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 | Make me smile | Chicago: Greatest Hits |
| 2 | If It Were You | Twenty 1 |
| 3 | Hideaway | Chicago VIII |
| 4 | In Terms of Two | Chicago VI |
| 5 | It Better End Soon: 3rd Movement | Chicago II |
| 6 | Wishing You Were Here | If You Leave Me Now |
| 7 | Long Time No See | Chicago VIII |
| 8 | It Better End Soon: 2nd Movement | Chicago II |
| 9 | The Road | Chicago II |
| 10 | Only Time Can Heal the Wounded | Twenty 1 |
| 11 | God Save the Queen | Twenty 1 |
| 12 | Only You | Chicago 17 |
| 13 | Poem for the People | Chicago II |
| 14 | Wishing you were here | Chicago: Greatest Hits |
| 15 | Hard To Say I'm Sorry | The Very Best of Chicago: Only the Beginning |
| 16 | Closer To You | Group Portrait |
| 17 | Take Me Back To Chicago | Chicago XV - Chicago's Greatest Hits, Vol. II |
| 18 | I Believe | Chicago 18 |
| 19 | Brand New Love Affair - Pt. I / Brand New Love Aff | Chicago VIII |
| 20 | (I've Been) Searchin' So Long | Chicago Ix: Greatest Hits 69-74 |