The Shops at North Bridge

The McGraw–Hill Building was a 16-story, 190-foot-tall (58 m) landmark building in the Near North Side community area of Chicago, Illinois, at 520 N. Michigan Avenue. The facade and its architectural sculpture by Chicago-born artist Gwen Lux were designated a Chicago Landmark on February 7, 1997. The building was demolished in 1998; however, its facade was saved and reinstalled in 2000 on the new Le Méridien Chicago hotel building. The hotel was renamed the Conrad Chicago in 2005. The hotel was again renamed in 2015, becoming The Gwen, for sculptor Gwen Lux, and is part of The Luxury Collection.

Rush Street is a one-way street in the Near North Side community area of Chicago in Cook County, Illinois, United States. The street, which starts at the Chicago River between Wabash and North Michigan Avenues, runs directly north until it slants on a diagonal as it crosses Chicago Avenue then it continues to Cedar and State Streets, making it slightly less than a mile long. One lane also runs southbound from Ohio Street (600N) to Kinzie Street (400N) as part of a two-way street segment. It runs parallel to and one block west of the Magnificent Mile on the two-way traffic North Michigan Avenue, which runs at 100 east up to 950 north. The street, which is also one block east of the one-way southbound Wabash Avenue, formerly ran slightly further south to the Chicago River where over time various bridges connected it to the Loop, Chicago's central business district. Rush Street's history traces back to the original incorporation of the city in the 1830s. It has since hosted important residences, such as the house of the first Mayor of Chicago, and significant commerce. Today, it continues to run through some of the wealthiest neighborhoods in the country and has businesses that correspond to the demands of its residents. The neighborhood hosts highly rated restaurants, five-star hotels, and four-star spas. The street, which was named after Declaration of Independence signator Benjamin Rush, was once known for its nightlife, especially at the northern end, which features entertainment that attracts locals and visitors. During the 1960s and 1970s, it was the most vibrant nightlife entertainment destination in the country outside of Las Vegas, with major stars like Tony Bennett, Frank Sinatra, Barry Manilow. Bette Midler, Oscar Peterson, to name a few, along with some of the greatest groups to hail from the city of Chicago. By the 1980s many of these establishments shuttered. Today, the street has emerged into an overflow of Oak Street with luxury shopping lining the streets from Barney's to Bugatti. The southern end of the street was an integral part of the city as a main river crossing at various incarnations of the Rush Street Bridge across the main branch of the Chicago River from the mid-19th century until the 1920s. The Rush Street Bridges have a rich cultural history, which includes both a prominent role in facilitating vehicular land traffic and a prominent role as a commercial port location. However, commerce on the Chicago River has declined since the 1930s and the Michigan Avenue Bridge has taken over the role as the primary river crossing for this neighborhood.

The bronze statue of Nathan Hale that stands in front of the Tribune Tower in Chicago, Illinois, is a replica of the one originally installed at Yale University in 1899. It honors an American hero from the Revolutionary War who was executed for spying on the Kingdom of Great Britain. The original statue was sculpted by Bela Pratt and the replica in Chicago by Guido Gargani. The architect who designed the statue's granite base was Leo Weissenborn. The statue was located in the Nathan Hale Courtyard until the conversion of the Tribune Tower into residential units, when it was moved to face the building along Michigan Avenue. The idea to erect the statue was by Chicago Tribune founder, Robert R. McCormick, a World War I veteran who became a staunch isolationist during the lead up to World War II. He had been a longtime supporter of the Reserve Officers' Training Corps (ROTC) program, which prepares students to enter the military. He wanted to install a statue of an American patriot and dedicate it to younger generations, who he hoped would show the same courage. The statue was first displayed at WGN's radio studio during a special event. The dedication and unveiling took place a few months later on June 4, 1940. It was attended by tens of thousands of onlookers and the parade was composed of 10,000 ROTC cadets.

InterContinental Chicago Magnificent Mile is a hotel in Chicago, United States. The hotel currently occupies two multi-story buildings. The historic tower, or "South Tower," is a 471-foot (144 m), 42-story building which was completed in 1929 originally as the home of the Medinah Athletic Club. The new tower, or "North Tower" is a 295-foot (90 m), 26-story addition, completed in 1961.InterContinental Chicago Magnificent Mile is a member of Historic Hotels of America, the official program of the National Trust for Historic Preservation.

