26 recommended spots in Chicago, a big city full of diverse charm!

Chicago, the third largest city in the U.S. after New York and L.A., developed as an industrial city and is globally known for its skyline of towering skyscrapers. Tourists from all over the world visit, and its attractions are incredibly diverse. Beyond its high-rise buildings, Chicago is a city brimming with appeal—from sports and culture to art and music.

Here, we introduce you to Chicago’s top recommended sightseeing spots—an energetic city that captivates all who visit!

1. Millennium Park

Millennium Park suddenly appears in the middle of downtown Chicago, surrounded by towering skyscrapers. The futuristic-looking objects that catch the eye in this plaza draw countless visitors every day. Within the park is a modern concert hall, which hosts free outdoor concerts and family-friendly events one after another. For both tourists and locals alike, it serves as an urban oasis.

The various objects placed throughout the grounds are all impressive works of contemporary art. The scene resembles an open-air art museum, and you’ll often see excited tourists taking photos. In the summer, outdoor restaurants open, and in winter, a Christmas tree and skating rink appear in the plaza, offering entertainment no matter the season. By taking a peek into this sophisticated park in the big city of Chicago, you might just come to understand the charm that captures people’s hearts.

2. The Art Institute of Chicago

The Art Institute of Chicago is renowned as one of the three major art museums in the U.S. A must-see spot for anyone visiting Chicago, the museum is so vast that one day isn't enough to see it all. Upon entering the stately stone building, you'll be struck by the sheer volume of its exhibits—over 300,000 pieces in total. Among them are world-famous paintings and sculptures by renowned artists, offering an experience well worth the visit. The interior is not only expansive but also a bit complex in layout, so it's a good idea to study the map beforehand.

The museum is clean and airy with high ceilings, and it features on-site restaurants and cafes. On sunny days, the outdoor terrace is especially pleasant. Why not enjoy some of Chicago's signature dishes in a beautifully designed restaurant? It’s bound to be a special experience.

3. Wrigley Field

Wrigley Field is the home stadium of the Major League Baseball team, the Chicago Cubs. During the season, the excitement reverberates throughout the city, and tourists can join in the fun. It is the second oldest stadium among all Major League ballparks. Even if you're not a baseball fan, this stadium is worth a visit.

To enjoy it like the locals, beer and popcorn are essential. The stands are filled mostly with Chicago Cubs fans, and cheering along with them will quickly make you feel like one of the crowd. Guided tours are also recommended. The approximately 90-minute tour takes you all around the stadium, including the clubhouse and field. Don’t miss the chance to enjoy authentic baseball as part of your Chicago sightseeing.

4. Museum of Science and Industry

Located on the outskirts of downtown Chicago, the Museum of Science and Industry is a popular tourist destination with exhibits that include panels, videos, and models about Chicago's modern science and industry. It’s an educational experience enjoyable for both children and adults. The museum is built facing the lake and is quite spacious, so visitors can spend ample time exploring it.

What particularly catches visitors’ attention are the life-size displays of a steam locomotive, airplane, and spacecraft. These exhibits are not only impressive but also hands-on, which thrills even adults. There is also an Omnimax theater dedicated to museum films, where you can enjoy stunning 3D visuals. Additional experiences, like a simulated underground coal mine and special exhibitions, ensure that no amount of time feels like enough. This is definitely a place you should visit with plenty of time to spare.

5. 360 CHICAGO – TILT

In 2014, the observation deck of the John Hancock Center, one of Chicago’s popular sightseeing spots, was reborn as 360 Chicago. It has since gained attention as a new must-visit destination in the city. What sets it apart is its innovative observation experience. The windows slowly tilt outward, giving you the thrilling sensation of possibly falling forward.

With its boldly American, inventive concept, 360 Chicago offers a thrilling experience that has earned it rave reviews from both tourists and locals. While there are several observation decks in the city, 360 Chicago provides a truly unique experience and is highly recommended.

6. The Field Museum

One of the most popular tourist spots in Chicago, the Field Museum is especially famous for the fossil of a Tyrannosaurus rex—considered the largest and most complete skeleton ever discovered in such good condition. It's displayed right at the entrance of the grand building, and its massive size overwhelms visitors. Interestingly, because the real skull is too heavy, a replica is used in the display, while the actual skull is exhibited on the second floor. The museum also features unique, interactive displays where you can explore Egyptian ruins, the underground world, or even travel back to the age of dinosaurs from a bug’s perspective. Thanks to its rich and educational exhibits, local Chicago students also frequently visit.

The spacious interior also offers displays and video booths related to the natural history of the Americas. Special exhibitions are held periodically, so don’t miss those either! This is a must-see destination in Chicago that both adults and children can thoroughly enjoy.

