10 Things to Do in Chicago in Winter

Chicago is one of the cities with the coldest temperatures in the U.S. Therefore, here are a series of plans that will guarantee fun and comfort on this date.
10 Things to Do in Chicago in Winter

More about: 10 Things to Do in Chicago in Winter

When thinking about things to do in Chicago, there are plenty of options throughout the year. Winter in this city is quite spectacular, with frequent snowfalls and a couple of celebrations that are held in style thanks to the festive nature of its inhabitants.

Below, I have compiled a list of all the activities I have gathered so that you can enjoy every second of your trip to the Windy City during the winter months.

1. Ensure a night of sporting fun

At a Chicago Blackhawks game| ©Michael
At a Chicago Blackhawks game| ©Michael

The North American Hockey League season and the NBA regular season run throughout the winter months. Chicago's United Center is home to the Chicago Blackhawks and the Chicago Bulls, two of the most important teams in their respective industries, so I can assure you that attending a game of either of these two teams can be an extremely fun experience. What's more, both sports are easy to follow, even for those who aren't fans.

It's also an entertaining way to escape the cold winter temperatures that characterize this time of year. Attending a venue as modern and large as the United Center is also a once-in-a-lifetime experience for many people because of all the food you can sample while drinking a beer, enjoying a very American tradition.

Reserve your ticket for a Chicago Bulls game

2. Visit Chicago's most famous crime scene on Valentine's Day

Gangsters and Ghosts Tour| ©GTE
Gangsters and Ghosts Tour| ©GTE

On February 14, 1929, on a cold winter day, one of the most important massacres in the history of the American mafia took place. It was motivated by clashes between Al Capone's group and some members of the North Side Gang.

Many historians attribute it as one of the triggers that led to the persecution of Al Capone as the greatest leader of the local mafia. Its historical significance makes a visit to this corner of the city where the crime took place an excellent plan for those who have followed the history of this mafia figure.

It's worth checking to see if Chicago tourist passes offer any discounts for the Mafia Museum on Valentine's Day. Simply because this historical event is closely associated with the city's tourism industry. There is also a mafia and crime tour of Chicago to learn more about the influence these underground organizations had on the city.

Book a Chicago Mafia and Crime Tour

3. Celebrate New Year's Eve like the locals

Fireworks at Navy Pier| ©Abraham J
Fireworks at Navy Pier| ©Abraham J

There are plenty of ways to celebrate the arrival of the new year in Chicago if you're in town during that time. Hotels often offer themed dinners, and of course, the more commercial restaurants also have special menus for such an important moment in the winter season.

However, there are certain traditions that locals follow to give a much more personal meaning to the New Year's celebrations without having to adapt to the conditions of a luxurious dinner or an overly expensive event.

Navy Pier and the Riverwalk are two spots in the city that fill up with people waiting for the fireworks that go off at midnight over Chicago Bay on Lake Michigan. Therefore, I recommend you visit these areas if you are looking for an experience similar to that of Times Square in New York.

Ring in the new year flying over Chicago in a helicopter

On the other hand, if you're really interested in doing something unique and budget constraints aren't an issue for you, then you can choose to celebrate January 1st with one of the best helicopter tours in Chicago. This idea is perfect for welcoming in the new year in style, enjoying panoramic views of such a large and modern city.

Book a helicopter tour of Chicago

4. Take a walk along the frozen shores of Lake Michigan

On Frozen Lake Michigan| ©Allan Henderson
On Frozen Lake Michigan| ©Allan Henderson

Almost every city in the world has a space that has shaped its urban landscape and is, in a way, an iconic landmark for that community. In Chicago, it is Lake Michigan, and during the winter, all of its shores freeze over, offering its inhabitants a rather unique landscape that is worthy of admiration by any tourist who knows how to appreciate the beauty of their surroundings.

Several spots in the city are ideal for taking a walk that allows you to enjoy the winter scenery while getting to know an important tourist area of Chicago. Concrete Beach, Navy Pier, and the entire Museum Campus area. It is worth noting that the Museum Campus is also home to the Field Museum of Natural History and the Adler Planetarium, two spaces dedicated to culture and history that are well worth a visit.

On the other hand, Chinatown and Greektown are two immigrant neighborhoods that are relatively close to this area of public parks. Therefore, it is also a good idea to take one of the food tours of Chinatown that focus on this type of cuisine if you work up an appetite after walking several miles along the coast.

Book your ticket to the Field Museum of Natural History

5. If you are there on St. Patrick's Day, you have to go to the Riverwalk area

St. Patrick's Day in Chicago| ©Natasha Jelezkina
St. Patrick's Day in Chicago| ©Natasha Jelezkina

The winter season ends with one of the city's most iconic events, St. Patrick's Day. This date is very important because it is related to Irish immigrants, who are one of the cultural pillars of the city.

At the same time, the fact that green dye is added to the waters of the Chicago River every year makes it a very interesting activity for tourists.

Many cruises in Chicago will be sailing some of the river sections on this day with special packages offering passengers Irish cuisine along with a wide variety of craft beers. However, if you go as a spectator from the riverbanks, you can also have fun watching the parade along the Magnificent Mile or visiting some of the Irish bars in the area.

