2 Days in Chicago: The Ultimate Christmas Itinerary

Chicago, the Windy City, is a vibrant metropolis that transforms into a winter wonderland during the Christmas season. With its iconic architecture, bustling markets, and festive decorations, Chicago offers a unique and memorable experience for visitors. If you’re planning a Christmas trip to Chicago, here’s a comprehensive itinerary to make the most of your 2-day adventure.

Day 1: Festive Charm and Magnificent Views

Start your day with a visit to the **Christkindlmarket**, a traditional German Christmas market held in Daley Plaza. Immerse yourself in the festive atmosphere, browse unique handcrafted gifts, and indulge in delicious German treats like gingerbread cookies and gluhwein. The market runs from mid-November to late December, so be sure to check the dates before your trip.

After lunch, head to **Millennium Park**, a sprawling public space known for its iconic Cloud Gate sculpture, affectionately nicknamed “The Bean.” Capture stunning photos with the city skyline as your backdrop and enjoy the festive decorations that adorn the park during the holidays.

As the sun begins to set, make your way to the **Wrigley Building**, a stunning example of Chicago’s architectural heritage. Admire the building’s illuminated facade and capture memorable photos against the backdrop of the Chicago River.

For dinner, indulge in a classic Chicago deep-dish pizza at a local pizzeria. Be prepared for a hearty meal with a thick, crusty base and generous toppings.

Day 2: Ice Skating and Architectural Wonders

Begin your day with a visit to the **Magnificent Mile**, a stretch of North Michigan Avenue renowned for its upscale shopping and dining. Browse the window displays, shop for holiday gifts, and enjoy the festive atmosphere. Don’t forget to visit the **Water Tower Place** for a panoramic view of the city.

In the afternoon, head to **McCormick Place**, a convention center that transforms into a winter wonderland during the holidays. Enjoy ice skating at the **Ribbon**, a unique outdoor ice rink, and take a spin on the carousel. Afterward, warm up with hot chocolate and enjoy the festive atmosphere.

For a truly unique experience, visit the **Willis Tower**, formerly known as the Sears Tower. Take a ride to the Skydeck, the highest observation deck in the Western Hemisphere, and marvel at the breathtaking views of the city. Be sure to visit during the evening to witness the city’s dazzling lights.

End your day with a delicious dinner at **The Signature Room at the 95th**, a revolving restaurant offering panoramic views of the city and a delectable menu.

Tips for Your Christmas Trip to Chicago

• Book your flights and accommodations in advance, especially if you’re traveling during peak season.
• Pack warm clothes, including a hat, gloves, and scarf, as Chicago winters can be cold.
• Take advantage of public transportation, which is an efficient and affordable way to get around the city.
• Be prepared for crowds, especially at popular attractions and during peak hours.
• Enjoy the festive atmosphere and embrace the magic of the Christmas season.