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Renowned Chicago theater companies include the Goodman Theatre in the Loop; the Steppenwolf Theatre Company and Victory Gardens Theater in Lincoln Park; and the Chicago Shakespeare Theater at Navy Pier. Broadway In Chicago offers Broadway-style entertainment at five theaters: the Nederlander Theatre, CIBC Theatre, Cadillac Palace Theatre, Auditorium Building of Roosevelt University, and Broadway Playhouse at Water Tower Place. Polish language productions for Chicago's large Polish speaking population can be seen at the historic Gateway Theatre in Jefferson Park. Since 1968, the Joseph Jefferson Awards are given annually to acknowledge excellence in theater in the Chicago area. Chicago's theater community spawned modern improvisational theater, and includes the prominent groups The Second City and I.O. (formerly ImprovOlympic).

The spire of the Copernicus Center is modeled on the Royal Castle in Warsaw
The Chicago Symphony Orchestra (CSO) performs at Symphony Center, and is recognized as one of the best orchestras in the world.[213] Also performing regularly at Symphony Center is the Chicago Sinfonietta, a more diverse and multicultural counterpart to the CSO. In the summer, many outdoor concerts are given in Grant Park and Millennium Park. Ravinia Festival, located 25 miles (40 km) north of Chicago, is the summer home of the CSO, and is a favorite destination for many Chicagoans. The Civic Opera House is home to the Lyric Opera of Chicago. The Lithuanian Opera Company of Chicago was founded by Lithuanian Chicagoans in 1956,[214] and presents operas in Lithuanian.

The Joffrey Ballet and Chicago Festival Ballet perform in various venues, including the Harris Theater in Millennium Park. Chicago has several other contemporary and jazz dance troupes, such as the Hubbard Street Dance Chicago and Chicago Dance Crash.

Jay Pritzker Pavilion by night
Other live-music genre which are part of the city's cultural heritage include Chicago blues, Chicago soul, jazz, and gospel. The city is the birthplace of house music (a popular form of electronic dance music) and industrial music, and is the site of an influential hip hop scene. In the 1980s and 90s, the city was the global center for house and industrial music, two forms of music created in Chicago, as well as being popular for alternative rock, punk, and new wave. The city has been a center for rave culture, since the 1980s. A flourishing independent rock music culture brought forth Chicago indie. Annual festivals feature various acts, such as Lollapalooza and the Pitchfork Music Festival. A 2007 report on the Chicago music industry by the University of Chicago Cultural Policy Center ranked Chicago third among metropolitan U.S. areas in "size of music industry" and fourth among all U.S. cities in "number of concerts and performances".[215]

Chicago has a distinctive fine art tradition. For much of the twentieth century, it nurtured a strong style of figurative surrealism, as in the works of Ivan Albright and Ed Paschke. In 1968 and 1969, members of the Chicago Imagists, such as Roger Brown, Leon Golub, Robert Lostutter, Jim Nutt, and Barbara Rossi produced bizarre representational paintings. Henry Darger is one of the most celebrated figures of outsider art.

Chicago contains a number of large, outdoor works by well-known artists. These include the Chicago Picasso, Miró's Chicago, Flamingo and Flying Dragon by Alexander Calder, Agora by Magdalena Abakanowicz, Monument with Standing Beast by Jean Dubuffet, Batcolumn by Claes Oldenburg, Cloud Gate by Anish Kapoor, Crown Fountain by Jaume Plensa, and the Four Seasons mosaic by Marc Chagall.

Chicago also has a nationally televised Thanksgiving parade that occurs annually. The McDonald's Thanksgiving Parade is seen across the nation on WGN-TV and WGN America, featuring a variety of diverse acts from the community, marching bands from across the country, and is the only parade in the city to feature inflatable balloons every year.[216]

