"Hard Habit to Break" is a song written by Steve Kipner and John Lewis Parker, produced and arranged by David Foster and recorded by the group Chicago for their 1984 album Chicago 17, with Bill Champlin and Peter Cetera sharing lead vocals.

3 on the Billboard Hot 100[2] and was prevented from charting higher by "Caribbean Queen" by Billy Ocean and "I Just Called to Say I Love You" by Stevie Wonder.

The lyrics of the song appear to describe a man having a hard time getting over a significant other getting away after he took her for granted and she left him for someone else.

[5][6] "Hard Habit to Break" was nominated for four Grammy Awards: Foster and Jeremy Lubbock won the award for Best Instrumental Arrangement Accompanying Vocal(s);[7][8][9] Chicago were nominated for the song in the categories Record of the Year and Best Pop Performance by a Duo or Group with Vocal;[10][11] and Cetera and Foster were nominated for Best Vocal Arrangement for Two or More Voices.

Chicago Additional personnel Puerto Rican singer Glenn Monroig recorded a Spanish-language cover version entitled "El Vicio Que No Puedo Romper" for his album Apasionado (1986).