330 North Wabash

The Trump International Hotel and Tower is a skyscraper condo-hotel in downtown Chicago, Illinois. The building, named for Donald Trump, was designed by architect Adrian Smith of Skidmore, Owings and Merrill. Bovis Lend Lease built the 98-story structure, which reaches a height of 1,388 feet (423.2 m) including its spire, its roof topping out at 1,171 feet (357 m). It is next to the main branch of the Chicago River, with a view of the entry to Lake Michigan beyond a series of bridges over the river. The building received publicity when the winner of the first season of The Apprentice reality television show, Bill Rancic, chose to manage the construction of the tower over managing a Rancho Palos Verdes based "Trump National Golf Course & Resort" in the Los Angeles metro area. Trump announced in 2001 that the skyscraper would become the tallest building in the world, but after the September 11 attacks that same year, the architects scaled back the building's plans, and its design underwent several revisions. When topped out in 2009, it became the seventh-tallest building in the U.S. It surpassed the city's John Hancock Center as the building with the highest residence (apartment or condo) in the world, and briefly held this title until the completion of the Burj Khalifa. The design of the building includes, from the ground up, retail space, a parking garage, a hotel and condominiums. The 339-room hotel opened for business with limited accommodations and services on January 30, 2009, then full accommodation and services on April 28. The building topped out in late 2008 and construction was completed in 2009. Sixteen was one of five restaurants in Chicago with at least a Michelin Guide two-star rating in 2016 and one of three five-star Forbes-rated restaurants in the city until it closed in 2018. The spa is one of six with at least a four-star Forbes rating in the Chicago area in 2015.

The Wabash Avenue Bridge (officially, Irv Kupcinet Bridge) over the Chicago River was built in 1930. Standing west of the Michigan Avenue Bridge and east of Marina City, the bascule bridge connects the Near North Side with "The Loop" area. The single-deck, double-leaf bascule bridge was designed by Thomas Pihlfeldt and built by the Ketler and Elliot Company. The American Institute of Steel Construction awarded it the "Most Beautiful" bridge in 1930.The control houses for controlling bridge operations are on the northwest and southwest corners of the bridge. The control houses are identical in design. In 1961 the control houses were upgraded to allow single man operation. Electrical modernization also accompanied this upgrade. While the northern control house is no longer in use, it still stands.

Sixteen was an American restaurant on the sixteenth floor of the Trump International Hotel and Tower in the Near North Side community area of Chicago. It was one of three food and dining options in the hotel's room service offering. Sixteen opened in early February 2008, and an adjoining outdoor patio terrace, named The Terrace at T, opened on June 25, 2009 following the completion of the hotel's construction.The restaurant and its terrace were known for their views of the city. The eastward view included Lake Michigan, Chicago River, and the Wrigley Building clock tower. During the summer, the view included the seasonal semi-weekly fireworks displays over the lake from Navy Pier. The restaurant held a five-star rating, according to the Forbes Travel Guide, one of only 3 restaurants in Chicago to attain such a rating in 2015. It earned a two-star rating in the Michelin Guide, and was one of only 5 restaurants in the city to achieve a two-star or greater Michelin rating. After more than a decade of operating, the restaurant closed at the end of April 2018. A few months later the space reopened with an American cuisine restaurant called, Terrace 16.

The Bataan-Corregidor Memorial Bridge, also known as the State Street Bridge, is a bridge that carries State Street across the Chicago River in downtown Chicago, Illinois, United States.

Andy's Jazz Club, located several blocks north of the Chicago Loop, was founded as "Andy's 11 E. Lounge" in 1951 by Andy Rizzuto. A group of investors bought the property in 1975, changing its name to "Andy's". The club is one of the city's most popular jazz venues.In 1977 jazz promoters Penny Tyler and John Defauw began producing midday jazz sessions at Andy's, which was later expanded to include performances later in the day with sets at 5pm and 9pm. The 5pm performance - known as "Jazz at Five" - has since become a Chicago tradition.Performers at the club have included Larry Coryell, Franz Jackson, Von Freeman, and Joey DeFrancesco.

