CHICAGO Popular Song Rankings [2026]
Known as pioneers of brass rock, CHICAGO continue to energetically release new works and tour to this day.
Their style of incorporating brass into rock has influenced many artists in Japan.
With numerous lineup changes and a tumultuous history, we will introduce their most-played songs in a ranked format.
Playlist
| CHICAGO Popular Song Rankings [2026] | |||
|---|---|---|---|
| show_chart | Title | Playlist | Review |
| 1 | Hard To Say I’m SorryCHICAGO |  play_arrow | Depicting the pain of heartbreak alongside graceful piano melodies… |
| 2 | You’re the InspirationCHICAGO |  play_arrow | Gently wrapped in eternal love and gratitude… |
| 3 | Saturday in the ParkCHICAGO |  play_arrow | The song from the Toyota Brevis commercial is Chicago’s classic hit. |
| 4 | Will You Still Love Me?CHICAGO |  play_arrow | A love song of Chicago, a masterpiece after Peter |
| 5 | Does Anybody Really Know What Time It Is?CHICAGO |  play_arrow | 『Does Anybody Really… |
| 6 | If You Leave Me NowCHICAGO |  play_arrow | A classic song about a bittersweet farewell in love |
| 7 | Chasing the windCHICAGO |  play_arrow | The album “Twenty 1,” released in ’91… |
| 8 | You are everything.CHICAGO |  play_arrow | Chicago is inducted into the Hall of Fame as a long-running band. |
| 9 | CELL BLOCK TANGOChicago (2002 film) |  play_arrow | Female prisoners who killed men for various reasons, … |
| 10 | Still Love MeCHICAGO |  play_arrow | The king of love songs, Chicago is absolutely wedding... |
| 11 | Colour my worldCHICAGO |  play_arrow | Ji..., a trombone player from Chicago... |
| 12 | I can’t be honestCHICAGO | play_arrow | It used to play a lot on cable requests and the like, so it was a fa... |
| 13 | If She Would Have Been FaithfulCHICAGO |  play_arrow | Formed in 1967, a venerable American giant… |
| 14 | Sophisticated LadyCHICAGO |  play_arrow | Even regarding Chicago, it's just too 'hard to say...' |
| 15 | Hard habit to breakCHICAGO |  play_arrow | Chicago is an American rock ba… |
| 16 | Look AwayCHICAGO |  play_arrow | Chicago, an American band with a long and proud history... |
| 17 | Saturday in the ParkCHICAGO |  play_arrow | A 1972 hit song by Chicago that was also popular in Japan... |
| 18 | Street PlayerCHICAGO |  play_arrow | Chicago’s classic song “Street Player” is a must-listen. |
| 19 | Questions 67 And 68CHICAGO |  play_arrow | An early classic by a Chicago brass rock band |