Formed by a group of friends in 2005, the ensemble has since grown and according to The New York Times in 2014, "has made a name for itself in recent years as a champion of new music".

The choir was the resident choir of the Spoleto Festival, Italy, in 2007; appeared at Miller Theatre of Columbia University in the American premiere of James Dillon's Nine Rivers with the International Contemporary Ensemble (ICE); joined Bang on a Can's first Philadelphia Marathon; and has appeared with the American Composers Orchestra, Network for New Music, Quicksilver Baroque, Lyric Fest, Piffaro, red fish blue fish, Tempesta di Mare Baroque Chamber Orchestra, PRISM Saxophone Quartet, Toshimaru Nakamura, Dolce Suono, and in the summer of 2013, The Rolling Stones.

In June 2016, the organization launched an ambitious commissioning project called Seven Responses, the purpose of which was to perform Dieterich Buxtehude's Membra Jesu Nostri (BuxWV 75) juxtaposed with commissioned responses by Caroline Shaw, Hans Thomalla, Pelle Gudmundsen-Holmgreen, Anna Thorvaldsdottir.

The two-day program was premiered at the Philadelphia Episcopal Cathedral and later reprised at Merkin Concert Hall as a part of the 2016 Mostly Mozart Festival in Lincoln Center.

Month of Moderns 2014 included five major commissioned world premieres loosely based around Novalis's poem Astralis questioning our existence and eternity.

The Month of Moderns festival continues to be a signature part of the organization's season, regardless of theme, with each concert featuring at least one or more world premiere.

In the summer of 2015, The Crossing partnered with the Warren Miller Performing Arts Center in Big Sky, Montana, to offer a week-long fellowship intensive for students of composition and choral singing.