Taking a Chance on Love is an album by American jazz singer Jane Monheit that includes cover versions of standards and songs from musicals.

[11] Taking a Chance on Love was her first collaboration with Grammy Award-winning producers Peter Asher and Al Schmitt.

The song "Dancing in the Dark" received a Grammy Award nomination for Best Instrumental Arrangement Accompanying Vocals.

[12][13] Monheit recorded "Honeysuckle Rose" with Wynton Marsalis on the album In Full Swing by Mark O'Connor.

[11][14] The bonus track "I Should Care" is from Legends of Jazz with Ramsey Lewis: Season One, Vol.