Events in Chicago and around on Wednesday, October 21st, 2026
Illinois, USA
What's on in Chicago on Oct 21st, 2026? Discover the best events in Chicago, day or night, for all ages and interests, locals and out of towners. From parties to concerts, theater to sports, we’ve got you covered and do have the right tickets too.
other date
84 events on 10/21/2026 in Chicago and around
concert
Ian Sweet
- 8:00 pm
- We, Oct 21st, 2026
- Schubas, Chicago
comedy
The Second City Mainstage 114th Revue
- 8:00 pm
- We, Oct 21st, 2026
- Mainstage at Second City - Chicago, Chicago
culture
Escape to Margaritaville
- 2:00 pm
- We, Oct 21st, 2026
- North Theatre At North Shore Center For The Performing Arts, Skokie
activity
90's R&B Sing-A-Long + Mini Candle Making
- 7:00 pm
- We, Oct 21st, 2026
- Above Average Candle Studio, Chicago
activity
Drunk Dracula in Chicago
- 7:00 pm
- We, Oct 21st, 2026
- Drunk Shakespeare Chicago
show
Crowd Work Wednesday
- 7:00 pm
- We, Oct 21st, 2026
- The Comedy Bar
culture
Don Giovanni
- 2:00 pm
- We, Oct 21st, 2026
- Lyric Opera House, Chicago
attraction
Chicago: Premier Dinner Cruise on Lake Michigan
- Chicago Cruises, Chicago
attraction
The Field Museum of Natural History: Guided Tour +..
- The Field Museum of Natural History, Chicago
attraction
Lake Michigan & Chicago River: 1.5-Hr Night Sights..
- Chicago Cruises, Chicago
attraction
360 Chicago: Sip And View
- 360 Chicago
attraction
Museum of Illusions Chicago: Entry Ticket
- Museum of Illusions Chicago
attraction
Flyover Experience in Chicago
- Flyover in Chicago
attraction
Lake Michigan: Premier Brunch or Lunch Cruise
- Chicago Cruises, Chicago
attraction
Chicago CityPASS®
- Chicago City Cards, Chicago
activity
iFLY Chicago (Lincoln Park)
- iFLY Indoor Skydiving - Chicago Lincoln Park, Chicago
attraction
Museum of Ice Cream Chicago: VIP Anytime Entry Tic..
- Museum of Ice Cream Chicago, Chicago
attraction
Big Bus Chicago: Hop-on Hop-off Bus Tour
- Chicago Hop-on Hop-off Tours, Chicago
Chicago: Food Tour + Bike or Kayak Rental
- Chicago Food Tours, Chicago
attraction
Chicago: 48-Hour Hop-on Hop-off Bus + Architecture..
- Chicago Cruises, Chicago
attraction
The Field Museum of Natural History: Entry Ticket
- The Field Museum of Natural History, Chicago
attraction
Chicago: Architecture River Cruise from Navy Pier
- Chicago Cruises, Chicago
attraction
Chicago: Craft Brewery Barrel Bus Tour
- The Barrel Run Bus Tours, Chicago
Chicago: Guided Food Tasting + Bike Tour
- Chicago Food Tours, Chicago
attraction
Chicago Downtown: 3-Hr Guided Pizza Tour
- Chicago Food Tours, Chicago
attraction
Chicago Pizza Bus Tour Ticket
- Chicago Food Tours, Chicago
attraction
Lake Michigan Chicago: 2-Hr Sightseeing Cruise wit..
- Chicago Cruises, Chicago
attraction
Chicago: Premier Dinner Cruise on the Chicago Rive..
- Chicago Cruises, Chicago
What can you do and experience today, tomorrow, on the weekend and in the future in Chicago? We answer this question in our clearly arranged calendar of events!
- 1.117 venues in Chicago:
City Winery ChicagoUnited CenterThalia HallChicago White Sox EventsZanies Comedy Club ChicagoSchubasReggie's Music JointSoldier FieldThe Salt Shed Indoors - ChicagoHouse Of Blues - Chicagomore venues - Places nearby Chicago:
AuroraBolingbrookJolietOakbrook TerraceRosemontSchaumburgTinley Park
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