7. Richard H. Driehaus Museum

Known as one of the largest residences in 19th-century Chicago, this building has been open to the public since 2003 as the Richard H. Driehaus Museum. Situated among Chicago’s skyscrapers, its imposing and majestic presence makes it a must-visit spot. The beauty of the architecture speaks to the design sensibilities of its era.

Built during the rise of capitalism, the mansion was commissioned by one of Chicago’s founding bankers and reflects the economic state of the time. The building is in remarkably good condition, and its interiors remain just as they were, with original decorations. The stained glass ceilings are particularly stunning. Along with precious furnishings from that time, the collection is superb and captivating. The guided tour lasts about an hour and a half and includes fascinating commentary, offering deep insights into historic Chicago—highly recommended.

8. Symphony Center

Across from the Art Institute of Chicago is the Symphony Center, home to the world-renowned Chicago Symphony Orchestra. The building’s dignified exterior alone hints at its cultural value. You’ll often find tourists gathered near the entrance. While experiencing a top-tier orchestra performance, tickets here are available for less than half the price, making it a popular choice for visitors.

The interior offers a calm atmosphere and outstanding acoustics. If you're in Chicago, be sure to stop by.

9. Chicago Cultural Center

Located near Millennium Park in the heart of Chicago, the Chicago Cultural Center is a popular modern art museum that was renovated from what used to be the city’s public library. Its historic architecture is grand, and even the exterior alone is worth seeing. Inside, the elaborate decorations extend from the floors and columns to the walls and ceiling, offering impressive beauty. Especially famous is the world’s largest Tiffany stained-glass dome ceiling, which draws crowds of tourists and is always bustling with activity.

In addition to the stunning architecture, the museum features modern art exhibits—and admission is free. Even if you're not deeply familiar with art, the welcoming atmosphere and enjoyable exhibits make it a great entry point for beginners. Its convenient location also makes it easy to visit in between other sightseeing stops for a dose of inspiration.

10. Holy Name Cathedral

Holy Name Cathedral is a magnificent Catholic church that stands out in downtown Chicago. Its mystical and dignified appearance often causes tourists to stop in their tracks. The wooden structure has a warm and welcoming feel, and the tall ceilings allow plenty of light to stream in, creating a bright and open space. As soon as you step inside, the sheer size of the sanctuary is astonishing. The intricate ceiling designs and stained-glass windows are stunning and endlessly fascinating. The pipe organ in the rear of the sanctuary is also a must-see. If you're lucky, you might witness a wedding taking place, which adds a touch of happiness to your visit.

On weekends, many Chicago residents attend services here. Visiting such a well-loved local institution offers fascinating insight into the city’s way of life. Escaping the city’s hustle and bustle to experience the serenity of this sacred space is one of the joys of travel.

11. Lincoln Park Zoo

Located slightly outside the heart of Chicago, Lincoln Park is home to the popular Lincoln Park Zoo. Within its vast grounds live a wide variety of animals, and the bird section in particular is a treasure trove of rare birds! Lions, tigers, and other popular large animals are also present, drawing crowds of both tourists and Chicago locals on weekends.

There’s also a charming children’s zoo and an antique-style carousel, creating a light amusement park atmosphere. Seasonal events add variety, making each visit feel fresh and new. However, Chicago winters are harsh, and during the cold season, many animals are kept indoors and out of view. That’s why the best time to visit is from spring through summer. Admission is free.

12. Shedd Aquarium

Located in downtown Chicago near the Field Museum, Shedd Aquarium is a highly regarded destination among tourists. The sophisticated atmosphere of the building alone gives off a sense of Chicago’s elegance. The lighting and layout are thoughtfully designed to showcase the aquatic life beautifully, creating a very comfortable environment. Inside the spacious aquarium, you’ll find all the crowd favorites—including the chance to get close to penguins and dolphins. If you catch it at the right time, the dolphin show is a must-see. Tourists are thrilled by their graceful performances synchronized with music in the large pool.

There’s also a 4D theater that captivates both kids and adults. The in-house restaurant and bar has a refined ambiance not typical of an aquarium and gives off a mature vibe. How about enjoying a luxurious dinner while gazing at Chicago’s beautiful night view?

13. Garfield Park Conservatory

A bit outside of central Chicago, Garfield Park is home to one of the world’s largest greenhouse conservatories, established in 1908. With a nearby train station, access is convenient, and the venue attracts many tourists daily. The greenhouse maintains a consistent temperature and houses thousands of plant species grouped by habitat. From tropical flowers and cacti to plants commonly found in Chicago, visitors can explore flora from around the globe in an engaging way. The artistic objects scattered throughout the space also provide visual enjoyment for guests.

The outdoor gardens are also recommended, especially if you visit between spring and summer. If you’re seeking a nature escape from the skyscraper-filled city, this is the perfect spot to recharge.

