Looking for the best things to in Chicago during the holiday season? Here are the best things to do in Chicago at Christmas 2025 and during the entire holiday season that are guaranteed to get you into the holiday spirit!
Things to Do in Chicago During Christmas 2025
I think that Christmas and the holiday season is one of the best times of the year to visit Chicago. Many festive events and activities take place in Chicago during the holiday season in November, December and early January, from tree lightings, holiday lights, holiday shopping, christmas markets and more.
I suggest bookmarking this blog post as I will be updating events and activities as they are announced.
Disclosure: This article contains affiliate links. I may make a small commission if you make a booking using my links at no extra cost to you. As an Amazon Associate I earn from qualifying purchases.
Visit an Outdoor German-Style Christmas Market
Christkindlmarket is an authentic German-style outdoor market. Visitors can shop for Christmas ornaments and products from around the world and try various German food and drinks such as roasted nuts, fresh pretzels, bratwurst, and hot spiced wine. You can also purchase a limited edition souvenir mug to remember your trip.
Where: Daley Plaza, 50 W Washington St, Chicago, IL 60602 (There is also a location in the suburbs in Aurora, Illinois.)
When: Hours vary see the website for more details.
Cost: Admission is FREE.
See the Giant City of Chicago Christmas Tree
See Chicago’s “official” Christmas tree at Millennium Park during the holiday season. The best time to see it is in the evening when it is lit up.
Make sure to stop by The Bean – a must on any Chicago bucket list. The Bean is located a few feet away from the tree and can even take photos of The Bean with the Christmas tree in the background.
When: The tree will be lit up on November 22, 2025 and will stay at Millennium Park until early January
Where: Millennium Park, near the intersection of Michigan Ave. and Washington St.
Cost: Free.
Take a Holiday Tour
If your time in Chicago is short, there are a few tours that focus on Chicago’s holiday attractions:
Festive Food & Walking Tour
Seasonal Stroll Walking Tour of Holiday Attractions
Guided Holiday Walking Tour and Food Sampling
Join a Christmas Eve Gourmet Dinner Cruise on Lake Michigan
Looking for a unique meal on Christmas Eve? Join a Christmas Eve gourmet dinner cruise on Lake Michigan. Enjoy a gourmet 3-course plated dinner with views of Chicago’s skyline, creative cocktails and DJ entertainment.
Attend a Christmas Themed Candlelight Concert
Chicago’s Candlelight Concerts is a series of special classical music concerts that take place in beautiful venues bathed in candlelight. Some of the concerts taking place this holiday season include:
Candlelight: Christmas Carols on Strings
You can find the full list of candlelight concerts in Chicago here.
ZooLights at Lincoln Park Zoo
ZooLights Presented by ComEd and Invesco QQQ at Lincoln Park Zoo is a cheerful, family-friendly holiday event in the heart of the city. Zoolights features hundreds of luminous LED displays and seasonal experiences, all under the glow of millions of lights. All dates require a timed reservation.
Where: Lincoln Park Zoo, 2400 N. Cannon Drive, Chicago, IL
When: November 2025 – January 2026
Cost: $7–$10. Free admission on select Mondays.
Light Up the Lake at Navy Pier
Light Up the Lake at Navy Pier features free outdoor holiday lights and other fun activities and attractions such as axe throwing and a new ice slide.
Where: Navy Pier, 600 E Grand Ave, Chicago, IL 60611
Cost: Includes both free and ticketed activities. Single and pre-bundled tickets are available.
See the Crèche and Wreathed Lions at the Art Institute of Chicago
The Art Institute of Chicago is a must on any Chicago bucket list year round but there are more reasons to visit during the holiday season.
Beginning Friday after Thanksgiving the museum’s lions will be decked with their evergreen wreaths for the holiday season.
Through early January, you can also see the Art Institute’s spectacular 18th-century Neapolitan crèche, or Nativity scene, telling the story of Jesus Christ’s birth through more than 200 painted terracotta figures staged in an elaborate environment inspired by 18th-century Naples.
Hours: Monday and Friday–Sunday from 11 a.m.– 5 p.m. Thursdays from 11 a.m.– 8 p.m. The museum is closed on Tuesdays & Wednesdays as well on Thanksgiving, Christmas, and New Year’s Day.
Where: 111 S Michigan Ave, Chicago, IL 60603
Cost: Price varies by age; members and children under 14 are always free. There are discounts for Chicago and Illinois residents. Click here to buy a skip the line ticket if you want to avoid long lines.
