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Destinations

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BEST Things to Do in Chicago in the Summer From a Local! (2026)

Posted on May 7, 2026 by savvyglobetrotter
view from North Avenue beach Chicago

Searching for what there is to do in Chicago this summer? Below are the best things to do in Chicago in the summer of 2026 (from a local) – including the best summer 2026 events and festivals. I suggest bookmarking… Continue Reading →

Destinations Chicago
6

BEST Festive Things to do in Chicago at Christmas 2026 (From a Local!)

Posted on May 7, 2026 by savvyglobetrotter
Holiday Things do in Chicago at Christmas

Looking for the best things to in Chicago during the holiday season? Here are the best things to do in Chicago at Christmas 2026 and during the entire holiday season that are guaranteed to get you into the holiday spirit!… Continue Reading →

Destinations Chicago
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BEST Things do in Chicago on Labor Day Weekend

Posted on May 7, 2026 by savvyglobetrotter
architecture Chicago river

Spending Labor Day weekend in Chicago and looking for things to do? You are in luck because Labor Day weekend (September 4-7, 2026) is a great time to visit Chicago. There are tons of fun things to do in Chicago… Continue Reading →

Destinations Chicago
0

BEST Things to Do in Chicago in the Fall 2026 (From a Local!)

Posted on May 7, 2026 by Patti
fall foliage is one of the best things to do in Chicago in October

The best things to do in Chicago in the fall 2026. From fall foliage and fun fall-themed activities and events, these are the top things to do in late September, October and November in the city and suburbs. I suggest… Continue Reading →

Destinations
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BEST Things to Do in Chicago in December 2026 (From a Local!)

Posted on May 7, 2026 by savvyglobetrotter
City of Chicago Christmas Tree

Searching for what to do in Chicago this December? Here are the best things to do in Chicago in December 2026 (from a local) – from the top attractions to festive holiday events and activities. December is one of the best… Continue Reading →

Destinations Chicago
0

BEST Things to Do in Chicago in November 2026 (From a Local!)

Posted on May 7, 2026 by savvyglobetrotter
outdoor ice skating

Are you searching for what to do in Chicago this November? Here are the best things to do in Chicago in November 2026 (from a local) including the best November 2026 events and the top activities and attractions. I suggest bookmarking… Continue Reading →

Destinations Chicago
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BEST Things to Do in Chicago in October 2026 (From a Local!)

Posted on May 7, 2026 by savvyglobetrotter
fall foliage is one of the best things to do in Chicago in October

Searching for what to do in Chicago this October? Here are the best things to do in Chicago in October 2026 (from a local) – from the best October 2026 events and festivals to fun fall and Halloween themed activities.… Continue Reading →

Destinations Chicago
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BEST Things to Do in Chicago in September 2026 (From a Local!)

Posted on May 7, 2026 by savvyglobetrotter
the Chicago Riverwalk

Looking for what to do in Chicago this September? Here are the best things to do in Chicago in September 2026 including all of the best September 2026 festivals and events. I suggest bookmarking this blog post as I will… Continue Reading →

Destinations Chicago
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BEST Things to Do in Chicago in August 2026 (From a Local!)

Posted on May 7, 2026 by savvyglobetrotter
people walking and relaxing on the Lakefront Trail in Chicago

Searching for what to do in Chicago in August? Here are the best things to do in Chicago in August 2026 (from a local!) – from fun outdoor activities and attractions to the best August 2026 events and festivals. I… Continue Reading →

Destinations
0

BEST Things to Do in Chicago in July 2026 (From a Local!)

Posted on May 7, 2026 by savvyglobetrotter
view from North Avenue beach Chicago

Searching for what to do in Chicago in July? Here are the best things to do in Chicago in July 2026 (from a local) – from fun outdoor activities and attractions to the best July 2026 events and festivals. I… Continue Reading →

Destinations Chicago

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