
Chicago is a big city full of opportunities. Visitors to the “windy city” should take advantage of its special attractions. For empty stomachs, endless cuisine options are available. Thrill-seekers can get their adrenaline fix atop some of the country’s tallest skyscrapers. History buffs can visit historic landmarks, and art buffs can visit art galleries. Here are 10 must-do activities for your first Chicago trip.
Deep Dish Pizza

Chicago is home to a deep-dish pizza style characterized by its thick crust and inverted toppings. The dough is usually cooked in a deep cast-iron pan, which gives it its pie-like feature. The first layer is mozzarella, followed by meats (optional) and tomato sauce. There are many Chicago deep-dish style pizza places but you should check out one of the oldest—Pizzeria Uno.
The Willis Tower Skydeck

The Willis Tower is 1,730 feet tall, making it the second-tallest building in the Western Hemisphere. Its sky deck, measuring 1,353 feet, is the tallest observation deck in the United States. On a clear day, visitors can see parts of three neighboring states: Wisconsin, Indiana, and Michigan. Challenge your fear of heights for a rare view of the Chicago area.
Navy Pier

Chicago’s Navy Pier is one of the most visited tourist destinations in the world. The pier was originally a shipping and recreation facility constructed in 1916 and named in honor of World War I veterans. It has since evolved into a place for entertainment, exposition, and community events. Restaurants and shops offer food and gifts, and the iconic Centennial Wheel gives visitors a spectacular view of the city.
Chicago Riverwalk

The Chicago Riverwalk is a 1.25-mile pathway along the south bank of the Chicago River. In addition to stunning views of the city, pedestrians can enjoy the many restaurants that dot the path. The riverwalk is divided into six sections with distinct activities. The Marina, for example, serves as a boat launch, while the Jetty features a floating wetland garden. Vietnam Veterans Memorial Plaza and various art installations are other tourist magnets.
Shedd Aquarium

The Shedd Aquarium offers one of the most spectacular aquarium experiences in the world. Its 5 million gallons of water holds more than 20,000 specimens, including 1,500 different species of fish. The aquarium’s impressive collection is displayed amongst diverse exhibits, such as the Caribbean Reef, Oceanarium, Amazon Rising, Seasons of the River, and Wild Reef. The Shedd Aquarium can be a fun adventure even if you don’t have children.
Magnificent Mile

A 13-block stretch on North Michigan Avenue attracts thousands of visitors to shop its luxury retail stores and high-end restaurants. The walk features over 400 stores, 200 restaurants, and 50 hotels. Several landmarks and iconic architecture are along the way, such as the Wrigley Building, the Tribune Tower, the Chicago Water Tower, and hotels like the Drake and Intercontinental.
Chicago Shakespeare Theater

The Chicago Shakespeare Theater is an internationally recognized theater company that produces Shakespeare plays, musicals, world premieres, family shows, and more. Arrive early and explore Navy Pier, where the theater is located. The non-profit theater group also offers educational and community outreach programming. I sense the perfect date night.
The Chicago Bean

The Chicago Bean is one of the most beloved landmarks in the city. Although its official name is “Cloud Gate,” most people call it “The Bean” due to its bean-like shape. The art installation is made of more than a hundred stainless steel panels. The reflection of the city skyline provides fantastic picture-taking opportunities. The Bean in Millennium Park is a must-see for Chicago first-timers.
The Art Institute of Chicago

The Art Institute of Chicago is one of the largest art museums in the U.S., with over 300,000 artworks. The museum has an impressive collection of European, American, and Asian artwork but is most renowned for its extensive Impressionist and Post-Impressionist collections. In addition to displaying art, the Art Institute of Chicago is a prestigious art school where aspiring artists hone their craft.
Goose Island Brewing

Beer aficionados may recognize Goose Island Brewing, one of Chicago’s most famous brewers. The brewery brings European-style beer to the U.S. The Bourbon County Stout and 312 Urban Wheat Ale are among its most popular pours. You’ll notice many bars in Chicago display the iconic goose head taps. Visit the Goose Island Brewing taproom and try some of their selection. Their beers are also rotating. Or should I say flowing?