| Chicago Building | Chicago Bulls | Chicago Butter and Egg Board |
| Chicago Cab | Chicago Calling | Chicago Cardinals |
| Chicago Cardinals (Eishockey) | Chicago Cardinals (Football) | Chicago Challenger 2021 |
| Chicago Challenger 2021/Qualifikation | Chicago Cheetahs | Chicago Climate Charter |
| Chicago Coach & Carriage Company | Chicago Cobras | Chicago Colts |
| Chicago Conversations | Chicago Cougars | Chicago Crime Commission |
| Chicago Cubs | Chicago Daily News | Chicago Daily Tribune |
| Chicago Deadline | Chicago Dearborn Station | Chicago Declaration of Social Concern |
| Chicago Eight | Chicago Electric Motor Car Company | Chicago Electric Vehicle Company |
| Chicago Elevated | Chicago Express | Chicago Express (ECHL) |
| Chicago Fall Tennis Classic 2021 | Chicago Fall Tennis Classic 2021/Qualifikation | Chicago Film Critics Association |
| Chicago Film Critics Association Award | Chicago Film Critics Association Award/Beste Filmmusik | Chicago Film Critics Association Award/Beste Hauptdarstellerin |
| Chicago Film Critics Association Award/Beste Kamera | Chicago Film Critics Association Award/Beste Nebendarstellerin | Chicago Film Critics Association Award/Beste Regie |
| Chicago Film Critics Association Award/Bester Animationsfilm | Chicago Film Critics Association Award/Bester Dokumentarfilm | Chicago Film Critics Association Award/Bester Film |
| Chicago Film Critics Association Award/Bester fremdsprachiger Film | Chicago Film Critics Association Award/Bester Hauptdarsteller | Chicago Film Critics Association Award/Bester Nebendarsteller |
| Chicago Film Critics Association Award/Bester Schnitt | Chicago Film Critics Association Award/Bestes adaptiertes Drehbuch | Chicago Film Critics Association Award/Bestes Drehbuch |
| Chicago Film Critics Association Award/Bestes Originaldrehbuch | Chicago Film Critics Association Award/Vielversprechendste Darstellerin | Chicago Film Critics Association Award/Vielversprechendster Darsteller |
| Chicago Film Critics Association Award/Vielversprechendster Filmemacher | Chicago Film Critics Association Award/Vielversprechendster Schauspieler | Chicago Film Critics Association Awards |
| Chicago Film Critics Association Awards 2012 | Chicago Film Critics Association Awards 2013 | Chicago Film Critics Association Awards 2023 |
| Chicago Fire | Chicago Fire (Fernsehserie) | Chicago Fire (Fernsehserie)/Episodenliste |
| Chicago Fire (MLS) | Chicago Fire FC | Chicago Fire Football Club |
| Chicago Fire Premier | Chicago Fire Reserves | Chicago Fire SC |
| Chicago Fire Soccer Club | Chicago Fire U-23 | Chicago Flyer |
| Chicago Forty | Chicago Grand Prix | Chicago Great Western Railroad |
| Chicago Great Western Railway | Chicago Heights | Chicago Hittite Dictionary |
| Chicago Hope | Chicago Hope - Endstation Hoffnung | Chicago Hope – Endstation Hoffnung |
| Chicago Hope – Endstation Hoffnung/Episodenliste | Chicago Hope: Endstation Hoffnung | Chicago Hornets |
| Chicago Hounds | Chicago House | Chicago House AC |
| Chicago House Wrecking Company | Chicago International Film Festival | Chicago Jazz |
| Chicago Jazz Festival | Chicago Justice | Chicago Lake |
| Chicago LaSalle Street Station | Chicago Light Six | Chicago Loop |
| Chicago Lyric Opera | Chicago Manual of Style | Chicago Maroons |
| Chicago Massacre: Richard Speck | Chicago Med | Chicago Med/Episodenliste |
| Chicago Men's Challenger 2022 | Chicago Men's Challenger 2023 | Chicago Men’s Challenger 2022 |
| Chicago Men’s Challenger 2023 | Chicago Mercantile Exchange | Chicago Methodist Church |
| Chicago Midway Airport | Chicago Millennium Station | Chicago Milwaukee Corporation |
| Chicago Motocycle Company | Chicago Motor Buggy | Chicago Motor Buggy Company |
| Chicago Motor Speedway | Chicago Motor Vehicle Company | Chicago Muslim Mission |
| Chicago O'Hare International Airport | Chicago O’Hare International Airport | Chicago Ogilvie Transportation Center |
| Chicago Open Air | Chicago Oriental Institute | Chicago Orphans |
| Chicago Outfit | Chicago Overcoat | Chicago P.D. |
| Chicago P.D./Episodenliste | Chicago Pacific Corporation | Chicago Packers |
| Chicago PD | Chicago Peak | Chicago Pile |
| Chicago Pile 1 | Chicago Pile 3 | Chicago Pile 5 |
