Things To Do
Eataly
Eataly Chicago is a vibrant Italian marketplace in the heart of downtown, offering an immersive experience for food lovers. Spanning two floors, it combines a gourmet grocery store, multiple restaurants, cafes, and cooking classes—all dedicated to authentic Italian cuisine.
Christkindlmarket Chicago
The Christkindlmarket is a traditional German-style holiday market that takes place annually in downtown Chicago. Inspired by the famous Christkindlesmarkt in Nuremberg, Germany, this festive event transforms Daley Plaza into a winter wonderland filled with twinkling lights, wooden huts, and the scent of roasted nuts and spiced wine.
Macy's
Walk down State Street and check out the Marshall Fields holiday window displays! If you're feeling adventurous, head to the 7th floor of Macy's to see the famed Walnut Room and their 45 foot tall Christmas tree.
Ice Skating at Maggie Daley Park
Maggie Daley Park is home to a picturesque Skating Ribbon that meanders around snow-dusted pine trees and whimsical play spaces — all with soaring skyscrapers as your backdrop. The path is twice the length of a lap around a traditional skating rink, which means twice the fun! *Advanced reservations required.
Light Up the Lake at Navy Pier
Stroll through the free dazzling outdoor lights and race down the new exhilarating ice slide! Try your hand at axe throwing, take a spin on Pier Park rides like the iconic Centennial Wheel, and cozy up by firepits in the Beer Garden. Explore craft workshops, shop at local holiday artisan markets, and catch fireworks on Saturdays. Join us for exciting new holiday-themed drone shows and enjoy a special meet and greet with Santa before his busy night begins! Make unforgettable memories this season at Navy Pier’s Light Up The Lake!
The Art Institute of Chicago
One of the oldest and most renowned art museums in the world, the Art Institute is home to iconic works like American Gothic, Nighthawks, and A Sunday Afternoon on the Island of La Grande Jatte. From Impressionist masterpieces to modern art and ancient artifacts, it’s the perfect indoor escape for a winter afternoon.
Catch a Live Show
The holidays are the perfect time to plan a memorable night out on the town to experience the thrill of live musicals, dramas, ballets, and more. Some of our recommendations (pending their scheduled showtimes): A Christmas Carol | Goodman Theatre The Nutcracker by Joffrey Ballet | Lyric Opera House It's A Wonderful Life: A Live Radio Play | Athenaeum Center Theatre