Holidays
Labor Day weekend in Chicago
Round out summer in Chicago with a long weekend of outdoor fun, waterfront sightseeing, and unique local festivals and events. Bucket list: Labor Day weekend…
Clayton Hauck for Choose Chicago
Chicago holidays
Holidays
Memorial Day weekend 2026 in Chicago
Memorial Day weekend marks the official start of summer in Chicago — and the city knows how to celebrate. Each year, Chicago comes to life…
Dining, Holidays
35+ romantic restaurants for Valentine’s Day dinner in Chicago
The biggest date night of the year is coming up, and the city’s restaurants are pulling out all the stops so you and your date…
Holidays
St. Patrick’s Day 2026 in Chicago
There’s nothing quite like St. Patrick’s Day in Chicago, when Irish taverns fill with revelers, cultural celebrations pop up in every corner of the city,…
Holidays
Chicago New Year’s Eve 2026: fireworks, parties, dinners, and more
From lavish balls at luxurious hotels to a historic live broadcast event on the downtown riverfront to unforgettable meals at Michelin-starred restaurants — there are…
Holidays
Holidays in Chicago: Top things to do and see
The holidays in Chicago are the gift that keeps on giving. For generations, visitors have gathered each winter for festive parades, cherished annual traditions, and…
Blog, Family, Festivals & special events, Holidays, Special events
Your guide to The Wintrust Magnificent Mile Lights Festival
The holiday season in Chicago is always an exciting time. With countless events across multiple neighborhoods, there are so many ways to celebrate. One of…
Family, Holidays
Holiday family fun in Chicago
The holidays are a magical time in the city, especially with little ones in tow. There are so many fun things to do with kids…
Holidays
Top spots in Chicago for holiday lights
‘Tis the season to be merry and bright! Celebrate this magical time of year with Chicago’s most luminous Christmas lights shows, including an immersive display…
Holidays, Tours & attractions
Chicago holiday tours
When Christmas comes around, Chicago lights up. There’s no shortage of holiday markets, seasonal treats, glittering Christmas light shows, snowy sights, and exciting events all…
Free & cheap, Holidays
Free Halloween events in Chicago
Halloween in Chicago is so much more than just trick-or-treating. There are magical nighttime parades, authentic Day of the Dead celebrations, spine-tingling ghost tours, and…
Holidays, Tours & attractions
Haunted Chicago: Top ghost tours for Halloween
Chicago boasts a long and fascinating history — and that includes quite a few ghost stories. This Halloween, explore the city’s spooky side, from supernatural…
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