Dearborn Park

Roosevelt is an "L" station on the CTA's Red, Green, and Orange Lines, located between the Chicago Loop and the Near South Side in Chicago, Illinois. It is situated at 1167 S State Street, just north of Roosevelt Road. The station is also the closest "L" station to the Museum Campus of Chicago and Soldier Field, which are about 1⁄2 mile (800 m) to the east. The Museum Campus/11th Street Metra station is also about 1⁄3 mile (500 m) to the east.

The passenger depot of the New York, Chicago and St. Louis Railroad (Nickel Plate Road) in Chicago, was located at the northwest corner of Roosevelt Road (12th Street) and Clark Street, just east of the main line of the Lake Shore and Michigan Southern Railway to its LaSalle Street Station. It operated at the Nickel Plate Depot from 1892 until 1898 when the railroad became a tenant at LaSalle, which it continued to use until it abandoned passenger service in 1965.In 2007, Centrum Properties announced plans for a mixed-use development on the site of the rail yards with a Target department store occupying the location where the station once stood. Because of the Financial crisis of 2007–2008, much of the Roosevelt Collection remained vacant for several years after it was completed. Though the project cost Centrum $350 million to construct, it sold the complex in March 2011 for approximately $160-175.

The Coca-Cola Building (also called the Coca-Cola Company Building) is a building located at 1322–1336 S. Wabash Ave. in the Near South Side community area of Chicago, Illinois, which once served as the Chicago headquarters of The Coca-Cola Company. The building was designed by Frank Abbott in the Commercial style and built from 1903 to 1904. When it opened, the building was eight stories high; two additional stories were added in 1913. The building features limestone with iron ornaments on its first two stories; a cornice with a terra cotta fretwork pattern at the top separates the second and third floors. The top of the building features a terra cotta frieze and a cornice with decorative patterns. The Coca-Cola Company operated out of the building from 1904 until 1928; the building was the company's second office outside of Atlanta. The building was the only Coca-Cola syrup manufacturing plant in the Midwest until 1915; it is now the only surviving Coca-Cola plant from before World War II outside of Atlanta.The Coca-Cola Building was added to the National Register of Historic Places on February 22, 1991.

The Somerset Hotel is a historic hotel building located at 1152-1154 S. Wabash Ave. in downtown Chicago, Illinois. Built in 1892–93, the hotel was originally owned by physician Frank Stringfield. Architect Jules De Horvath designed the hotel in the Romanesque Revival style. De Horvath's design bore similarities to many other Chicago buildings, most notably the 1888 Virginia Hotel at Ohio and Rush Streets. The Somerset Hotel was a significant part of a hotel and commercial district which formed between the 12th Street station on the South Side Elevated Railroad and Central Station. The hotel changed its name to the Mayer Hotel in 1910; in the 1920s, it again changed its name to the Hotel Roosevelt, which it was called until the 1990s.The hotel was added to the National Register of Historic Places on March 3, 2000.

The Ludington Building is the earliest-surviving, steel-frame building in Chicago, Illinois. It is located in the Chicago Loop community area. It was designed by William Le Baron Jenney and was named a Chicago Landmark on June 10, 1996. It was added to the National Register of Historic Places on May 8, 1980. The Ludington Building "was commissioned by Mary Ludington Barnes for the American Book Company"; presently it is one of twenty buildings that comprise the campus of Columbia College Chicago.

Eleven City Diner is a diner and delicatessen in Chicago, with a second location in Los Angeles. The deli opened in 2006 in the South Loop neighborhood, and was an early example of a new generation of Jewish delis in the United States, inspired in part by the nostalgia of traditional Jewish delis. Eleven City gives out fortune cookies on Christmas Eve, in a reference to the historical tie between Chinese cuisine and Jewish culture. Still sticking to tradition, the diner has its own version of the "Woody Allen" corned beef sandwich invented by the Carnegie Deli in New York City. Eleven City was featured on Season 3 of the Cooking Channel Unique Eats TV show. Its Mexican Scramble was featured on the Food Network. Eleven City is also known for its milkshakes and house-made root beer.The deli formerly had a location in Chicago's Lincoln Park neighborhood which operated from 2013 to 2017.

New White Sox Stadium is a proposed baseball stadium to be constructed in Chicago, Illinois on land owned by real estate developer Related Midwest. It will be home to the Chicago White Sox of MLB. Capacity, cost, ownership, and financing are yet to be determined. Opening is planned for 2030.

The future Chicago Fire FC stadium in Chicago, Illinois will be built at The 78, a plot of land in Chicago from Roosevelt Road south to 16th Street and Clark Street west to the Chicago River.

The 78 is a development in Chicago that will consist of several office and residential towers, high-rises, and will also include a riverwalk. The name "The 78" refers to the existing 77 community areas in Chicago and the mega-development is to increase that number by one. Related Midwest will develop the site, and Skidmore, Owings & Merrill designed the project's master plan. Related Midwest acquired the land in 2016.The 78 development will be located on a 62-acre parcel of land just south of Downtown Chicago and north of Chinatown. The area is bordered by Roosevelt Road to the north, Clark Street to the east, 16th Street to the south, and the South Branch of the Chicago River to the west.The 78 will also include a $1.2 billion research center called the Discovery Partners Institute, which will be operated by the University of Illinois. In April 2019, the Chicago City Council approved The 78 development, including a tax increment financing agreement.Several other mega and large-scale projects are also underway in Chicago. These include Lincoln Yards, 400 Lake Shore Drive, Tribune East Tower, One Chicago, Southbank, Riverline, an $8.5 billion revamp of O'Hare International Airport, a city casino, an extension of the Red Line subway/elevated train, and the Barack Obama Presidential Center among other large scale projects. One Central is another mega-development that has been proposed southeast of The 78 near Soldier Field. In 2021, it was proposed to put a Rivers Casino in The 78 as part of the Chicago Casino Proposals, but the city selected a site in the River West district near the intersection of Chicago Avenue and Halsted Street for a casino and entertainment complex.

The Site of the John and Mary Jones House is a site in Chicago, Illinois in the United States, that was designated as a Chicago Landmark on May 26, 2004.

The Columbian is a 517-foot-tall (158 m) skyscraper in Chicago, Illinois, United States. It was constructed from 2005 to 2008 and has 47 floors, 225 units and four elevators. It is the tallest brick-clad building, and 76th tallest building, in Chicago.

Curtiss–Wright Aeronautical University was a flight school in Chicago, Illinois founded by aircraft manufacturer Curtiss-Wright. Open from 1929 until 1953, the university was the first accredited flight school in the Midwest which accepted black students and instructors. While it opened as an all-white school, after Cornelius Coffey and John C. Robinson threatened to sue the school for denying them entrance in 1930, the superintendent agreed to conduct segregated classes for black students if the two could prove that enough black students would enroll. The two founded the Challenger Air Pilots Association to develop the city's black aviation community, and by 1932 they had organized enough people to begin an all-black class. When the school lost access to its original airfield in 1933, its black students opened their own field due to the discrimination they faced at the city's other fields; originally located in the black community of Robbins, it later moved to 87th Street and Harlem Avenue in Chicago. The school's students played an important role in both developing Chicago's black aviation community and fighting for equality and the growth of black aviation nationwide. Aside from Coffey and Robinson, its notable alumni included Willa Brown, Janet Bragg, and several of the Tuskegee Airmen.The school operated out of a seven-story building located at 1338-1342 S. Michigan Avenue. The building was listed on the National Register of Historic Places on October 16, 2013, due to its association with the school.