"Hard to Say I'm Sorry" is a ballad performed by American rock group Chicago, written by band member Peter Cetera and producer David Foster from the album Chicago 16, released in 1982. The song hit number one for two weeks on the Hot 100 chart on September 11 of that year. It was their first top fifty hit since "No Tell Lover" in 1978.

The song, as well as the album on which it is featured, was a marked departure from Chicago's traditional soft rock, horns-driven sound, taking on a more polished and modern feel. There were minimal horns on the track, instead featuring more layered synthesizers and heavier distorted electric guitars in a more updated 1980's fashion. This was done to revitalize the band that was considered by some to be past its commercial prime at the time.

The album version of "Hard to Say I'm Sorry" segued into a second song titled "Get Away," which was closer to the older horn-driven Chicago sound. Most adult contemporary radio stations at the time did not play the entire album track, however, choosing to cut it off just before "Hard to Say I'm Sorry" segued into "Get Away." About half the Top 40 radio stations played the longer version with "Get Away". The music video, itself using the album version, was shot in Greece.

Deviating from Chicago's practice of having mostly band members playing on their albums, "Hard to Say I'm Sorry" featured several session musicians. The song featured producer David Foster on the piano, as well as three members of the American rock band Toto: Steve Lukather on guitar, while David Paich and Steve Porcaro both contributed synthesizers. The song's vocals were performed by Cetera and new member Bill Champlin.