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Your ultimate Christmas travel guide to Chicago

Chicago transforms into a winter wonderland during Christmas, with twinkling lights, festive markets, and a lively spirit that fills every corner of the city. From skating under the skyline to exploring iconic holiday traditions, this guide covers everything you need for a memorable Christmas in Chicago.

Top things to do for Christmas in Chicago

1. Stroll through Christkindlmarket Chicago

Experience Chicago’s most famous Christmas market at Daley Plaza, where you’ll find traditional German treats, handcrafted ornaments, and festive entertainment. The market is free to enter and is a must for holiday shopping and seasonal snacks.

Where to go:

Christkindlmarket Chicago | Find on Maps

2. Ice skate at Millennium Park

Lace up your skates at the McCormick Tribune Ice Rink, set against the backdrop of Cloud Gate and the city skyline. Skate rentals are available, and admission is free if you bring your own skates.

Where to go:

Millennium Park | Find on Maps

3. Admire the Magnificent Mile Lights Festival

Walk along Michigan Avenue to see over one million lights illuminating the city’s most famous shopping street. The festival kicks off in late November and the lights stay up through early January.

Where to go:

Michigan Avenue | Find on Maps

4. Watch ‘A Christmas Carol’ at Goodman Theatre

A Chicago holiday tradition, Goodman Theatre’s production of ‘A Christmas Carol’ brings Dickens’ classic to life with stunning sets and talented local actors.

Where to go:

Goodman Theatre | Find on Maps

5. Visit Macy’s State Street holiday windows

Macy’s iconic window displays tell a new holiday story each year, drawing visitors of all ages. Don’t miss the Great Tree in the Walnut Room for a festive meal.

Where to go:

Macy’s State Street | Find on Maps

6. Explore Lincoln Park Zoo Lights

The Lincoln Park Zoo transforms with millions of lights, animal-themed displays, and holiday activities. Entry is ticketed on select nights, so book ahead.

Where to go:

Lincoln Park Zoo | Find on Maps

7. Take a holiday architecture river cruise

See Chicago’s skyline and festive lights from the water on a special holiday-themed architecture cruise. Warm drinks and seasonal stories make this a unique way to experience the city.

8. Warm up at a Christmas pop-up bar

Sip creative cocktails at over-the-top themed bars like Frosty’s or Santa Baby, which pop up across the city for the season.

Where to go:

Frosty | Find on Maps

Your perfect Christmas itinerary

Day 1: Classic Chicago Christmas

Morning:

Start your day with breakfast at Wildberry Pancakes & Cafe near Millennium Park. Head to Millennium Park for a morning skate at the McCormick Tribune Ice Rink, then snap photos at Cloud Gate.

Afternoon:

Warm up with lunch at The Walnut Room inside Macy’s on State Street, then explore Macy’s legendary holiday windows. Walk to Daley Plaza and browse the stalls at Christkindlmarket for unique gifts and sweet treats.

Evening:

Take a stroll along the Magnificent Mile to enjoy the lights. End your evening with a performance of ‘A Christmas Carol’ at Goodman Theatre.

Day 2: Festive lights and local flavors

Morning:

Grab a bagel and coffee at Goddess and the Baker. Visit Lincoln Park Zoo for ZooLights, arriving early to beat the crowds and enjoy the animal exhibits.

Afternoon:

Lunch at Café Ba-Ba-Reeba! in Lincoln Park. Spend your afternoon on a holiday architecture river cruise, taking in the city’s skyline and festive décor from the water.

Evening:

Try dinner at The Purple Pig on Michigan Avenue. Cap off your night with a visit to a Christmas pop-up bar like Frosty’s, or explore more light displays at Millennium Park.

Frequently asked questions about spending Christmas in Chicago

Yes, Christmas is one of the most festive times to visit Chicago. The city is filled with lights, markets, and special events that create a lively holiday atmosphere.

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