery Ottawa - Steve Boudreau & Sienna Dahlen | Free Ottawa Jazz Festival Homegrown Series
- 7:00 PM - Taproom260 - Right On! Open Stage “Unplugged”
- 7:00 PM - The Barley Mow Merivale Rd - Live Music - Jodi Graham Foundation
- 7:00 PM - The Brass Monkey - Open Mic
- 7:30 PM - Red Bird Live - Bytown Ukulele Group Jam
- 8:00 PM - Aulde Dubliner - Josh MacFarlane
- 8:00 PM - Chateau Lafayette - John Carroll
- 8:00 PM - Montgomery Scotch Lounge - Jazz Jams with the Peter Hum Trio
- 8:30 PM - Glebe Central Pub - Open Mic
- 8:30 PM - Irene's Pub - Jeff Rogers | Free Ottawa Jazz Festival Homegrown Series
- 9:00 PM - Daniel O'Connell's - Open Mic
- 9:00 PM - Heart & Crown (ByWard) - The Young Bucks Duo
- 9:00 PM - Heart & Crown (Preston) - Chris Strang
- 9:00 PM - Pour Boy - Open Mic
