1000 Lake Shore Plaza

Spiaggia was an Italian restaurant in Chicago on Michigan Avenue at Oak Street. After 37 years on the "Magnificent Mile," Spiaggia closed permanently, having never reopened following its COVID-19 closure in March 2020.It was nominated for the James Beard Award for Outstanding Restaurant in 2007 and 2010.Tony Mantuano was the chef for 35 years; he won the James Beard Award for Best Chefs in America in 2005.The Michelin Guide called it "one of Chicago’s most beloved Italian restaurants" and the restaurant earned and retained a Michelin star for 12 consecutive years. The Chicago Tribune considered Spiaggia the best Italian restaurant in Chicago.President-elect Obama and his wife dined at Spiaggia following his historic election victory in 2008.

One Magnificent Mile (or One Mag Mile) is a mixed-use high-rise tower completed in 1983 at the northern end of Michigan Avenue on the Magnificent Mile in Chicago containing upscale retailers on the ground floor, followed by office space above that and luxury condominium apartments on top. The 57-storey building was designed by Skidmore, Owings & Merrill and at the time of construction was the tenth-tallest building in Chicago. One Magnificent Mile Condominium Association, also known as One Mag Mile or One Magnificent Mile is a mixed-use retail, office and residential skyscraper in downtown Chicago, Illinois. The building was aptly named after its location at the head of the Magnificent Mile shopping corridor immediately adjacent to the exclusive Oak Street shops. The 57-story building has 58,734 square feet of retail space on the first three levels, and 341,470 square feet of office space on its middle floors 4 through 19. The mechanicals for the entire structure are housed on floors 20 and 21 along with a swim club and fitness center serving the 181 private residences on floors 22–56. The lower level and sub-basement contain a parking garage.

The Drake, a Hilton Hotel, 140 East Walton Place, Chicago, Illinois, is a luxury, full-service hotel, located downtown on the lake side of Michigan Avenue two blocks north of the John Hancock Center and a block south of Oak Street Beach at the top of the Magnificent Mile. Overlooking Lake Michigan, it was founded in 1920, designed in the Italian Renaissance style by the firm of Marshall and Fox, and soon became one of Chicago's landmark hotels, a longtime rival of the Palmer House. It has 535 bedrooms (including 74 suites), a six-room Presidential Suite, several restaurants, two large ballrooms, the "Palm Court" (a club-like, secluded lobby), and Club International (a members-only club introduced in the 1940s). It is known for the contribution that its silhouette and sign on the lake (Oak Street) façade make to the Gold Coast skyline.

The Lathrop House, also known as the Bryan Lathrop House, is a Georgian style house at 120 E Bellevue Place in the Gold Coast neighborhood of Chicago, Illinois, United States. The house was built in 1892 by McKim, Mead & White for Bryan Lathrop. In 1922 the house was sold to the Fortnightly Club. The club still occupies the building. It was designated a Chicago Landmark on May 9, 1973, and it was listed on the National Register of Historic Places in 1974.

The Palmolive Building, formerly the Playboy Building, is a 37-story Art Deco building at 919 N. Michigan Avenue in Chicago. Built by Holabird & Root, it was completed in 1929 and was home to the Colgate-Palmolive-Peet Corporation. The Palmolive Building was renamed the Playboy Building in 1965 when Playboy Enterprises purchased the leasehold of the building. It was home to the editorial and business offices of Playboy magazine from that time until 1989 when Playboy moved its offices to 680 N Lake Shore Drive. Playboy had sold the leasehold in 1980 and signed a 10-year lease that expired in 1990. The new leaseholder renamed the building 919 North Michigan Avenue.During the time that Playboy was in the building, the word P-L-A-Y-B-O-Y was spelled out in 9-foot (2.7 m) illuminated letters on the north and south roofline. The building was designated a Chicago Landmark in 2000, and it was added to the federal National Register of Historic Places in 2003. In 2001, the building was sold to developer Draper and Kramer who, with Booth Hansen Architects, converted it to residential use with the first two floors dedicated to upscale office and retail space. High-end condos make up the rest of the building. The new owners restored the building's name to the Palmolive Building. The business address remains 919 North Michigan Avenue; however, the residential address is 159 East Walton Place. Notable residents of the building include Vince Vaughn, who bought a 12,000-square-foot triplex penthouse encompassing the 35th, 36th and 37th floors for $12 million. In February 2013, Vaughn offered the penthouse for sale as a pocket listing for $24.9 million. However, after multiple price cuts he chose in May 2016 to divide the unit in two, offering one for $8.5 million, and the other smaller unit for $4.2 million.

