Chicago es, junto con Blood, Sweat & Tears (BS&T), la banda más representativa,1 y la más exitosa en términos comerciales,2 de lo que se dieron en llamar Big Bands de Rock. Se fundó en la ciudad de su mismo nombre, en 1967, aunque inicialmente se denominó "Chicago Transit Authority", nombre que debieron recortar por problemas jurídicos con la autoridad de transporte público de la ciudad. El grupo permanece activo en la actualidad.
| 1 | It Better End Soon: Where Do We Go from Here | Chicago II |
| 2 | Look Away | Chicago: Greatest Hits 1982-1989 |
| 3 | Another Rainy Day in New York City | If You Leave Me Now |
| 4 | Harry Truman | Chicago VIII |
| 5 | Ballet for a Girl in Buchannon: Anxiety's Moment | Chicago II |
| 6 | Closer To You | Group Portrait |
| 7 | Ballet for a Girl in Buchannon: Now More Than Ever | Chicago II |
| 8 | You're The Inspiration | Chicago: Greatest Hits 1982-1989 |
| 9 | (I´ve been) Searchin´so long | Chicago: Greatest Hits |
| 10 | Feelin' Stronger Everyday | If You Leave Me Now |
| 11 | In the Country | Chicago II |
| 12 | Only You | Chicago 17 |
| 13 | Does anybody really know what time it is? | Chicago: Greatest Hits |
| 14 | Take Me Back To Chicago | Chicago XV - Chicago's Greatest Hits, Vol. II |
| 15 | If She Would Have Been Faithful | Chicago: Greatest Hits 1982-1989 |
| 16 | Man To Woman | Twenty 1 |
| 17 | Ballet for a Girl in Buchannon: Colour My World | Chicago II |
| 18 | Brand New Love Affair - Pt. I / Brand New Love Aff | Chicago VIII |
| 19 | Prima Donna | Chicago 17 |
| 20 | Song for You | If You Leave Me Now |