The Billy Goat Tavern is a chain of taverns located in Chicago, Illinois. Its restaurants are based on the original Billy Goat Tavern founded in 1934 by Billy Sianis, a Greek immigrant. It achieved fame primarily through newspaper columns by Mike Royko, a supposed curse on the Chicago Cubs, and the Olympia Cafe sketch on Saturday Night Live. The tavern has eight locations with seven in Chicago, including the oldest extant location on Lower Michigan Avenue, Navy Pier, the Merchandise Mart, O'Hare Airport, Midway Airport, on Lake Street (1⁄2 block west of Michigan Avenue), and in the West Loop on Madison Street (near the United Center); and one location in the suburban Yorktown Mall in Lombard, Illinois. They expanded to Washington, D.C. in 2005, the first location outside the Chicago metropolitan area; it is intended to appeal primarily to Chicago transplants, as well as students from the Georgetown University Law Center located across the street.

Plaza of the Americas is a public space in Chicago, in the U.S. state of Illinois. Located between the Realtor and Wrigley buildings, the plaza was dedicated by the Mexican consulate general in 1963.The plaza features a statue of Benito Juárez, a fountain, and flags of the nations in the Organization of American States. Jorge Marín's Wings of Mexico was installed in the plaza temporarily in 2022.

The McCormick Freedom Museum was the first museum in the United States dedicated to the First Amendment by the McCormick Foundation. It was open from April 11, 2006, until March 1, 2009. The museum offered visitors an interactive experience focused on first amendment rights which include freedom of speech, freedom of religion, freedom of the press, assembly and petition. It was located on Michigan Avenue along the Magnificent Mile next to the historic Tribune Tower. A sculpture by artists Amy Larimer and Peter Bernheim, titled 12151791 was put into storage when the museum closed. Its title represents the date of December 15, 1791, when the United States Bill of Rights was ratified.One journalist has noted the irony of a Freedom Museum being named after the Robert R. McCormick, owner of the Chicago Tribune newspaper, saying the name "puts ego before freedom". A scaled-down 45 feet (14 m) mobile version of the museum, dubbed the Freedom Express, made its debut in Chicago's Pioneer Court on May 27, 2010.

A full-length statue of Benito Juárez, who served as president of Mexico from 1858 to 1872, is installed in the Plaza of the Americas, along Michigan Avenue, just north of the Wrigley Building in Chicago, Illinois.The 16-foot statue was donated to the city by the counsel general of Mexico in February 1999, and replaces a bust given by the Mexican President in 1977.

The Tribune Tower is a 463-foot-tall (141 m), 36-floor neo-Gothic skyscraper located at 435 North Michigan Avenue in Chicago, Illinois, United States. Built between 1923 and 1925, the international design competition for the tower became a historic event in 20th-century architecture.The tower was the home of the Chicago Tribune, Tribune Media, and Tribune Publishing. WGN Radio (720 kHz) originated broadcasts from the building until moving to 303 Wacker Drive in June 2018. The last WGN Radio broadcast left from the Tribune Tower on June 18, 2018. The ground level formerly housed the large restaurant Howells & Hood (named for the building's architects), now closed, whose patio overlooked nearby Pioneer Court and Michigan Avenue. CNN's Chicago bureau was also located in the building. It is listed as a Chicago Landmark and is a contributing property to the Michigan–Wacker Historic District. The original Tribune Tower was built in 1868, but was destroyed in the Great Chicago Fire in 1871.

The Wrigley Building is a skyscraper located at 400–410 North Michigan Avenue on Chicago's Near North Side. It is located on the Magnificent Mile directly across Michigan Avenue from the Tribune Tower. It was built to house the corporate headquarters of the Wrigley Company.

An outdoor sculpture of Jack Brickhouse is installed along Michigan Avenue, near the Chicago River bridge, in Chicago, Illinois. The bust was originally dedicated in 2000, and renovated in 2009.

River Plaza is a 524 ft (160m) tall skyscraper in Chicago, Illinois. It was completed in 1977 and has 56 floors, of which 51 are residential with a total of 678 units. Gordon & Levin designed the building, which is the 74th tallest building in Chicago. River Plaza was converted from a rental building to condominiums in 1994 and is currently managed by Community Specialists.