Christmas Around the World and Holidays of Light
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The Christmas Around the World and Holidays of Light at the Griffin Museum of Science and Industry annual celebration began in 1942 and features a four-story, floor-to-dome Grand Tree, surrounded by a forest of more than 40 trees and displays which represent the holiday traditions from cultures around the globe.
Where: Griffin Museum of Science and Industry, 5700 S Lake Shore Drive.
Cost: Christmas Around the World and Holidays of Light is included in regular museum admission. You can purchase a skip the line ticket here.
Tip: If you are visiting a few museums, consider purchasing a Chicago CityPASS or Go Chicago Card to save money on entrance fees.
Dine at the Walnut Room
Dining at the Walnut Room is a legendary Chicago holiday tradition. Located on the 7th floor of Macy’s State Street (formerly Marshall Fields), the Walnut Room was the first restaurant ever opened in a department store. During the holiday season diners can enjoy the view of the Macy’s “Great Tree” in the middle of the restaurant while feasting on holiday classic dishes such as Mrs. Hering’s 1890 Original Chicken Pot Pie. Only guests with reservations at The Walnut Room are permitted to enter but there is a selfie spot located right outside of the restaurant with a view of the tree that makes for a good photo opportunity.
Where: 7th floor at Macy’s State Street at 111 N. State Street, Chicago, IL
Go Outdoor Ice Skating
One of the best and picture perfect spots to go ice skating in Chicago is the McCormick Tribune Ice Rink right in front of The Bean. Admission is free, but online reservations are required.
Another popular option is the skating ribbon at Maggie Daley Park which has a path twice the length of a lap around a traditional skating rink. Tickets will be released on a rolling basis at (noon) every 2 weeks.
Here is a list of the best outdoor ice skating rinks in Chicago with hours, prices and other information.
Ride the CTA Holiday Train and Bus
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The CTA Holiday Train is a holiday tradition unique to Chicago. As the train pulls into each station, Santa waves to riders from his sleigh on an open-air flatcar carrying his reindeer and decorated holiday trees. Each car of the train is wrapped with holiday and seasonal images. Thousands of twinkling lights outline the shape of the train and windows, with even more lights running across the tops of the cars. (The video above is from one of my favorite Chicago photo spots.)
The CTA Holiday Bus is 60-foot bus turned into a winter wonderland with holiday music playing and Santa waving and from the roof-hatch of the bus. The exterior of the bus features Chicago’s skyline one snowy evening with “Ralphie the Reindeer” leading the way, his nose aglow and Santa’s sleigh in tow. Festive strings of lights outline the bus and its windows, along with sparkling snowflakes that light-up at night.
When: See transitchicago.com/holidayfleet for full details on dates, times and routes.
Cost: Regular CTA fare. See transitchicago.com for prices. You can see the bus pass by for free from the street.
Go Holiday Shopping (or Window Shopping)
Chicago is a great city for shopping with every type of store you can imagine. Many shopping centers and departments stores have holiday decorations and attractions to put you in a festive mood. Make sure not to miss Macy’s State Street (formerly Marshall Fields) – the building is a National Historic Landmark and it is known for its holiday window displays.
The major shopping areas in downtown Chicago include State Street (where you can find Macy’s, Target and many smaller stores) and The Magnificent Mile (where you can find three shopping centers, luxury designers and labels, several departments stores and popular brands).
If you are looking for unique and/or handmade items, check out these holiday markets: Chicago Artisan Market @ Fulton Market (November 16 & December 14, 2025), Chicago Artisan Market @ Ravenswood (November 29-30, 2025), One of a Kind Show (December 4-7, 2025) and Sauced The Night Market Before Xmas (December 12-13, 2025) and Renegade Craft Fair (December 20-21, 2025).
Drink Glogg at Simon’s Tavern
Drinking the signature glögg (mulled wine) at Simon’s Tavern is a holiday tradition for Chicagoans.
The long standing neighborhood dive bar in Andersonville is packed every year during the holiday season.
Where: Simon’s Tavern, 5210 N Clark St
Drink at a Christmas Themed Pop-Up Bar
Chicago has several holiday pop-up bars that open just for the holiday season. These bars offer holiday decorations, themed cocktails and snacks and more festive touches. Advance reservations are recommended as they tend to be very popular. Some of the best holiday themed bars include:
Nutcracker Bar & Hotel (100 E Chestnut St)
Frosty’s Bar (809 W Evergreen Ave)
Santa Baby Bar (3505 N Clark Street)
Elfd’d Up (Stretch Bar & Grill, 3485 N. Clark Street)
Reindeer Room (1807 S Allport St)
8 Crazy Nights Chicago (3441 N Sheffield Ave)- Chicago’s first Hanukkah pop-up
See a Christmas Show
Get in the holiday spirit with a Christmas show. There are many holiday shows you can see in Chicago this year, including:
This is a great list of all the holiday shows in Chicago.
