Christmas in Chicago is nothing short of magical. As snowflakes dance in the crisp winter air, the Windy City transforms into a festive wonderland, complete with twinkling lights, merry markets, and unforgettable experiences. Whether you’re gliding across an ice rink beneath the glittering skyline, sipping spiced hot cocoa, or marveling at dazzling holiday displays, the city offers countless ways to celebrate the season. Read on for the 10 best things to do in Chicago at Christmas, according to the experts at Flight and Hotel Guru.
1. Visit the Christkindlmarket

A cornerstone of Chicago’s Christmas celebrations, the Christkindlmarket is a traditional German-style holiday market that brings Old World charm to the heart of the city. Located at Daley Plaza and Wrigleyville, this bustling market is the perfect place to immerse yourself in the holiday spirit.
Explore stalls brimming with handcrafted ornaments, festive trinkets, and European-inspired gifts. Don’t leave without sampling authentic German treats like bratwurst, schnitzel, and warm, spiced glühwein served in collectible mugs. The cheerful ambiance, twinkling lights, and live entertainment make it a must-visit holiday destination.
2. Ice Skate at Millennium Park
There’s nothing more quintessentially Chicago during the holidays than ice skating at Millennium Park. The McCormick Tribune Ice Rink, nestled beneath the iconic Cloud Gate (aka “The Bean”), offers a picturesque setting for skaters of all skill levels.
The best part? It’s free if you bring your own skates, though rentals are available for a small fee. Whether you’re gliding gracefully or just learning, the rink’s festive atmosphere, complete with holiday music, makes this one of the best things to do in Chicago at Christmas.
3. Admire ZooLights at Lincoln Park Zoo
Few holiday events capture the magic of Christmas like ZooLights at the Lincoln Park Zoo. This free, family-friendly event features millions of LED lights illuminating the zoo in dazzling displays.
Expect synchronized light shows set to music, a Santa meet-and-greet, and seasonal treats like hot chocolate and spiked cider. For a small fee, you can also enjoy carousel rides and an ice slide. Bundle up, grab your camera, and prepare for an enchanting evening.
4. Take in the Magnificent Mile Lights Festival

The Magnificent Mile is stunning year-round, but it shines even brighter during the holiday season. The annual Lights Festival kicks off the festivities, with a grand parade, live performances, and a tree-lighting ceremony. Even after the festival ends, the sparkling lights adorning Michigan Avenue remain a sight to behold.
Don’t miss the intricate window displays at Macy’s on State Street—an enduring Chicago tradition. The Magnificent Mile is also a fantastic spot for holiday shopping, offering everything from luxury boutiques to budget-friendly stores.
5. Experience The Nutcracker Ballet
A timeless holiday tradition, The Nutcracker by the Joffrey Ballet is a must-see during Christmas in Chicago. Performed at the Lyric Opera House, this rendition reimagines the classic tale with Chicago’s 1893 World’s Fair as its backdrop.
With stunning choreography, elaborate sets, and Tchaikovsky’s iconic score, The Nutcracker is an unforgettable experience for audiences of all ages. Tickets sell out quickly, so be sure to book yours early.
6. Explore the Winter Wonderland at Navy Pier
Navy Pier is a year-round attraction, but it takes on a special charm during the holidays. Light Up The Lake offers indoor ice skating, craft workshops, and interactive games, all under a canopy of sparkling lights and festive decor.
Step outside to enjoy breathtaking views of Lake Michigan and the Chicago skyline, and stick around for one of the Pier’s holiday fireworks displays. Navy Pier’s festive offerings make it a top contender for the best things to do in Chicago at Christmas.
7. See the Chicago Christmas Tree at Millennium Park

The Chicago Christmas Tree, a towering evergreen adorned with thousands of sparkling lights, is a must-see during the holiday season. Located in Millennium Park, the tree serves as the centerpiece of the city’s Christmas celebrations.
The tree-lighting ceremony is a festive affair, complete with live music and performances. Even if you miss the ceremony, the tree remains lit throughout the season, providing the perfect backdrop for holiday photos.
8. Enjoy a Holiday-Themed River Cruise
For a unique perspective on Chicago’s holiday magic, hop aboard a holiday-themed river cruise. These cruises wind along the Chicago River, offering stunning views of the city’s illuminated skyline and festive decorations.
Enjoy hot cocoa or mulled wine as you take in the sights, including landmarks like the Wrigley Building and the Tribune Tower adorned in holiday lights. A river cruise is a relaxing way to experience the best things to do in Chicago at Christmas.
9. Indulge in Holiday Treats

Chicago’s food scene doesn’t take a break for the holidays—in fact, it gets even better. Warm up with the city’s famous deep-dish pizza from Lou Malnati’s or Giordano’s. For sweet treats, head to Bombobar for decadent hot chocolate topped with whipped cream and sprinkles, or grab a seasonal donut from Do-Rite Donuts.
Don’t forget to stop by Garrett Popcorn Shops for a bag of their famous caramel and cheese popcorn mix, a Chicago classic that’s perfect for gifting—or keeping for yourself!
10. Visit the Art Institute of Chicago
The Art Institute of Chicago combines world-class art with festive holiday flair. Outside, the museum’s iconic lion statues are adorned with holiday wreaths, making them a popular photo spot.
Inside, explore exhibits featuring masterpieces from around the globe, and check out the museum’s holiday-themed programming. From seasonal tours to holiday concerts, the Art Institute offers something for everyone, making it one of the best things to do in Chicago at Christmas.
Tips for Enjoying Chicago at Christmas
- Dress Warmly: Chicago winters can be harsh, so bundle up with layers, hats, and gloves.
- Plan Ahead: Many attractions, like The Nutcracker and ZooLights, require advance reservations.
- Use Public Transit: Parking can be expensive, so consider taking the CTA to navigate the city efficiently.
Final Thoughts
Chicago during Christmas is a magical experience, filled with twinkling lights, festive activities, and heartwarming traditions. Whether you’re ice skating in Millennium Park, savoring holiday treats, or exploring dazzling light displays, there’s no shortage of ways to celebrate the season in the Windy City.