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Grant Park, Downtown, the Loop & West LoopRaymondbritt · CC BY-SA 3.0 · Wikimedia CommonsDowntown, the Loop & West Loop
The Chicago Marathon sends runners through the city before a Grant Park finish.
Grant Park, Downtown, the Loop & West LoopRaymondbritt · CC BY-SA 3.0 · Wikimedia CommonsThe Chicago Marathon sends runners through the city before a Grant Park finish.
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The stand-up legend does a live set at the Chicago Theatre, one night only.
The stand-up legend does a live set at the Chicago Theatre, one night only.
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McCormick Place, North Building, Hall B1, Near South Side, Downtown, the Loop & West LoopWarren LeMay from Chicago, IL, United States · CC BY-SA 2.0 · Wikimedia CommonsDowntown, the Loop & West Loop
Free and open to anyone: marathon bib pickup and the whole race-weekend trade floor.
McCormick Place, North Building, Hall B1, Near South Side, Downtown, the Loop & West LoopWarren LeMay from Chicago, IL, United States · CC BY-SA 2.0 · Wikimedia CommonsFree and open to anyone: marathon bib pickup and the whole race-weekend trade floor.
Add to calendarDowntown, the Loop & West Loop
Beck opens two nights at the Auditorium on a new 25-date North American tour.
Beck opens two nights at the Auditorium on a new 25-date North American tour.
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Orchestra Hall, Symphony Center, Downtown, the Loop & West LoopBeyond My Ken · CC BY-SA 4.0 · Wikimedia CommonsDowntown, the Loop & West Loop
Thomas Hampson joins the CSO, a double chorus and two brass bands for Walton's Babylon cantata.
Orchestra Hall, Symphony Center, Downtown, the Loop & West LoopBeyond My Ken · CC BY-SA 4.0 · Wikimedia CommonsThomas Hampson joins the CSO, a double chorus and two brass bands for Walton's Babylon cantata.
Add to calendarDowntown, the Loop & West Loop
The Fire take on New York City FC in an afternoon MLS match at Soldier Field.
The Fire take on New York City FC in an afternoon MLS match at Soldier Field.
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THE MART, River North, Downtown, the Loop & West LoopDavid Wilson from Oak Park, Illinois, USA · CC BY 2.0 · Wikimedia CommonsDowntown, the Loop & West Loop
Galleries at every price point fill THE MART, with guidance for first-time buyers and collectors.
THE MART, River North, Downtown, the Loop & West LoopDavid Wilson from Oak Park, Illinois, USA · CC BY 2.0 · Wikimedia CommonsGalleries at every price point fill THE MART, with guidance for first-time buyers and collectors.
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CIBC Theatre, Downtown, the Loop & West LoopOnasill - Bill Badzo - 144 Million Views from Canada · Public domain · Wikimedia CommonsDowntown, the Loop & West Loop
The Olivier-winning musical about a WWII deception plot built around a dead body.
CIBC Theatre, Downtown, the Loop & West LoopOnasill - Bill Badzo - 144 Million Views from Canada · Public domain · Wikimedia CommonsThe Olivier-winning musical about a WWII deception plot built around a dead body.
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Butler Field, Grant Park, Downtown, the Loop & West LoopDaniel Schwen · CC BY-SA 4.0 · Wikimedia CommonsDowntown, the Loop & West Loop
The part of marathon Sunday in Grant Park that needs no bib, to 4pm.
Butler Field, Grant Park, Downtown, the Loop & West LoopDaniel Schwen · CC BY-SA 4.0 · Wikimedia CommonsThe part of marathon Sunday in Grant Park that needs no bib, to 4pm.
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Wintrust Arena, 200 E Cermak Road, Downtown, the Loop & West LoopDowntown, the Loop & West Loop
A WBA lightweight world title is on the line in an in-city arena boxing card.
Wintrust Arena, 200 E Cermak Road, Downtown, the Loop & West LoopA WBA lightweight world title is on the line in an in-city arena boxing card.
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Broadway Playhouse at Water Tower Place, Downtown, the Loop & West LoopDowntown, the Loop & West Loop
Jekyll& Hyde is listed for Chicago this weekend.
Broadway Playhouse at Water Tower Place, Downtown, the Loop & West Loop
F1 Arcade, River North, Downtown, the Loop & West LoopDowntown, the Loop & West Loop
F1 Arcade is listed for Chicago this weekend.
