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…
Clayton Hauck for Choose Chicago
Chicago holidays
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…
Family, Holidays
Kid-friendly Halloween events in Chicago
Tricks, treats, and costume fun — the Halloween season brings tons of family-friendly events and activities to Chicago. You can pick your own pumpkins, go…
Bucket list, Holidays
Halloween in Chicago: Top events and things to do 2025
Halloween in Chicago is an unforgettable experience. Each year, the city celebrates the spookiest time of year with a packed schedule of scary, spectacular, and…
Holidays
Labor Day weekend in Chicago
Round out summer in Chicago with a long weekend of outdoor fun and unique local events. Catch the last wave of summer warmth by cruising…
Articles, Holidays
Your guide to Chicago’s Arts in the Dark parade
The annual Arts in the Dark parade channels Chicago’s artistic spirit into a one-of-a-kind Halloween celebration. Packed with creative expression and spooky spectacle, Arts in…
Holidays
Fourth of July in Chicago
The Fourth of July is one of the best times to experience summer in Chicago, and it’s the perfect excuse to spend a long weekend…
Holidays
Memorial Day weekend in Chicago
Saturday, May 24 to Monday, May 26, 2025 Memorial Day weekend marks the official start of summer in Chicago — and the city knows how…
Dining, Holidays
35+ romantic spots 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 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: fireworks, parties, dinners, and more
From swanky balls at historic hotels to live DJs at underground clubs to unforgettable meals at Michelin-starred restaurants — there are tons of memorable ways…
Holidays, Shopping and fashion
Guide to holiday shopping in Chicago
Find something for everyone on your list (including yourself) this holiday season at Chicago’s top shopping events, boutiques, outlets malls, and retail districts. Our guide…
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