Stumblday's hand-checked ranking of the best things to do in Pilsen, West Town & the West Side the weekend of Sep 25–27, 2026: 28 picks, refreshed weekly.
28 picks · checked Sep 21
United Center, 1901 W Madison, Pilsen, West Town & the West SideUser:JeremyA · CC BY-SA 2.5 · Wikimedia CommonsTeddy Swims brings his romantic confessionals and big pop hooks to the United Center, with Mac Ayres and MarcLo.
United Center, 1901 W Madison, Pilsen, West Town & the West SideUser:JeremyA · CC BY-SA 2.5 · Wikimedia CommonsTeddy Swims brings his romantic confessionals and big pop hooks to the United Center, with Mac Ayres and MarcLo.
Add to calendarPreseason hockey brings the Blackhawks and Blues to the United Center.
Preseason hockey brings the Blackhawks and Blues to the United Center.
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18th Street & Halsted, Pilsen, West Town & the West SideEat and shop local at Sabor Fest in Pilsen, where the new Rave Edition mixes regional Mexican music with electronic beats.
18th Street & Halsted, Pilsen, West Town & the West SideEat and shop local at Sabor Fest in Pilsen, where the new Rave Edition mixes regional Mexican music with electronic beats.
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Multiple Pilsen venues, Pilsen, West Town & the West SideAcediscovery · CC BY 4.0 · Wikimedia CommonsAuthors, photography and music shape Pilsen Day across the National Museum of Mexican Art and Thalia Hall.
Multiple Pilsen venues, Pilsen, West Town & the West SideAcediscovery · CC BY 4.0 · Wikimedia CommonsAuthors, photography and music shape Pilsen Day across the National Museum of Mexican Art and Thalia Hall.
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San Holo brings an 18+ electronic set to Radius night.
Kehrein Center for the Arts, Austin, Pilsen, West Town & the West SideCabo Verdean singer Elida Almeida headlines a free World Music Festival performance at the Kehrein Center.
Kehrein Center for the Arts, Austin, Pilsen, West Town & the West SideCabo Verdean singer Elida Almeida headlines a free World Music Festival performance at the Kehrein Center.
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Thalia Hall, Pilsen, West Town & the West SidePaula Cole marks 30 years of This Fire with a Thalia Hall anniversary show.
Thalia Hall, Pilsen, West Town & the West SidePaula Cole marks 30 years of This Fire with a Thalia Hall anniversary show.
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Thalia Hall, Pilsen, West Town & the West SideThe Station Eleven author introduces Exit Party during Chicago Humanities' Pilsen Day.
Thalia Hall, Pilsen, West Town & the West SideThe Station Eleven author introduces Exit Party during Chicago Humanities' Pilsen Day.
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Thalia Hall, Pilsen, West Town & the West SideBooker Prize winner Marlon James previews The Disappearers at Thalia Hall.
Thalia Hall, Pilsen, West Town & the West SideBooker Prize winner Marlon James previews The Disappearers at Thalia Hall.
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National Museum of Mexican Art, Pilsen, West Town & the West SideA free reception opens the museum's 40th Día de Muertos show with art and community ofrendas.
National Museum of Mexican Art, Pilsen, West Town & the West SideA free reception opens the museum's 40th Día de Muertos show with art and community ofrendas.
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2347 W Augusta Blvd, Chicago, IL 60622, Pilsen, West Town & the West SideSt. Helen celebrates twenty carnival years in Ukrainian Village with rides, food, music and neighborhood festivities.
2347 W Augusta Blvd, Chicago, IL 60622, Pilsen, West Town & the West SideSt. Helen celebrates twenty carnival years in Ukrainian Village with rides, food, music and neighborhood festivities.
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Thalia Hall, Pilsen, West Town & the West SideMari Froes has enough weekend energy to earn a spot on the board.
