Free Live Music on the Chicago RiverwalkWaterfront Bar with Live Music & Entertainment 2026 Live Music Schedule Featured Aug 16 August 16, 2026 5:00 PM – 7:00 PM17:00 – 19:005:00 PM – 7:00 PM Brooklyn Britches & The Whispers August 16, 2026 5:00 PM – 7:00 PM17:00 – 19:005:00 PM – 7:00 PM Old standards & moderns songs with a swanky twist Read more → August 16, 2026 5:00 PM – 7:00 PM17:00 – 19:005:00 PM – 7:00 PM Aug 20 August 20, 2026 6:00 PM – 8:00 PM18:00 – 20:006:00 PM – 8:00 PM Meagan McNeal August 20, 2026 6:00 PM – 8:00 PM18:00 – 20:006:00 PM – 8:00 PM powerhouse artist well-versed in the genres of soul, jazz, and R&B Read more → August 20, 2026 6:00 PM – 8:00 PM18:00 – 20:006:00 PM – 8:00 PM Aug 23 August 23, 2026 5:00 PM – 7:00 PM17:00 – 19:005:00 PM – 7:00 PM Blue Rose Band + Jules Klee August 23, 2026 5:00 PM – 7:00 PM17:00 – 19:005:00 PM – 7:00 PM Chicago’s Retro Country Rock Band Read more → August 23, 2026 5:00 PM – 7:00 PM17:00 – 19:005:00 PM – 7:00 PM Aug 27 August 27, 2026 6:00 PM – 8:00 PM18:00 – 20:006:00 PM – 8:00 PM Second Hand News August 27, 2026 6:00 PM – 8:00 PM18:00 – 20:006:00 PM – 8:00 PM Chicago's Fleetwood Mac Tribute Read more → August 27, 2026 6:00 PM – 8:00 PM18:00 – 20:006:00 PM – 8:00 PM Sep 3 September 3, 2026 6:00 PM – 8:00 PM18:00 – 20:006:00 PM – 8:00 PM The Yohan Experience September 3, 2026 6:00 PM – 8:00 PM18:00 – 20:006:00 PM – 8:00 PM Power ballads, up-tempo soul, rock, funk and pop Read more → September 3, 2026 6:00 PM – 8:00 PM18:00 – 20:006:00 PM – 8:00 PM Sep 10 September 10, 2026 6:00 PM – 8:00 PM18:00 – 20:006:00 PM – 8:00 PM Meagan McNeal September 10, 2026 6:00 PM – 8:00 PM18:00 – 20:006:00 PM – 8:00 PM Powerhouse artist well-versed in the genres of soul, jazz, and R&B Read more → September 10, 2026 6:00 PM – 8:00 PM18:00 – 20:006:00 PM – 8:00 PM Sep 17 September 17, 2026 6:00 PM – 8:00 PM18:00 – 20:006:00 PM – 8:00 PM Second Hand News September 17, 2026 6:00 PM – 8:00 PM18:00 – 20:006:00 PM – 8:00 PM Chicago's Fleetwood Mac Tribute Read more → September 17, 2026 6:00 PM – 8:00 PM18:00 – 20:006:00 PM – 8:00 PM Sep 20 September 20, 2026 5:00 PM – 7:00 PM17:00 – 19:005:00 PM – 7:00 PM LeftJones + Kopano September 20, 2026 5:00 PM – 7:00 PM17:00 – 19:005:00 PM – 7:00 PM Chicago music series for emerging local artists feat. LeftJones + Kopano. Read more → September 20, 2026 5:00 PM – 7:00 PM17:00 – 19:005:00 PM – 7:00 PM Sep 24 September 24, 2026 6:00 PM – 8:00 PM18:00 – 20:006:00 PM – 8:00 PM Alongside Harold September 24, 2026 6:00 PM – 8:00 PM18:00 – 20:006:00 PM – 8:00 PM Female-led band with rock roots, country and pop Read more → September 24, 2026 6:00 PM – 8:00 PM18:00 – 20:006:00 PM – 8:00 PM Sep 27 September 27, 2026 5:00 PM – 7:00 PM17:00 – 19:005:00 PM – 7:00 PM Brooklyn Britches & The Whispers September 27, 2026 5:00 PM – 7:00 PM17:00 – 19:005:00 PM – 7:00 PM Old standards & moderns songs with a swanky twist Read more → September 27, 2026 5:00 PM – 7:00 PM17:00 – 19:005:00 PM – 7:00 PM Oct 4 October 4, 2026 5:00 PM – 7:00 PM17:00 – 19:005:00 PM – 7:00 PM Samuel Aaron + Winefred October 4, 2026 5:00 PM – 7:00 PM17:00 – 19:005:00 PM – 7:00 PM Chicago music series for emerging local artists feat. LeftJones + Kopano. Read more → October 4, 2026 5:00 PM – 7:00 PM17:00 – 19:005:00 PM – 7:00 PM Tiny Tapp Menu Follow Us on Instagram Event Spaces