14. Oriental Institute Museum

Located on the University of Chicago campus, the Oriental Institute Museum houses rare relics from the ancient Near East and is a lesser-known but popular destination among visitors to the city. The collection spans ancient Egypt, Turkey, Mesopotamia, Assyria, and more—totaling over 130,000 items. As a university facility, admission is free, but its massive and impressive collection makes it a highly rewarding visit.

The interior is spacious, with a high volume of exhibits, so time flies while exploring. However, the area is removed from central tourist zones and is known for having somewhat poor security. You may get so immersed that you forget you're in Chicago, but it's best to avoid staying too late. Visiting earlier in the day is recommended.

15. The Chicago Theatre

When people hear “Chicago,” many immediately think of The Chicago Theatre. A landmark in downtown Chicago, its flashy signboard catches the eye, making it a famous and iconic tourist destination. It has been featured in movies and musicals and is known worldwide. Tourists flock to the building daily, even when no events are taking place, and its stately presence holds its own among the skyscrapers.

Step inside, and you’ll be awed by the lavish interiors that look straight out of a film—the ornate details on the walls and ceiling are breathtaking. Even the marquee alone is enough to give you a strong sense of Chicago, but if an event interests you, be sure to go in and enjoy a show. Dress up a little, and it’s the perfect place to enjoy a memorable night in Chicago.

16. Chicago Riverwalk

Just near downtown is the Chicago Riverwalk, a path that allows visitors to stroll along the Chicago River. You can walk the full loop around the river, which takes about two and a half hours at a regular pace. Locals enjoy jogging early in the morning or walking their dogs, each spending time in their own way. The Riverwalk is also an ideal spot for tourists to fully experience Chicago. As you take a leisurely walk while gazing up close at the city’s skyscrapers, you can also shop at stores along the way or enjoy a meal at a café.

There are also several cruise boarding points, making a river cruise highly recommended. The cityscape seen from the boat offers a unique charm different from the view on land. If you plan to walk around the Chicago River area, late afternoon is the best time. You can enjoy the scenery without worrying about strong sunlight and take in the stunning sunset and night views.

17. Robie House

Adjacent to the University of Chicago, Robie House is one of the most iconic works by Frank Lloyd Wright, a leading American architect. It is a dream destination for architecture enthusiasts worldwide. Built in the Prairie Style, it features a design emphasizing horizontal lines—a contrast to the tall skyscrapers for which Chicago is known. Even the way the bricks are laid highlights the strong horizontal elements. Natural materials, another key feature, give it a warm and refined feel.

Frank Lloyd Wright is said to have been influenced by Japanese architecture, and the interior of Robie House includes design elements reminiscent of shoji screens, evoking a sense of nostalgia. The interior is open to guided tours, offering detailed explanations of each room—highly recommended for visitors. Experiencing the work of a renowned architect is a valuable way to deepen your memories of your Chicago trip.

18. Chicago History Museum

If you want to learn about Chicago’s history, the Chicago History Museum, located south of Lincoln Park, is the place to go. Although not very large in scale, the museum is highly focused on Chicago’s history, making it a fascinating stop that is also well-reviewed by tourists. It traces the city’s transformation from the time immigrants first began settling in Chicago to its present form.

One of the most popular exhibits is the "Pioneer," the first locomotive in Chicago. The train is on display along with a replica of the original train station. Other valuable exhibits include the first newspaper to print the Declaration of Independence, the Great Chicago Fire of 1871, and the Chicago World's Fair. Belongings of Abraham Lincoln, Illinois’s local hero and former U.S. president, are also on display, making for an engaging visit. Learning about the city's background before exploring the rest of Chicago will definitely make your sightseeing experience more meaningful.

19. Money Museum at the Federal Reserve Bank

Located in downtown Chicago, this museum inside the Federal Reserve Bank is all about money. It’s not very large, making it a great place to stop by between other sightseeing spots. The exhibits are fascinating, covering the history of American currency and how to detect counterfeit bills.

There are plenty of fun activities for visitors too, such as creating a dollar bill with your own photo, or taking a commemorative picture with a suitcase containing $1 million. There’s even a transparent cube filled with $1 million in cash, and shredded bills that you can take home as a souvenir. It’s a unique and memorable part of any Chicago trip.

With its characteristically American creativity and quirky displays, the museum offers plenty of fun—and admission is free. It takes about an hour to tour the entire museum, making it a great place to learn about money while surrounded by Chicago’s towering skyscrapers.

20. University of Chicago

Located in a suburb south of central Chicago, the University of Chicago was established in 1890 and features buildings in the Gothic Revival style. Its elegant and stately architecture attracts many visitors, making it a sightseeing destination in itself. In recent years, new facilities such as a gymnasium with a pool and expanded dormitories have been added, making this already large university even more prominent.

