Juliana Yeager 

Photo Credit: Curbed Chicago

City of Chicago Christmas Tree Lighting at Millennium Park

Experience the magic of the season at Millennium Park’s Christmas Tree Lighting event! Be among the first to see Chicago’s iconic Christmas tree sparkle with lights, marking the start of the holiday season. This festive attraction will shine bright every night through the New Year, making it a must-see destination for holiday cheer. Plan your visit and capture unforgettable moments at this cherished Chicago tradition!

Photo By Goodman Theater

A Christmas Carol at the Goodman Theater

Join Ebenezer Scrooge on a heartwarming journey through his past, present, and future in this fresh adaptation of Dickens’ beloved classic A Christmas Carol. Packed with jubilant musical numbers, spectacular costumes, and plenty of hilarious “Bah Humbugs,” this family-friendly production (for ages 5 and up) celebrates the transformative power of kindness and love. Directed by Jessica Thebus and featuring a first-rate cast with marvelous staging, this timeless tale remains a cherished holiday favorite. Don’t miss the chance to experience the magic!

Photo by The Magnificent Mile Association

The Magnificent Mile Lights Festival

Kick off the holiday season at the Magnificent Mile Lights Festival Parade! The day after Christkindlmarket opens and Chicago’s Christmas tree is illuminated, this festive event lights up Michigan Avenue with over 200 sparkling trees. Starting at 5:30pm, enjoy a magical parade featuring colorful floats, giant helium balloons, marching bands, and celebrity appearances. Mickey Mouse and Minnie Mouse will serve as Grand Marshals for this cherished holiday tradition. Arrive early—festivities begin at 11am with family-friendly activities along Michigan Avenue and opportunities to take a picture with Santa. Don’t miss this iconic Chicago holiday celebration!

Photo by The Peninsula Chicago

Ice Skating at the Peninsula Sky Rink

Experience ice skating with stunning views at the Sky Rink on the terrace of The Peninsula Chicago. This 2,100-square-foot rink offers a magical winter wonderland high above Michigan Avenue, surrounded by the city’s towering skyscrapers. Glide under sparkling snowflake lights and enjoy festive music as you showcase your skating skills. Need a break? Warm up with a cozy hot drink and delicious snacks from the charming Chalet. Don’t miss this unique winter activity in the heart of Chicago!