F1 Arcade, River North, Downtown, the Loop & West Loop
Venues across Chicago, Citywide, Downtown, the Loop & West LoopMatt Reeves / Darkroom Demons · CC0 · Wikimedia CommonsDowntown, the Loop & West Loop
The citywide fashion calendar spans markets, runway shows and store events.
Venues across Chicago, Citywide, Downtown, the Loop & West LoopMatt Reeves / Darkroom Demons · CC0 · Wikimedia CommonsThe citywide fashion calendar spans markets, runway shows and store events.
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The Lion Theatre, 182 N Wabash Ave, Downtown, the Loop & West LoopDowntown, the Loop & West Loop
A gothic comedy remixes Dracula with an audience-facing, adults-only Shakespeare format.
The Lion Theatre, 182 N Wabash Ave, Downtown, the Loop & West LoopA gothic comedy remixes Dracula with an audience-facing, adults-only Shakespeare format.
Add to calendarFriday at 5pm, one email. Unsubscribe anytime.
The Yard at Chicago Shakespeare Theater, Navy Pier, Downtown, the Loop & West LoopDowntown, the Loop & West Loop
A new play runs select dates at Chicago Shakespeare's Navy Pier stage.
The Yard at Chicago Shakespeare Theater, Navy Pier, Downtown, the Loop & West LoopA new play runs select dates at Chicago Shakespeare's Navy Pier stage.
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Lookingglass Theatre, The Joan and Paul Theatre, Streeterville, Downtown, the Loop & West LoopChris Rycroft · CC BY 2.0 · Wikimedia CommonsDowntown, the Loop & West Loop
Johnny Galecki stars in this limited engagement about Williams meeting Brando.
Lookingglass Theatre, The Joan and Paul Theatre, Streeterville, Downtown, the Loop & West LoopChris Rycroft · CC BY 2.0 · Wikimedia CommonsJohnny Galecki stars in this limited engagement about Williams meeting Brando.
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A live orchestra plays Shoji Meguro's score for the ATLUS RPG, touring after selling out in Japan.
A live orchestra plays Shoji Meguro's score for the ATLUS RPG, touring after selling out in Japan.
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Orchestra Hall, Symphony Center, Downtown, the Loop & West LoopI'm nonpartisan · CC BY-SA 3.0 · Wikimedia CommonsDowntown, the Loop & West Loop
The CSO's season gala: Mäkelä conducts Walton's Babylon cantata with baritone Thomas Hampson.
Orchestra Hall, Symphony Center, Downtown, the Loop & West LoopI'm nonpartisan · CC BY-SA 3.0 · Wikimedia CommonsThe CSO's season gala: Mäkelä conducts Walton's Babylon cantata with baritone Thomas Hampson.
Add to calendarDowntown, the Loop & West Loop
Switchfoot brings the Forever Now Tour to House of Blues Chicago with guest Anberlin.
Switchfoot brings the Forever Now Tour to House of Blues Chicago with guest Anberlin.
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Navy Pier, 600 E. Grand Ave., Downtown, the Loop & West LoopDowntown, the Loop & West Loop
TenderFest @ East End Plaza at Navy Pier
Navy Pier, 600 E. Grand Ave., Downtown, the Loop & West Loop
Museum of Contemporary Art Chicago, Streeterville, Downtown, the Loop & West LoopDowntown, the Loop & West Loop
Free museum admission, artmaking and ASL interpretation open the MCA family season.
Museum of Contemporary Art Chicago, Streeterville, Downtown, the Loop & West LoopFree museum admission, artmaking and ASL interpretation open the MCA family season.
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Richard H. Driehaus Museum, River North, Downtown, the Loop & West LoopDowntown, the Loop & West Loop
Emma Stebbins: Carving Out History
Richard H. Driehaus Museum, River North, Downtown, the Loop & West Loop
THE MART, River North, Downtown, the Loop & West LoopDowntown, the Loop & West Loop
Spectrum spotlights independent artists and gallery programs at THE MART.
THE MART, River North, Downtown, the Loop & West LoopSpectrum spotlights independent artists and gallery programs at THE MART.
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Radius Chicago, East Pilsen, Downtown, the Loop & West LoopDowntown, the Loop & West Loop
Hamdi’s bass tour lands at Radius with Taiki Nulight and a three-DJ back-to-back set.
Radius Chicago, East Pilsen, Downtown, the Loop & West LoopHamdi’s bass tour lands at Radius with Taiki Nulight and a three-DJ back-to-back set.
Add to calendarStumblday's hand-checked ranking of the best things to do in West Loop, Chicago, Downtown, the Loop & West Loop over Columbus Day weekend 2026 (Oct 10–12): 81 picks.