Walk the Illuminated Light Trail at Lightscape
Lightscape is an after-dark, illuminated trail with thousands of twinkling lights at the Chicago Botanic Garden. Ok so this is technically not in Chicago but it is in the suburbs only a 30 minute drive from downtown.
Where: Chicago Botanic Garden, 1000 Lake Cook Road, Glencoe, IL 60022 (24 miles north of downtown Chicago)
Illumination: Tree Lights at The Morton Arboretum
Illumination: Tree Lights at The Morton Arboretum is a one-of-a-kind, interactive spectacle of color, light, and sound that has been delighting audiences since 2013. Be surrounded by color as you walk a one-mile paved path amid interactive lighting effects that highlight the beauty of trees in winter.
Where: Morton Arboretum, 4100 Illinois Route 53, Lisle, IL 60532 (28 miles west of downtown Chicago)
Millennium Park Holiday Sing-Alongs (previously “Caroling at Cloud Gate”)
Join the Millennium Park Holiday Sing-Along (previously “Caroling at Cloud Gate”) to sing out and celebrate Chicago’s diverse holiday traditions on Friday evenings in December.
When: December 5, 12 & 19, 2025, 6pm
Where: Millennium Park, Grainger Plaza, Cloud Gate
Cost: Free Admission.
Chicago Christmas and Holiday Events
City of Chicago Christmas Tree Lighting Ceremony
The City of Chicago Christmas Tree Lighting Ceremony kicks off the holiday season.
When: The lighting ceremony takes place Friday, November 21, 2025
Where: Millennium Park, Near Washington St. & Michigan Ave. Enter Park through the South Promenade on Monroe Street.
Cost: Free.
Magnificent Mile Lights Festival
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The Magnificent Mile Lights Festival is a popular family friendly live parade (the largest nighttime parade in the US) when one million lights are illuminated on the trees along The Magnificent Mile. Led by Mickey Mouse and Minnie Mouse of The Walt Disney World Resort, the parade features fabulous floats, giant helium balloons, marching bands, celebrities, musical performances, Santa Claus, fireworks and more. This year’s holiday event will feature a new Chicago River lighting spectacle and the tallest balloon ever.
Tip: Streets around the parade route close to car traffic a few hours before the parade, so prepare to take the train or book a hotel nearby.
When: Saturday, November 22, 2025
Where: The parade is on North Michigan Avenue from Oak Street to Wacker Drive.
Cost: Free.
More Chicago Holiday Themed Events 2025
In addition to the events mentioned above, other festive holiday themed events and activities include: Chicago Thanksgiving Parade (November 27, 2025), Ravenswood Light Up Nights Festival & Holiday Market (December 6, 2025), Chicagoland Toys For Tots Motorcycle Parade (December 7, 2025), Santa Hustle 5K (December 6, 2025), Adults Night Out: Holidaze at Lincoln Park Zoo (December, 2025) and TBOX (Twelve Bars of Christmas) Bar Crawl (December 13, 2025).
As you can see there are many things to do in Chicago during Christmas and the holiday season.
Planning a trip to Chicago? Check out my Chicago guides and itineraries:
- 3 Days in Chicago Itinerary + Travel Tips From a Local
- The Perfect Itinerary for One Day in Chicago
- Most Instagrammable Places in Chicago
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wow, I didnt know that Chicago is so much fun in Christmas season, my friends were mostly always complaining how cold it was in Chicago 😉
It definitely gets cold in Chicago in the winter but it varies day by day and sometimes it is not that bad. I’ve lived here most of my life so I am used to it plus I dress pretty warmly.
Chicago can be cold in the winter but not always. We had a really warm Christmas this year.
Wow! Chicago looks fantastic at Christmas! I would love to visit the Chistkindlemarket and see the Cirque du Soleil show. Thank you for creating this post. I guess I better start travel planning for next year!
I am in South Florida now, but I grew up in NY. The ice skating reminds me of the skating at Rockefeller Center.
It is great that there are so many things to do in Chicago. I always visit Millennium Park to see the tree, but will try to see a light show this year as well.
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