In 2014, Chicago attracted 50.17 million domestic leisure travelers, 11.09 million domestic business travelers and 1.308 million overseas visitors.[217] These visitors contributed more than US$13.7 billion to Chicago's economy.[217] Upscale shopping along the Magnificent Mile and State Street, thousands of restaurants, as well as Chicago's eminent architecture, continue to draw tourists. The city is the United States' third-largest convention destination. A 2017 study by Walk Score ranked Chicago the sixth-most walkable of fifty largest cities in the United States.[218] Most conventions are held at McCormick Place, just south of Soldier Field. The historic Chicago Cultural Center (1897), originally serving as the Chicago Public Library, now houses the city's Visitor Information Center, galleries and exhibit halls. The ceiling of its Preston Bradley Hall includes a 38-foot (12 m) Tiffany glass dome. Grant Park holds Millennium Park, Buckingham Fountain (1927), and the Art Institute of Chicago. The park also hosts the annual Taste of Chicago festival. In Millennium Park, the reflective Cloud Gate public sculpture by artist Anish Kapoor is the centerpiece of the AT&T Plaza in Millennium Park. Also, an outdoor restaurant transforms into an ice rink in the winter season. Two tall glass sculptures make up the Crown Fountain. The fountain's two towers display visual effects from LED images of Chicagoans' faces, along with water spouting from their lips. Frank Gehry's detailed, stainless steel band shell, the Jay Pritzker Pavilion, hosts the classical Grant Park Music Festival concert series. Behind the pavilion's stage is the Harris Theater for Music and Dance, an indoor venue for mid-sized performing arts companies, including the Chicago Opera Theater and Music of the Baroque.

Aerial View of Navy Pier at Night
Navy Pier, located just east of Streeterville, is 3,000 ft (910 m) long and houses retail stores, restaurants, museums, exhibition halls and auditoriums. In the summer of 2016, Navy Pier constructed a DW60 Ferris wheel. Dutch Wheels, a world renowned company that manufactures ferris wheels, was selected to design the new wheel.[219] It features 42 navy blue gondolas that can hold up to eight adults and two kids. It also has entertainment systems inside the gondolas as well as a climate controlled environment. The DW60 stands at approximately 196 ft (60 m), which is 46 ft taller than the previous wheel. The new DW60 is the first in the United States and is the sixth tallest in the U.S.[220] Chicago was the first city in the world to ever erect a ferris wheel.

The Magnificent Mile hosts numerous upscale stores, as well as landmarks like the Chicago Water Tower
On June 4, 1998, the city officially opened the Museum Campus, a 10-acre (4.0 ha) lakefront park, surrounding three of the city's main museums, each of which is of national importance: the Adler Planetarium & Astronomy Museum, the Field Museum of Natural History, and the Shedd Aquarium. The Museum Campus joins the southern section of Grant Park, which includes the renowned Art Institute of Chicago. Buckingham Fountain anchors the downtown park along the lakefront. The University of Chicago Oriental Institute has an extensive collection of ancient Egyptian and Near Eastern archaeological artifacts. Other museums and galleries in Chicago include the Chicago History Museum, the Driehaus Museum, the DuSable Museum of African American History, the Museum of Contemporary Art, the Peggy Notebaert Nature Museum, the Polish Museum of America, the Museum of Broadcast Communications, the Pritzker Military Library, the Chicago Architecture Foundation, and the Museum of Science and Industry.

With an estimated completion date of 2020, the Barack Obama Presidential Center will be housed at the University of Chicago in Hyde Park and include both the Obama presidential library and offices of the Obama Foundation.[221]

The Willis Tower (formerly named Sears Tower) is a popular destination for tourists. The Willis Tower has an observation deck open to tourists year round with high up views overlooking Chicago and Lake Michigan. The observation deck includes an enclosed glass balcony that extends 10 feet out on the side of the building. Tourists are able to look straight down.

In 2013, Chicago was chosen as one of the "Top Ten Cities in the United States" to visit for its restaurants, skyscrapers, museums, and waterfront, by the readers of Condé Nast Traveler,[222][223] and in 2020 for the fourth year in a row, Chicago was named the top U.S. city tourism destination.[224]

Chicago lays claim to a large number of regional specialties that reflect the city's ethnic and working-class roots. Included among these are its nationally renowned deep-dish pizza; this style is said to have originated at Pizzeria Uno.[225] The Chicago-style thin crust is also popular in the city.[226] Certain Chicago pizza favorites include Lou Malnati's and Giordano's.[227]

The Chicago-style hot dog, typically an all-beef hot dog, is loaded with an array of toppings that often includes pickle relish, yellow mustard, pickled sport peppers, tomato wedges, dill pickle spear and topped off with celery salt on a poppy seed bun.[228] Enthusiasts of the Chicago-style hot dog frown upon the use of ketchup as a garnish, but may prefer to add giardiniera.[229][230][231]