Marina City, affectionately known as "the corn cob", is a mixed-use residential-commercial building complex in Chicago, Illinois, United States, North America, designed by architect Bertrand Goldberg. The multi-building complex opened between 1963 and 1967 and occupies almost an entire city block on State Street on the north bank of the Chicago River on the Near North Side, directly across from the Loop. Portions of the complex were designated a Chicago Landmark in 2016.The complex consists of two 587-foot (179 m), 65-story apartment towers, opened in 1963, which include physical plant penthouses. It also includes a 10-story office building (now a hotel) opened in 1964, and a saddle-shaped auditorium building originally used as a cinema. The four buildings, access driveways, and a small plaza that originally included an ice rink are built on a raised platform next to the Chicago River. Beneath the platform, at river level, is a small marina for pleasure craft, giving the structures their name.

Urban Prep Academies (also known as Urban Prep Charter Academy for Young Men or simply Urban Prep) is a nonprofit organization that operates a network of free open-enrollment public all-male college-preparatory high schools in Chicago. Founded in 2002, and receiving its first charter approval from Chicago Public Schools in 2005, it operates the first all-male public charter high school in the United States. The network opened a second campus in 2009 and a third in August 2010. From 2010–2019, 100% of the seniors in the school's graduating classes were admitted to four-year colleges or universities.

Hubbard Street is a street in Chicago, Illinois named for early settler Gurdon Saltonstall Hubbard. Hubbard Street has three distinct sections. The first, east of the Chicago River, runs from Kingsbury Street to Michigan Avenue. The second, longer section runs from Des Plaines Street west to Campbell Avenue (2500 W) The third and shortest section is a three-block stretch from Kilpatrick Avenue (4700 W) to Lavergne Avenue (5000 W) where it ends at the Hubbard Playlot Park. Notable buildings on this street include Courthouse Place at 54 W. Hubbard.

The Heald Square Monument is a bronze sculpture group by Lorado Taft in Heald Square, Chicago, Illinois. It depicts General George Washington, and the two principal financiers of the American Revolution, Robert Morris and Haym Salomon. Following Taft's 1936 death, the sculpture was completed by his associates Leonard Crunelle, Nellie Walker and Fred Torrey.Heald Square is located in the Michigan–Wacker Historic District of Chicago's Loop community area. The square was named for Captain Nathan Heald, commander of Fort Dearborn from 1810 to 1812.The sculpture was designated a Chicago Landmark on September 15, 1971.

The Vietnam Veterans Memorial is a war memorial in Chicago, in the U.S. state of Illinois, dedicated on November 11, 2005.

An outdoor 2006 bronze statue of Irv Kupcinet by Preston Jackson is installed in Chicago, in the U.S. state of Illinois. It is located on the sidewalk of Wacker Drive near its intersection with Wabash Avenue, just steps from the Chicago Riverwalk. The left hand of the sculpture gestures in the direction of Tribune Tower across the Chicago River.

Plaza 440 is a 49-story residential condominium building located in downtown Chicago, Illinois. Originally built in 1992, it underwent a condominium conversion in 2005. The building contains 457 residential units and shares a 2,000,000-square-foot (190,000 m2) mixed-use development with a 336-room Marriott hotel and a 400-space parking garage. It rises from the northwest corner of Wabash and Hubbard streets in the River North district of Chicago's Near North Side. Plaza 440 was designed by Solomon, Cordwell, Buenz and Associates, built by the John Buck Company and originally managed by its subsidiary, the John Buck Management Group. The building opened to residents in October 1991, but construction was not fully completed until 1992. 90% of the building's units were leased by August 1992. Plaza 440 was the last residential high-rise built in Chicago for years to come.The building was sold to American Invsco in September 2004 at a price of US$107 million. The previous owners, Archstone-Smith, had purchased the building two years previously for US$24 million. This is the current equivalent of US$154 million and US$36 million, respectively.