Thalia Hall, Pilsen, West Town & the West Side
Theatre Y, Pilsen, West Town & the West SideTheatre Y stages Nobel laureate Jon Fosse's two-hander I Am the Wind.
Theatre Y, Pilsen, West Town & the West Side
National Public Housing Museum, Pilsen, West Town & the West SideLydia Cheshewalla and Elise Paschen discuss place, memory and Osage perspectives at the National Public Housing Museum.
National Public Housing Museum, Pilsen, West Town & the West SideLydia Cheshewalla and Elise Paschen discuss place, memory and Osage perspectives at the National Public Housing Museum.
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National Museum of Mexican Art, Pilsen, West Town & the West SideWhere Memory Lives: 40 Years of Día de Muertos has enough weekend energy to earn a spot on the board.
National Museum of Mexican Art, Pilsen, West Town & the West SideWhere Memory Lives: 40 Years of Día de Muertos has enough weekend energy to earn a spot on the board.
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Garfield Park Conservatory, East Garfield Park, Pilsen, West Town & the West SideSoul of the Stone has enough weekend energy to earn a spot on the board.
Garfield Park Conservatory, East Garfield Park, Pilsen, West Town & the West SideSoul of the Stone has enough weekend energy to earn a spot on the board.
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Garfield Park Conservatory, East Garfield Park, Pilsen, West Town & the West SideThe Oracle of Evergreen: A Black Plant IT Exhibition 2026 has enough weekend energy to earn a spot on the board.
Garfield Park Conservatory, East Garfield Park, Pilsen, West Town & the West SideThe Oracle of Evergreen: A Black Plant IT Exhibition 2026 has enough weekend energy to earn a spot on the board.
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Gangnam Market, Pilsen, West Town & the West SideSip & Speak #7: Let’s Play 🎲🇰🇷🇯🇵🇨🇳 has enough weekend energy to earn a spot on the board.
Gangnam Market, Pilsen, West Town & the West SideSip & Speak #7: Let’s Play 🎲🇰🇷🇯🇵🇨🇳 has enough weekend energy to earn a spot on the board.
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Cinespace, Pilsen, West Town & the West SideSerial Killer: The Exhibition has enough weekend energy to earn a spot on the board.
Cinespace, Pilsen, West Town & the West SideSerial Killer: The Exhibition has enough weekend energy to earn a spot on the board.
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5 Rabanitos, Pilsen, West Town & the West SideA guided food tour through Pilsen's street food, murals and neighborhood history.
5 Rabanitos, Pilsen, West Town & the West SideA guided food tour through Pilsen's street food, murals and neighborhood history.
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Everything Bar, West Town, Pilsen, West Town & the West SideBoozy Book Fair has enough weekend energy to earn a spot on the board.
Everything Bar, West Town, Pilsen, West Town & the West SideBoozy Book Fair has enough weekend energy to earn a spot on the board.
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National Museum of Mexican Art, Pilsen, West Town & the West SideNutmegger at English Wikipedia · Public domain · Wikimedia CommonsXochicago: Floating Gardens of the Chicago River and México has enough weekend energy to earn a spot on the board.
National Museum of Mexican Art, Pilsen, West Town & the West SideNutmegger at English Wikipedia · Public domain · Wikimedia CommonsXochicago: Floating Gardens of the Chicago River and México has enough weekend energy to earn a spot on the board.
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Intuit Art Museum, Pilsen, West Town & the West SideHenry Darger: The Room Revealed has enough weekend energy to earn a spot on the board.
Intuit Art Museum, Pilsen, West Town & the West SideHenry Darger: The Room Revealed has enough weekend energy to earn a spot on the board.
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Intuit Art Museum, Pilsen, West Town & the West SideCutting and Pasting a World: The Paper Craft of Henry Darger has enough weekend energy to earn a spot on the board.
Intuit Art Museum, Pilsen, West Town & the West SideCutting and Pasting a World: The Paper Craft of Henry Darger has enough weekend energy to earn a spot on the board.
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