A Polish market in Chicago
A distinctly Chicago sandwich, the Italian beef sandwich is thinly sliced beef simmered in au jus and served on an Italian roll with sweet peppers or spicy giardiniera. A popular modification is the Combo—an Italian beef sandwich with the addition of an Italian sausage. The Maxwell Street Polish is a grilled or deep-fried kielbasa—on a hot dog roll, topped with grilled onions, yellow mustard, and hot sport peppers.[232]

Chicken Vesuvio is roasted bone-in chicken cooked in oil and garlic next to garlicky oven-roasted potato wedges and a sprinkling of green peas. The Puerto Rican-influenced jibarito is a sandwich made with flattened, fried green plantains instead of bread. The mother-in-law is a tamale topped with chili and served on a hot dog bun.[233] The tradition of serving the Greek dish saganaki while aflame has its origins in Chicago's Greek community.[234] The appetizer, which consists of a square of fried cheese, is doused with Metaxa and flambéed table-side.[235]

One of the world's most decorated restaurants and a recipient of three Michelin stars, Alinea is located in Chicago. Well-known chefs who have had restaurants in Chicago include: Charlie Trotter, Rick Tramonto, Grant Achatz, and Rick Bayless. In 2003, Robb Report named Chicago the country's "most exceptional dining

Sporting News named Chicago the "Best Sports City" in the United States in 1993, 2006, and 2010.[244] Along with Boston, Chicago is the only city to continuously host major professional sports since 1871, having only taken 1872 and 1873 off due to the Great Chicago Fire. Additionally, Chicago is one of the eight cities in the United States to have won championships in the four major professional leagues and, along with Los Angeles, New York, Philadelphia and Washington, is one of five cities to have won soccer championships as well. All of its major franchises have won championships within recent years – the Bears (1985), the Bulls (1991, 1992, 1993, 1996, 1997, and 1998), the White Sox (2005), the Cubs (2016), the Blackhawks (2010, 2013, 2015), and the Fire (1998). Chicago has the third most franchises in the four major North American sports leagues with five, behind the New York and Los Angeles Metropolitan Areas, and have six top-level professional sports clubs when including Chicago Fire FC of Major League Soccer (MLS).

Top: Soldier Field; Bottom: Wrigley Field

Top: United Center; Bottom: Guaranteed Rate Field
The city has two Major League Baseball (MLB) teams: the Chicago Cubs of the National League play in Wrigley Field on the North Side; and the Chicago White Sox of the American League play in Guaranteed Rate Field on the South Side. Chicago is the only city that has had more than one MLB franchise every year since the AL began in 1901 (New York hosted only one between 1958 and early 1962). The two teams have faced each other in a World Series only once: in 1906, when the White Sox, known as the "Hitless Wonders," defeated the Cubs, 4–2.

The Cubs are the oldest Major League Baseball team to have never changed their city;[245] they have played in Chicago since 1871, and continuously so since 1874 due to the Great Chicago Fire. They have played more games and have more wins than any other team in Major League baseball since 1876.[246] They have won three World Series titles, including the 2016 World Series, but had the dubious honor of having the two longest droughts in American professional sports: They had not won their sport's title since 1908, and had not participated in a World Series since 1945, both records, until they beat the Cleveland Indians in the 2016 World Series.

The White Sox have played on the South Side continuously since 1901, with all three of their home fields throughout the years being within blocks of one another. They have won three World Series titles (1906, 1917, 2005) and six American League pennants, including the first in 1901. The Sox are fifth in the American League in all-time wins, and sixth in pennants.

The Chicago Bears, one of the last two remaining charter members of the National Football League (NFL), have won nine NFL Championships, including the 1985 Super Bowl XX. The other remaining charter franchise, the Chicago Cardinals, also started out in the city, but is now known as the Arizona Cardinals. The Bears have won more games in the history of the NFL than any other team,[247] and only the Green Bay Packers, their longtime rivals, have won more championships. The Bears play their home games at Soldier Field. Soldier Field re-opened in 2003 after an extensive renovation.

The Chicago Bulls of the National Basketball Association (NBA) is one of the most recognized basketball teams in the world.[248] During the 1990s, with Michael Jordan leading them, the Bulls won six NBA championships in eight seasons.[249][250] They also boast the youngest player to win the NBA Most Valuable Player Award, Derrick Rose, who won it for the 2010–11 season.[251]

The Chicago Blackhawks of the National Hockey League (NHL) began play in 1926, and are one of the "Original Six" teams of the NHL. The Blackhawks have won six Stanley Cups, including in 2010, 2013, and 2015. Both the Bulls and the Blackhawks play at the United Center.