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The Millennium Park Sing-Along is a FREE holiday classic. Photo courtesy of the Department of Cultural Affairs.
Sing-Alongs, Polar Express Trains, and More Things To Do in Chicago This Weekend With Kids
Sing carols, see Santa, or head to the theater this weekend in Chicago.
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Bundle up for a Christmas market this December. Photo courtesy of Christkindlmarket at Daley Plaza
35 Best Things To Do in Chicago with Kids December 2025, According to Mommy Poppins Editors
Bring on the holiday cheer with these festive activities that keep families merry all December...
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Burn off some energy at the Grant Park Turkey Trot. Photo courtesy of All Community Events
Thanksgiving Day Weekend 2025 in Chicago: Thanksgiving Parade, Turkey Trots, Christmas Shows
Looking for things to do besides eat turkey this Thanksgiving weekend?
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Looking for pictures with Santa in Chicago this holiday season? We have a whole list. Photo courtesy of Gallagher Way Chicago
Pictures with Santa in Chicago 2025: From Museums to the Mall
Share a pizza, cookies, or just a photo with Santa!
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Celebrate Veterans Day this weekend in Chicago. Photo by 416th Theater Engineer Command Army Reserve via Flickr. (CC BY-NC-ND 2.0)
Veterans Day Weekend 2025 in Chicago: 15 Best Things To Do With Kids
Celebrate Veterans Day, see a kid-friendly performance, or head to a museum event.
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Chicago Thanksgiving Parade. Photo by Brian & Jaclyn Drum via Flickr 2.0
25 Best Things To Do in Chicago with Kids November 2025, According to Mommy Poppins Editors
Check out our editor's picks for families in Chicago this November 2025.
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