Oak Street is a short street in Chicago's Gold Coast neighborhood, adjacent to North Michigan Avenue. Because the street houses the highest concentration of luxury brands, "Oak Street" also designates the surrounding area including Rush Street and Walton Street as Chicago's upscale retail district.

Four Seasons Hotel Chicago is a hotel in Chicago, Illinois, United States. It is part of Toronto-based Four Seasons Hotels and Resorts. The hotel occupies the 30th through 46th floors of the 900 North Michigan building on the Magnificent Mile overlooking Lake Michigan.

900 North Michigan in Chicago, in the U.S. state of Illinois, is a skyscraper completed in 1989. At 871 feet (265 m) tall, it is currently the ninth-tallest building in Chicago and the 31st-tallest in the United States. It was developed by Urban Retail Properties in 1988 as an upscale sister to Water Tower Place, one block southeast, and was the second vertical mall built along the Magnificent Mile. The building features a large, upscale shopping mall called 900 North Michigan Shops. Bloomingdale's occupies the rear of its wide, six-story atrium, with other luxury shops and restaurants filling the remaining spaces. For this reason, it is commonly referred to as the "Bloomingdale's Building". The mall opened with Henri Bendel as a "junior anchor". The layout of the retail area reflects lessons learned from Water Tower Place; the anchor's placement at the rear draws shoppers through the space and creates leasable space with valuable Michigan Avenue frontage, while the arrangement of escalators in parallel, rather than in zig-zags, directs foot traffic past more shops. Offices originally occupied floors 8–28, but floors 21–28 were converted to condo units in 2007, leaving offices on floors 8–20. The luxurious Four Seasons Hotel occupies the middle floors (30–46) of the tower. Floors 48–66 are part of the 132 East Delaware Residences, these 106 condominiums were part of the original building plan. A large 12-story parking garage, with retail on the ground level and a medical clinic atop, occupies the rear half of the block, facing Rush Street. The exterior of the tower is clad in limestone and green glass which reflects the light. The building has a steel skeleton on which a concrete frame was erected for the upper floors. Because the building materials changed, cranes used to work on the lower floors could not be used for the concrete portion and new cranes had to be erected to complete the building. Four lit "lanterns" atop the structure give it a distinctive skyline presence. They change colors for the Christmas season.

The Westin Michigan Avenue Chicago is a hotel in Chicago, in the U.S. state of Illinois.

The Fourth Presbyterian Church of Chicago is one of the largest congregations of the Presbyterian Church (U.S.A.), located in the Magnificent Mile neighborhood of Chicago, directly across Michigan Avenue from the John Hancock Center.

Oak Street Beach is located on North Lake Shore Drive in Chicago, Illinois, on the shore of Lake Michigan. One of a series of Chicago beaches, the Chicago Park District defines Oak Street Beach as the area from approximately 1550 North Lake Shore Drive to 500 North Lake Shore Drive, excluding Ohio Street Beach, the South Ledge, a concrete path running from Ohio Street beach to the Oak Street Curve, Oak Street Beachstro Restaurant, Oak Street Beach proper, the North Ledge, and a concrete path running from Oak Street Beach to North Avenue Beach.

WCHI-FM (95.5 MHz) is a mainstream rock formatted radio station located in Chicago, Illinois, owned and operated by iHeartMedia. WCHI-FM has studios located at the Illinois Center complex on Michigan Avenue in Downtown Chicago, and it broadcasts from a 5.3 kW transmitter based atop John Hancock Center. WCHI-FM broadcasts three channels in the HD Radio format.