Book a cruise on Lake Michigan

6. Be sure to attend a play or musical event

Christmas Carol at the Goodman Theatre| ©Mary Warren
Christmas Carol at the Goodman Theatre| ©Mary Warren

The winter season is a very active time for theater and music in Chicago, as it's an ideal way to escape the cold that characterizes these first months of the year. The Chicago Theater usually has at least two shows scheduled for the entire season and the occasional special concert on weekends.

The Chicago Symphony Orchestra'swinter concerts are another cultural event of the winter season that you shouldn't miss, at least if you enjoy this type of music on a regular basis.

Another ideal theatrical option is to enjoy Shakespeare in Chicago at The Lounge, located in Chicago's Loop district, one of the most renowned in the city.

7. Go out partying on Presidents Day

Night Tourist Bus| ©Alanscottwalker
Night Tourist Bus| ©Alanscottwalker

Holidays are not common in the United States, and when there is one , they agree to make it fall on a Monday, just like Presidents Day. This way, you can enjoy a long weekend full of parties and fun.

Wicker Park, Old Town, and River North are some of the neighborhoods where the nightlife is most interesting during this weekend leading up to the third Monday in February.

If you're looking for a good way to get around the city comfortably during this holiday, don't hesitate to book the Chicago tourist bus. It's an ideal day, as there is hardly any traffic because many families have left the city to enjoy this mini-vacation.

Book the Chicago tourist bus

8. Visit the polar animals at Lincoln Park Zoo

Zoolights at the Zoo| ©Robby Gragg
Zoolights at the Zoo| ©Robby Gragg

North of the city, in Lincoln Park, there is a zoo that is open 365 days a year to anyone interested in learning about the lives of many of the most important animals on our planet. It is one of the largest animal conservation spaces in the country, so it's no surprise that inside you'll find everything from black rhinos to bears, gorillas, and chimpanzees.

However, the real attraction of visiting this zoo during the winter season is the fact that all the animals you will see originally live in the North and South Poles and come out to enjoy the low temperatures of the season, as they are similar to those they would have in their polar habitats.

So when you visit Lincoln Park Zoo during the winter, you'll have the opportunity to see polar bears, seals, and penguins enjoying the snowfall live and in person. Without a doubt, this is one of the best activities to see or do in Chicago with children.

9. Skate on the unique ice rink in Millennium Park

McCormick Tribune| ©chrismetcalfTV
McCormick Tribune| ©chrismetcalfTV

Traditionally, Millennium Park is a city space that you can't miss if you visit Chicago at any time of the year. However, winter is an even more special time to visit this place full of modernist sculptures and so close to the city's tallest skyscrapers. From early November to mid-March, an ice skating rink is open, notable for its curious circular shape, like a ring.

It is best to go after sunset, as you are more likely to encounter one of those beautiful snowfalls that characterize winter in Chicago, and also to enjoy panoramic views of the illuminated skyscrapers.

In fact, this is one of the best things to do in Chicago at night during the winter season, because it combines physical activity that will keep you warm with the opportunity to be outdoors without having to settle for an enclosed, artificially heated venue. Keep in mind that in order to access the rink , you must make an online reservation indicating the day, time, and number of people who intend to simultaneously enjoy this fun ice skating experience.

10. Explore Lincoln Park Nevado

Snowy Lincoln Park| ©Dottie B
Snowy Lincoln Park| ©Dottie B

Lincoln Park is another of Chicago's most important landmarks and a favorite place to enjoy the snow in some of the parks near the outskirts of Downtown.

As you can imagine, going to this park to play in the snow or enjoy the views of Lake Michigan is also one of those excellent things to see and do in Chicago during Christmas because of the savings.

It is an urbanized hiking trail that is ideal for sports and is located very close to several neighborhoods with a vibrant cultural and gastronomic offering that can easily fill the rest of your day.

Temperatures in Chicago during the winter

Christmas Eve in Chicago| ©Tracy Reddington
Christmas Eve in Chicago| ©Tracy Reddington

Chicago is a fairly cold city, so you can expect temperatures around 0°C for most of your winter trip. For example, the usual maximum temperature for February is 4 or 5 degrees, while at the end of March everything starts to become more moderate with temperatures approaching 10 degrees Celsius.

Even so, that shouldn't limit you when it comes to enjoying all the things to see and do in Chicago.

Book a street art tour of Chicago

Tourist traffic in Chicago in winter

Millennium Park tree lighting| ©Emma Krupp
Millennium Park tree lighting| ©Emma Krupp

With the exception of Christmas and St. Patrick's Day weekend, tourism in Chicago is not usually overwhelming or unbearable. However, you can't ignore the fact that it is the third largest city in the United States and tourist traffic is always significant throughout the year.

Book a tour of Chicago by minibus

What to pack for a winter visit to Chicago?

Packing your luggage| ©Marissa Grootes
Packing your luggage| ©Marissa Grootes

Clearly, it is essential that you pack plenty of winter clothing if you want to visit Chicago comfortably during the winter months.

Don't ignore this recommendation, as this is a city where snowfall often lasts for several days and snow will be a reality for most of your trip.

Purchase the Chicago Explorer Pass

Reviews from other travellers

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    N. A.
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    The tour is great! The topics covered in the tour are super interesting and the guide (Avery) is awesome! I would definitely recommend this tour to everybody!
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    Excellent proposal.
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    Very good!
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    You can't miss the Ledge, it's awesome!!!
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    Incredible Skydeck location