Chicago is a great city to visit throughout the year, with many attractions both big and small. There are some classic landmarks such as “the bean”, Willis Tower, and Navy Pier, but there are also hidden treasures that you can continue to discover each time you visit. If you’ve been to Chicago a time or two, or even if you’ve grown up in the area, there are always new things to try or to see, and the new year is the perfect time to create a bucket list for your next trip to the Windy City.

See the next great comedian

Chicago is the birthplace of many of the great comedians of our time. Steve Carell, Chris Farley, and Tina Fey are all alumni of the Chicago Comedy scene. With clubs such as Laugh Factory and The Second City, you never know who you’ll be entertained by, but you’re promised a hilarious night of laughs. There are also drinks available, making this a full night of guaranteed fun for a date night or girls' night out.

Try street food

While Chicago has some of the best upper-tier cuisine in the nation, the city is also home to delicious food trucks and local vendors. The variety of food options is never-ending, including authentic food from other cultures such as Mexican, Italian, and Chinese. You can often find food trucks outside Grant Park or along the busier streets in the summer. In the winter, it’s a perfect time to step into the hole-in-the-wall local favorite bars and restaurants. While Chicago pizza is one of the most popular local cuisines, the hot dogs here are also a popular topic. There is no better place to try a Chicago dog than at a local dive. You can taste all that Chicago has to offer at both Michelin Star restaurants and artisan businesses.

Broadway isn’t just in New York

Chicago’s Broadway shows are never to be forgotten, with great shows stopping in the city all the time. In 2024, musical lovers can look forward to classics like Peter Pan, My Fair Lady, and Mama Mia. Fans of contemporary plays won’t be disappointed either, with new shows such as Six and Mrs. Doubtfire. The world-class performances and live music are a great experience no matter how many times you go and will be a memorable way to spend your night for years to come.

Take a trip to Chinatown

Another great item foodies should add to their list is Chinatown. This is the best place to get dumplings for miles around, whether you prefer them stuffed with ​​meat, cheese, veggies, or even fruits. The family-owned restaurants are proud of their heritage and love to share it with tourists and locals alike. Chinatown in Chicago is truly a transportive experience, featuring streets adorned to the max with authentic Chinese culture. The ornate architecture will make you feel as though you’ve stepped foot in Asia, and you can even buy souvenirs from the many shops on the streets.

Shop in Water Tower Place

The stomping grounds of shopaholics is a one-stop destination for one of the best mall experiences in the Midwest. Located on the Magnificent Mile, this 7-story tower includes over 70 stores for your convenience. There are also restaurants, a Broadway theater, and other entertainment options all under one roof. Depending on when you visit throughout the year, there are even events that you can enjoy, from art exhibits to food tastings to meet and greets with special guests. As you enjoy the stunning architecture, you will be able to shop ‘till you drop.

Visit the Starbucks Reserve Roastery

The mecca of coffee lovers, this is no ordinary Starbucks shop. This must-see building has five floors of rare, rotating, and fan-favorite drinks. Visitors can book private events where you get to learn the ins and outs of roasting and brewing some of the best coffee in the nation. There are also tasting events, classes in creating Espresso Martinis, and history tours on what the Roastery has contributed to the coffee industry. The building itself is reminiscent of the Starbucks brand and includes shops, bakeries, cafes, cocktail bars, and a rooftop terrace. With new drinks to try on each floor, you can easily spend a whole day here exploring and interacting with the exhibits. During the holidays you can find additional themed drinks that will call you back year after year. You might just find your new favorite drink that you can’t get anywhere else.

Marvel at the Chicago Cultural Center

While we may be entering a new year, that doesn’t mean you shouldn’t stop by and admire the exquisite architecture of centuries past. The Chicago Cultural Center is known for its gorgeous views both inside and out, featuring the world’s largest Tiffany glass dome and a mural on one of the exterior walls honoring the women of Chicago’s history. There are even fun free events throughout the year for the whole family. It is one of the most visited landmarks in Chicago, keeping visitors entranced enough to come back time and time again.

Visit Chicago again and again

As one of the largest cities in the United States, Chicago has a lot to offer in terms of culture, entertainment, and adventure. Creating a bucket list of things to do in Chicago 2024 can be an exciting experience. It's important to research and plan out the activities and events that interest you, to make sure you make the most out of your trip to Chicago. To help make your trip even more memorable, you should also consider adding a night stay in a boutique hotel to your bucket list. Hotel EMC2 is in the heart of Chicago, within walking distance of many of the most popular attractions. Our art and science-themed hotel will give you an experience unlike any other. Click here to book a room and make your trip to the city one to remember.