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 | Chicago's breakup song tops the U.S. charts at No. 1 |
| 2 | You’re the InspirationCHICAGO |  play_arrow | Gently wrapped in eternal love and gratitude… |
| 3 | Saturday in the ParkCHICAGO |  play_arrow | Chicago's brass sound. |
| 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 | You are everything.CHICAGO |  play_arrow | Chicago is inducted into the Hall of Fame as a long-running band. |
| 7 | If You Leave Me NowCHICAGO |  play_arrow | A classic song about a bittersweet farewell in love |
| 8 | Chasing the windCHICAGO |  play_arrow | A rock song by an 11-member band from Chicago |
| 9 | Still Love MeCHICAGO |  play_arrow | Chicago love songs are must-have wedding songs |
| 10 | CELL BLOCK TANGOChicago (2002 film) |  play_arrow | Female prisoners who killed men for various reasons, … |
| 11 | Colour my worldCHICAGO |  play_arrow | A song by Chicago that pays tribute to their first love. |
| 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 | A love song by a legendary American band |
| 14 | Sophisticated LadyCHICAGO |  play_arrow | Other songs by Chicago are being overlooked. |
| 15 | Hard habit to breakCHICAGO |  play_arrow | Chicago is a long-active American rock |
| 16 | Look AwayCHICAGO |  play_arrow | A love song among Chicago's commercially successful tracks |
| 17 | Questions 67 And 68CHICAGO |  play_arrow | An early classic by a Chicago brass rock band |
| 18 | Saturday in the ParkCHICAGO |  play_arrow | A 1972 hit song by Chicago that was also popular in Japan... |
| 19 | Street PlayerCHICAGO |  play_arrow | Chicago’s classic song “Street Player” is a must-listen. |