| Chicago Plan | Chicago Police Department | Chicago Public Media |
| Chicago Public Radio | Chicago Randolph Street Terminal | Chicago Reader |
| Chicago Recording Scale Company | Chicago Red Stars | Chicago River |
| Chicago Rockets | Chicago Rockford International Airport | Chicago Rot |
| Chicago Run | Chicago Rush | Chicago Sanitary and Ship Canal |
| Chicago Savings Bank Building | Chicago School | Chicago Seven |
| Chicago Shamrocks | Chicago Sky | Chicago Spire |
| Chicago Spurs | Chicago Stags | Chicago Staleys |
| Chicago State Cougars | Chicago State University | Chicago Sting |
| Chicago Stock Exchange | Chicago Story | Chicago Studebaker Flyers |
| Chicago Studebakers | Chicago Style | Chicago Sun-Times |
| Chicago Symphony Orchestra | Chicago Temple | Chicago Temple Building |
| Chicago Tenor Duets | Chicago Theater | Chicago Theatre |
| Chicago Tigers | Chicago Title Trust Tower | Chicago Transit Authority |
| Chicago Tribune | Chicago Tunnel Company | Chicago Tunnel Company Railroad |
| Chicago Union Station | Chicago University | Chicago Water Tower |
| Chicago Wells Street Station | Chicago White Sox | Chicago White Stockings |
| Chicago Wolves | Chicago Women's Open 2023 | Chicago Women’s Open 2023 |
| Chicago Women’s Open 2023/Qualifikation | Chicago World's Fair | Chicago Zephyrs |
| Chicago Zitation | Chicago, Burlington & Quincy Railroad | Chicago, Burlington & Quincy Railroad Depot |
| Chicago, Burlington and Quincy Depot | Chicago, Burlington and Quincy Railroad | Chicago, Burlington and Quincy Railroad Depot |
| Chicago, Illinois | Chicago, Milwaukee and St. Paul Depot | Chicago, Milwaukee and St. Paul Railroad |
| Chicago, Milwaukee, St. Paul and Pacific Depot | Chicago, Milwaukee, St. Paul and Pacific Depot, Freight House and Train Shed | Chicago, Milwaukee, St. Paul and Pacific Railroad |
| Chicago, Milwaukee, St. Paul and Pacific Railroad Depot | Chicago, Rock Island and Pacific Railroad | Chicago, Rock Island and Pacific Railroad (2017) |
| Chicago, Rock Island and Pacific Railway | Chicago, St. Paul, Minneapolis and Omaha Depot | Chicago, St. Paul, Minneapolis and Omaha Railroad Depot |
| Chicago, St. Paul, Minneapolis, and Omaha Depot | Chicago-Abkommen | Chicago-Boy |
| Chicago-Erklärung | Chicago-Erklärung zur Irrtumslosigkeit der Bibel | Chicago-Helicopter-Airways-Flug 698 |
| Chicago-Jazz | Chicago-Konvention | Chicago-Marathon |
| Chicago-Marathon 1977 | Chicago-Marathon 1978 | Chicago-Marathon 1979 |
| Chicago-Marathon 1980 | Chicago-Marathon 1981 | Chicago-Marathon 1982 |
| Chicago-Marathon 1983 | Chicago-Marathon 1984 | Chicago-Marathon 1985 |
| Chicago-Marathon 1986 | Chicago-Marathon 1988 | Chicago-Marathon 1989 |
| Chicago-Marathon 1990 | Chicago-Marathon 1991 | Chicago-Marathon 1992 |
| Chicago-Marathon 1993 | Chicago-Marathon 1994 | Chicago-Marathon 1995 |
| Chicago-Marathon 1996 | Chicago-Marathon 1997 | Chicago-Marathon 1998 |
| Chicago-Marathon 1999 | Chicago-Marathon 2000 | Chicago-Marathon 2001 |
| Chicago-Marathon 2002 | Chicago-Marathon 2003 | Chicago-Marathon 2004 |
| Chicago-Marathon 2005 | Chicago-Marathon 2006 | Chicago-Marathon 2007 |
| Chicago-Marathon 2008 | Chicago-Marathon 2009 | Chicago-Marathon 2010 |
| Chicago-Marathon 2011 | Chicago-Marathon 2012 | Chicago-Marathon 2013 |
| Chicago-Marathon 2014 | Chicago-Marathon 2015 | Chicago-Marathon 2016 |
| Chicago-Marathon 2017 | Chicago-Marathon 2018 | Chicago-Marathon 2019 |
| Chicago-Marathon 2021 | Chicago-Marathon 2022 | Chicago-Marathon 2023 |
| Chicago-Massaker | Chicago-Prisma | Chicago-Schule |
| Chicago-style Pizza | Chicago-Verteidigung | Chicago/The Blues/Today! |
| Chicagoan | Chicagoblok | Chicagocards1 |
| Chicagoer Abkommen | Chicagoer Arbeiter-Zeitung | Chicagoer Übereinkommen |
| Chicagoer Konvention | Chicagoer Schule | Chicagoer Schule (Architektur) |
| Chicagoer Schule (Ökonomie) | Chicagoer Schule (Soziologie) | Chicagoerklärung |
| Chicagofaltung | Chicagoland | Chicagoland Speedway |
| Chical | Chicala Cholohanga | Chicaloma |
| Chicama | Chicama (Peru) | Chican |
| Chicana | Chicana-Literatur | Chicane |
| Chicanga | Chicanná | Chicano |
| Chicano (Film) | Chicano Movement | Chicano Park |
| Chicano Rock | Chicano-Bewegung | Chicano-Literatur |
