Shopping and fashion, Special events
Shop Chicago’s gift-filled holiday markets
Looking for the perfect gift this holiday season? Chicago is home to a magical array of holiday markets, from artisan pop-ups with cool handmade items…
Articles
Blog, Shopping and fashion
A guide to holiday shopping in Chicago’s neighborhoods
Chicago’s neighborhoods are overflowing with shopping options, making them the perfect place to discover one-of-a-kind gifts for everyone on your list. You could spend days…
Shopping and fashion
Shopping on The Magnificent Mile
The Magnificent Mile is one of the most iconic shopping areas in the world. Located between the Michigan Avenue Bridge and Oak Street, this cosmopolitan,…
Bucket list
Things to do in Chicago in the winter
Winter is one of the most magical times of the year in Chicago, when snow gives the city an added sparkle. Embrace the season and…
Parks & outdoors
Ice skating in Chicago: Millennium Park ice skating and beyond
Come experience a classic Chicago winter tradition. Each November, the city is filled with an array of charming ice rinks that pop up all across…
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…
Festivals, Festivals & special events, Special events
Your guide to the Chicago Thanksgiving Parade
Thursday, Nov. 27, 2025 • State Street It’s turkey time! The Chicago Thanksgiving Parade, a local tradition for almost 90 years, kicks off the holiday…
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…
Blog, Parks & outdoors
Where to see fall colors in and around Chicago
Chicago’s many parks, gardens, and natural areas are gorgeous year-round — but they’re particularly stunning in the fall. That’s when you can see striking red,…
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…
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