Events in Chicago — August 2026
273 events in Chicago in August 2026.
- Second City — Sat, Aug 1, 2026 (Second City-Chicago: Mainstage)
- Rico McFarland Blues Band/Omar Coleman Blues Band — Sat, Aug 1, 2026 (Kingston Mines - Chicago Blues Center)
- RED ROOM COMEDY — Sat, Aug 1, 2026 (Red Room Comedy Club)
- Second City — Sat, Aug 1, 2026 (Second City-Chicago: Mainstage)
- Alison Wonderland — Sat, Aug 1, 2026 (Concord Music Hall)
- The Story So Far — Sat, Aug 1, 2026 (House of Blues Chicago)
- Empty Bottle and c3 Present: After / Sunshy - Lollapalooza Aftershow — Sat, Aug 1, 2026 (Empty Bottle)
- Hot Mulligan — Sat, Aug 1, 2026 (Metro)
- kwn — Sat, Aug 1, 2026 (Park West)
- Amber Mark — Sat, Aug 1, 2026 (Thalia Hall)
- Amber Mark — Sat, Aug 1, 2026 (Thalia Hall)
- 5 Seconds of Summer: Official Lolla Aftershow — Sat, Aug 1, 2026 (The Salt Shed)
- 5 Seconds of Summer — Sat, Aug 1, 2026 (The Salt Shed Indoors (Shed))
- Lollapalooza — Sat, Aug 1, 2026 (Grant Park)
- Lollapalooza — Sat, Aug 1, 2026 (Grant Park)
- The Best of The Second City — Sat, Aug 1, 2026 (Second City-Chicago: Mainstage)
- Omar Coleman Blues Band/Rico McFarland Blues Band — Sun, Aug 2, 2026 (Kingston Mines - Chicago Blues Center)
- CYNTHIA & FRIENDS — Sun, Aug 2, 2026 (Red Room Comedy Club)
- Second City — Sun, Aug 2, 2026 (Second City-Chicago: Mainstage)
- Cory Hanson & Temp Wishes — Sun, Aug 2, 2026 (The Hideout)
- Water From Your Eyes — Sun, Aug 2, 2026 (Empty Bottle)
- Ethel Cain — Sun, Aug 2, 2026 (Metro)
- Water From Your Eyes — Sun, Aug 2, 2026 (The Empty Bottle)
- Lollapalooza — Sun, Aug 2, 2026 (Grant Park)
- Lollapalooza — Sun, Aug 2, 2026 (Grant Park)
- Cake Friends — Sun, Aug 2, 2026 (The Hideout)
- The Best of The Second City — Sun, Aug 2, 2026 (Second City-Chicago: Mainstage)
- The Best of The Second City — Mon, Aug 3, 2026 (Second City-Chicago: Mainstage)
- Claire Kelly and South For Winter — Mon, Aug 3, 2026 (The Hideout)
- FREE MONDAY — Mon, Aug 3, 2026 (Empty Bottle)
- Bucktown Happy Hour — Tue, Aug 4, 2026 (The Hideout)
- The Outsiders (Chicago) — Tue, Aug 4, 2026 (Cadillac Palace)
- The Notebook (Chicago) — Tue, Aug 4, 2026 (James M. Nederlander Theatre)
- Second City — Tue, Aug 4, 2026 (Second City-Chicago: Mainstage)
- Colin Self / Surgery Season — Tue, Aug 4, 2026 (Empty Bottle)
- The Outsiders (Chicago) — Wed, Aug 5, 2026 (Cadillac Palace)
- The Notebook (Chicago) — Wed, Aug 5, 2026 (James M. Nederlander Theatre)
- All — Wed, Aug 5, 2026 (Thalia Hall)
- Second City — Wed, Aug 5, 2026 (Second City-Chicago: Mainstage)
- Max McNown — Wed, Aug 5, 2026 (The Salt Shed)
- Max McNown — Wed, Aug 5, 2026 (The Salt Shed Indoors (Shed))
- FURY / Avantist / Directrix / Forrester Grey and James Judas — Wed, Aug 5, 2026 (Empty Bottle)
- Atticus Von Holten, Sarah Lutkenhaus & Dorothy Carlos, Don B2B DJ Sleep Apnea — Wed, Aug 5, 2026 (The Hideout)
- Jon B. — Thu, Aug 6, 2026 (House of Blues Chicago)
- Sheryl Youngblood Blues Band/Studebaker John Blues Band — Thu, Aug 6, 2026 (Kingston Mines - Chicago Blues Center)
- Politico’s Illinois Playbook Live! — Thu, Aug 6, 2026 (The Hideout)
- The Outsiders (Chicago) — Thu, Aug 6, 2026 (Cadillac Palace)
- The Notebook (Chicago) — Thu, Aug 6, 2026 (James M. Nederlander Theatre)
- MICROFONO ABIERTO — Thu, Aug 6, 2026 (Red Room Comedy Club)
- WOODZ — Thu, Aug 6, 2026 (The Chicago Theatre)