The campus houses a beautiful church, which tourists can’t enter, but its exterior alone is worth seeing. A free art museum on campus offers an impressive number of pieces as well. There’s also a campus bookstore where you can purchase official University of Chicago merchandise—perfect for souvenirs. In the summer, you might even see fireflies dancing across campus in the evening. The university has a different scale and atmosphere, and it’s well worth a visit.

21. Tribune Tower

The Chicago Tribune is a major newspaper company in the American Midwest, and its headquarters building is the Tribune Tower. As a landmark in Chicago and one of the most famous skyscrapers in downtown, it draws countless tourists every day. This beautiful Gothic-style tower, designed by renowned architects in 1922, still holds an impressive sense of grandeur. It is said that fragments from landmarks like the Pyramids, the Berlin Wall, and the Great Wall of China are embedded in its outer walls.

On the first floor, there is a restaurant, so enjoying a meal inside this famous building can be a memorable experience. Also, directly in front of the Tribune Tower is a river cruise dock—another recommended way to take in Chicago’s skyline from the water. It’s a perfect spot to snap classic Chicago photos as a keepsake from your visit.

22. Michigan Avenue Bridge

The Michigan Avenue Bridge is a drawbridge that crosses the Chicago River in downtown and connects the city’s north and south areas. The bridge has two levels—one for vehicles and one for pedestrians. With its iconic presence, it is a popular tourist attraction and considered one of Chicago’s architectural symbols. This stone-built bridge is adorned with sculptures that depict the history of Chicago.

On sunny holidays, you may even see street performers putting on shows atop the bridge. If you’re lucky, you’ll be able to enjoy some Chicago-style street entertainment up close. As a central hub of Chicago sightseeing, this location is especially beautiful at sunset—highly recommended.

23. The Loop

The central business district of Chicago is known as the Loop, a defining area of the city that has even appeared in movies. Its most distinctive feature is the elevated cable car system. The intersection where two lines cross at a 90-degree angle is a must-see. The area isn't very large, so it can be explored on foot—but since you're in Chicago, riding the cable car is a must.

Built in the 19th century, these historic cable cars are still in use today, with many running trains and a very convenient system. The wooden platforms and steel frames offer a charming vintage feel. A recent tourist favorite is the introduction of an IC card system, with unlimited ride passes available by day, making it convenient to choose based on the length of your stay. Take a walk through the city and feel like you’ve stepped into a movie.

24. Magnificent Mile

One of Chicago’s most iconic main streets, the Magnificent Mile is also one of the most famous shopping districts in the U.S. It's always bustling with tourists and shoppers from around the world. People can be seen enjoying shopping at their own pace along the lively avenue. The street is lined with world-renowned luxury stores and top-tier hotels, creating a glamorous atmosphere. With street trees, seasonal flowers, and lush plantings, the beautifully maintained sidewalks make even just walking along the street a luxurious experience.

The Magnificent Mile is home to about 460 shops, over 270 restaurants, and 50 hotels—reflecting the vast scale of this shopping district. During the winter holiday season, the entire street lights up, making it the most festive time of the year. This is a must-visit destination in Chicago where you can truly feel the city's sense of luxury.

25. United Center

Built in 1994, this indoor arena in Chicago has become a major tourist destination, attracting crowds of tourists and local fans every day. Named after United Airlines, which acquired the naming rights, it is well known as the home of the NBA’s Chicago Bulls and the NHL’s Chicago Blackhawks. On game days, the surrounding area is especially lively.

One highlight not to be missed by tourists is the statue of Michael Jordan located outside. The dynamic sculpture is a popular photo spot, and you’ll often see visitors taking commemorative pictures with it.

26. Navy Pier

Navy Pier is a charming tourist spot slightly removed from Chicago’s towering skyscrapers, offering a stunning view of the vast lake. The area is lined with amusement parks, shops, and restaurants, making it a lively destination packed with families and tourists on weekends. There are also stages and theaters where you can enjoy live performances. Additionally, since it serves as a boarding point for sightseeing cruise ships, there’s no worry about having idle time while waiting for departure.

Trendy shops line the area, and you may even find some unique stores offering quirky Chicago souvenirs. Dining at a restaurant while enjoying a distant view of the Chicago skyline is also highly recommended. After sunset, the amusement park lights up, creating a magical atmosphere. It’s a wonderful place to escape the hustle and bustle of the city and soak in a fantasy-like mood. A highly recommended spot where you can feel like a kid again and have a blast.

◎ Summary

Chicago, one of America’s iconic metropolises, draws tourists from all over the world, captivated by its diverse charms. Constantly evolving, Chicago’s allure never fades no matter how many times you visit. With each trip, you’ll discover something new and fall even more in love with the city—truly a place of endless depth.

Once you visit, you'll be so enchanted by its charm that you’ll want to return again and again. Come and experience the magic of Chicago for yourself.

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26 recommended spots in Chicago, a big city full of diverse charm!