The Magnificent Mile, Streeterville, Downtown, the Loop & West LoopWintrust Magnificent Mile Lights Festival
Downtown, the Loop & West Loop
The 35th festival lights Michigan Avenue with a parade and fireworks.
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The Magnificent Mile, Streeterville, Downtown, the Loop & West LoopDowntown, the Loop & West Loop
The 35th festival lights Michigan Avenue with a parade and fireworks.
The Magnificent Mile, Streeterville, Downtown, the Loop & West LoopThe 35th festival lights Michigan Avenue with a parade and fireworks.
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Gallagher Way, WrigleyvilleGallagher Way, Wrigleyville
Christkindlmarket Wrigleyville returns to Gallagher Way for the holiday season.
Gallagher Way, WrigleyvilleChristkindlmarket Wrigleyville returns to Gallagher Way for the holiday season.
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Gallagher Way, WrigleyvilleGallagher Way, Wrigleyville
Winterland opens with an ice rink, holiday pop-ups and seasonal attractions at Gallagher Way.
Gallagher Way, WrigleyvilleWinterland opens with an ice rink, holiday pop-ups and seasonal attractions at Gallagher Way.
Add to calendarSmart Museum of Art, Hyde Park
The Tokyo art collective teamLab's immersive show at the Smart Museum, with free admission.
The Tokyo art collective teamLab's immersive show at the Smart Museum, with free admission.
Add to calendarDowntown, the Loop & West Loop
Imagine the life Emmett Till was denied through a free MoCP exhibition drawing on photographs by more than 110 artists.
Imagine the life Emmett Till was denied through a free MoCP exhibition drawing on photographs by more than 110 artists.
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Zhou B Art Center, Hyde Park, Bronzeville & the South SideHyde Park, Bronzeville & the South Side
Third Friday at Zhou B Art Center at Zhou B Art Center.
Zhou B Art Center, Hyde Park, Bronzeville & the South SideThird Friday at Zhou B Art Center at Zhou B Art Center.
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Pendry ChicagoPendry Chicago
Holiday Pop-Up Shop at Pendry Chicago.
Pendry Chicago
Zhou B Art Center, Hyde Park, Bronzeville & the South SideHyde Park, Bronzeville & the South Side
In My View Paintings by Ann Pickett –Artist Reception at Zhou B Art Center.
Zhou B Art Center, Hyde Park, Bronzeville & the South SideIn My View Paintings by Ann Pickett –Artist Reception at Zhou B Art Center.
Add to calendarStumblday's hand-checked ranking of the best free things to do in Chicago the weekend of Nov 20–22, 2026: 8 picks, refreshed weekly.





