OCT 2023

Chicago's festive spirit unveiled: iconic events, hidden treasures, and more.

Thanksgiving in Chicago is always a special time, filled with traditions, festivities, and the joy of the season. 

As the leaves change and the air gets crisper, you might be wondering how to make the most of this festive holiday in the Windy City. 

With so many options at your fingertips, it can be a tad overwhelming to plan the perfect day. 

But fear not; as a Chicago escape room, we’ve curated a list of the best activities to enjoy with family and friends.

Chicago Thanksgiving Parade

A visual of a marching band from Chicago's Thanksgiving Parade.

Don’t you just want to join in?

Kicking off the holiday season with a burst of color and energy, the Chicago Thanksgiving Parade is an iconic celebration that has been captivating hearts since the 1930s. It's one of the many tourist attractions in the Loop that brings the city to life.

Starting at Ida B. Wells Drive and winding its way through State Street in the Loop, the parade culminates at Randolph. 

Teddy Turkey, our cherished parade mascot, always leads the way, setting the tone for a parade filled with helium balloons, floats, dance groups, and local sports teams. 

It's a delightful spectacle that promises fun for both the young and the young at heart. 

Whether you're a longtime resident or new to the city, this is one festivity you won't want to miss.

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Ice skating at Millennium Park

Ice skating in Chicago is a top activity in November, during Thanksgiving.

Breathe in the crisp early-winter air as you skate across the frozen expanse!

Ice skating is one of Chicago’s top tourist activities, especially during the festive season. And Millennium Park, one of the few places open on Thanksgiving, is one of the best places to ice skate. 

As the cold sets in, two free ice-skating spots come alive in the park, with the McCormick Tribune skating rink being a crowd favorite. 

Don't fret if you've left your skates at home; rentals are readily available. Glide on the ice, basking in the glow of twinkling holiday lights and the shimmering Christmas tree. 

And when you need a break, Momentum Coffee is right there, serving up warm drinks and snacks to keep the festive spirit alive.

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Fox in a Box Escape Rooms (hi!)

A group of adventurers inside our escape room!

A Thanksgiving adventure that could be right from a movie!

Looking for a thrilling Thanksgiving activity in Chicago? Dive into the heart-pounding adventures here at Fox in a Box, a top holiday season team-building destination in the city. 

Choose from a range of themed rooms, whether it's planning a heist in "The Bank" or navigating Cold War tensions in "The Bunker." 

We've even tailored child-friendly versions to ensure the whole family can join the excitement. Conveniently located inside the Dearborn Galleria, we're ready to add a dash of mystery to your holiday celebrations. 

So, why not challenge yourself this Thanksgiving and see if you have what it takes to escape?

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Thanksgiving Buffet at The Drake in Oak Brook


Representational image

Thinking of taking a break from the kitchen this Thanksgiving? The Drake in Oak Brook offers a sumptuous buffet that promises to tantalize your taste buds. 

Relish Chef Esequiel’s carving stations, indulge in a seafood bar and customize your breakfast with omelet and fresh waffle stations. 

From traditional turkey and mashed potatoes to prime rib and fire-roasted ham, there's something for everyone.

And for those with a sweet tooth, the pumpkin chiffon pie and cheesecake are a must-try. With champagne and mimosas included, it's a festive feast you won't forget.

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Holiday Lights Segway Tour

Woman gazing at Christmas lights during the day in Chicago.

Gaze at the beauty of our holiday lights from aboard segways!

Get into the spirit this season with our Holiday Lights Segway Tour. This unique adventure is the perfect way to see Chicago in all its holiday splendor! We'll get festive Chicago views of "the Bean,” Macy's (formerly Marshall Field’s), tree-lit Michigan Avenue, Christkindlmarket, the Chicago Art Institute, and more! It's the perfect way to celebrate the Chicago holiday season! Tours run every Wednesday through Sunday at 6 pm from November 21st through December 21st.

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Probably the best-known Christmas market around the world!

Get an early start on Christmas! Representational image.

Dreaming of a festive outing that captures the essence of the holiday season? The Christkindlmarket, inspired by German-style Christmas Markets, is your answer. 

Set in locations like Daley Plaza, Wrigleyville, and Aurora, this outdoor experience is both safe and enchanting for families - and always admission-free. 

Immerse yourself in the delightful aromas of roasted nuts, fresh pretzels, and hot spiced wine. 

As festive music plays, browse through unique global products, and perhaps pick up a limited edition souvenir mug to cherish the memories.

With its blend of traditional treats and international treasures, the market promises a magical experience for all.

Website: Visit the website

360 Chicago