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WJYS (channel 62) is an independent television station licensed to Hammond, Indiana, United States, serving the Chicago area. It is one of two commercial television stations in the Chicago market to be licensed in Indiana (alongside MyNetworkTV owned-and-operated station WPWR-TV [channel 50] in Gary). Owned by Millenial Telecommunications, Inc., WJYS maintains studio facilities on South Oak Park Avenue in Tinley Park, Illinois, and its transmitter is located atop the Willis Tower.

WLS-TV (channel 7) is a television station in Chicago, Illinois, United States, airing programming from the ABC network. Owned and operated by the network's ABC Owned Television Stations division, the station maintains studios on North State Street in the Chicago Loop, and its transmitter is located atop the Willis Tower.

WCPX-TV, virtual channel 38 (UHF digital channel 34), is an Ion Television owned-and-operated station licensed to Chicago, Illinois, United States. The station is owned by the Ion Media subsidiary of the Cincinnati-based E. W. Scripps Company. WCPX-TV's offices are located on Des Plaines and Van Buren streets in the Chicago Loop, and its transmitter is located atop the Willis Tower.

WLIT-FM (93.9 MHz, "93.9 Lite FM") is a radio station in Chicago, Illinois. Owned by iHeartMedia, it broadcasts a soft adult contemporary format. Its studios are located at the Illinois Center complex in the Chicago Loop, while the station transmitter is on top of the Willis Tower.

WBMX (104.3 FM, "104.3 Jams") is a commercial radio station in Chicago, Illinois, serving the Chicago metropolitan area and Northwest Indiana. The station is owned by Audacy, Inc. and airs a classic hip hop radio format. WBMX's studios and offices are located at Two Prudential Plaza in the Chicago Loop. The station has an effective radiated power (ERP) of 4,100 watts, with its transmitter atop the Willis Tower (formerly Sears Tower). WBMX broadcasts in the HD Radio format, with its HD2 signal simulcasting the sports radio format on co-owned WSCR. From 1974 to 1988, the call letters WBMX were held by 102.7 FM, licensed to Oak Park, Illinois (now urban AC station WVAZ). On December 4, 2017, the call letters were transferred from Boston to 104.3 FM in Chicago.

The Willis Tower (formerly the Sears Tower) is a 108-story, 1,450-foot (442.1 m) skyscraper in Chicago. The tower has 108 stories as counted by standard methods, though the building's owners count the main roof as 109 and the mechanical penthouse roof as 110. At completion in 1974, it surpassed the World Trade Center in New York City to become the tallest building in the world, a title that it held for nearly 25 years. It was also the tallest building in the Western Hemisphere for 41 years, until the One World Trade Center surpassed it in 2013, and had the highest occupiable floor until surpassed by the Central Park Tower in 2022. The Willis Tower is considered a seminal achievement for engineer Fazlur Rahman Khan. It is currently the third-tallest building in the United States and the Western hemisphere – and the 23rd-tallest in the world. Each year, more than one million people visit its observation deck, the highest in the United States, making it one of Chicago's most popular tourist destinations. As of April 2018, the building's largest tenant is United Airlines, which moved its corporate headquarters from 77 West Wacker Drive (then the United Building) in 2012, occupying around 20 floors. Other major tenants include the building's namesake Willis Towers Watson and law firms Schiff Hardin and Seyfarth Shaw. Morgan Stanley became the building's fourth-largest tenant in 2017.Known as the Sears Tower from its construction until the naming rights were included in a 2009 lease with the Willis Group, it served as the headquarters of retail company Sears from 1974 to 1994. Local area residents still refer to the building by its old name.

WBBM-FM (96.3 MHz, "B96") is a gold rhythmic top 40 radio station in Chicago, Illinois. It is owned by Audacy, Inc. The station has an effective radiated power (ERP) of 3,300 watts, broadcasting from a transmitter atop the Willis Tower (formerly the Sears Tower). The studios and offices are located at Two Prudential Plaza in the Loop. WBBM-FM's main competition is 103.5 WKSC-FM, owned by iHeartMedia.

WKSC-FM (103.5 MHz) – branded "103.5 Kiss FM" – is a commercial Top 40/CHR radio station licensed to Chicago, Illinois. Owned by iHeartMedia, its studios are located at the Illinois Center complex on Michigan Avenue in Downtown Chicago, and its transmitter is located at Willis Tower. WKSC is the flagship station of the syndicated morning show The Fred Show.

WTMX (101.9 FM "The Mix") is a Hot AC radio station in Chicago, Illinois. Licensed to the suburb of Skokie, it is owned by Hubbard Broadcasting. WTMX has its studios located at One Prudential Plaza and its transmitter co-located atop Willis Tower (the former Sears Tower). WTMX broadcasts in the HD digital hybrid format.

WCFS-FM (105.9 MHz) – branded Newsradio 105.9 WBBM – is a commercial all-news radio station licensed to the Chicago suburb of Elmwood Park, Illinois. Owned by Audacy, Inc., the station services the Chicago metropolitan area, operating as a full-time simulcast of WBBM (780 AM). WCFS-FM has an effective radiated power (ERP) of 4,100 watts. The transmitter is atop the Willis Tower (formerly the Sears Tower). The studios and newsroom are located at Two Prudential Plaza in the Loop. In addition to a standard analog transmission, WCFS-FM broadcasts over two HD Radio subchannels, and is available online via Audacy.

WGCI-FM (107.5 MHz) is an urban contemporary radio station that is licensed to Chicago, Illinois, serving the Chicago metropolitan area and Northwest Indiana. It is owned and operated by iHeartMedia (formerly known as Clear Channel Communications until September 2014). WGCI broadcasts with 3,700 watts (3.7 kilowatts) at 107.5 megahertz (MHz) from atop the Willis Tower in Downtown Chicago, and has studios located in the Illinois Center complex on Michigan Avenue. Like many Clear Channel-owned urban radio stations, it uses the slogan "Chicago's #1 For Hip Hop and R&B". In 2005, WGCI began broadcasting in IBOC digital radio, using the HD Radio system from iBiquity.

WFMT is an FM radio station in Chicago, Illinois, featuring a format of fine arts, classical music programming, and shows exploring such genres as folk and jazz. The station is managed by Window To The World Communications, Inc., owner of WTTW, one of Chicago's two Public Broadcasting Service (PBS) Public television stations. WFMT is also the primary station of the WFMT Radio Network, and the Beethoven and Jazz Networks. WFMT transmits from the Willis (Sears) Tower. A feature of this commercial station is that it airs no pre-recorded (by non-station hosts) advertising on-air. A brief attempt at introducing pre-recorded commercial advertising in the early 1990s, the only time in its history, proved unpopular with listeners. All advertising on the station is currently read exclusively by WFMT's on-air hosts. WFMT's programs can be heard through its satellite services, or syndication, internationally. The station's programming is also available online. WFMT is an associate member of the European Broadcasting Union.