Cyrille Oswald started playing professionally in 1994 when living in the Caribbean. Upon returning to the Netherlands, he formed a Latin ensemble and studied at the Royal Conservatory of The Hague, where he received his Masters in 2001. The same year he started his first modern jazz quartet called Amalgam with which he recorded an album, performed original compositions and became a finalist at the yearly North Sea Jazz festival competition for new emerging jazz bands.

During the 00‘s he recorded an album with originals together with Danish guitarist Mikkel Ploug. In 2007, Cyrille Oswald set up a new trio and quartet with Stefan Lievestro on acoustic bass, Jeroen van Vliet on piano and Erik Kooger on drums. They also recorded the CD Nerve with original compositions by Cyrille, which was acclaimed both by the public and the press (5 stars in JAZZ magazine).

His first recording in the Czech Republic The Wrong Present was under the Animal Music label in 2010 with his quartet formed by himself, David Dorůžka on guitar, Tomáš Liška on bass and Dano Šoltis on drums, again with all compositions by Cyrille Oswald. 

In 2014 he founded the band Cirilic together with guitarist Kirill Jakovlev. They recorded two albums, “A Golden Age” and “Memories from Heaven”.

In 2015 he produced an album with songs from the Andes, on which he sings and plays different flutes, together with guitarist Petr Zelenka. 

In the Netherlands, he is a member of one of the most prestigious orchestras of today, the New Rotterdam Jazz Orchestra, since its founding in 2003. They recently recorded their 7th CD and are celebrating their 20 year anniversary this year, among others with a concert at the North Sea Jazz festival in Rotterdam..

Since 2020, he has been teaching Jazz Saxophone at the JAMU Academy in Brno. He also teaches flute every summer at the Czech Jazz Workshop in Prague.

In 2024, a live recording has been released which was recorded in the spring of 2023 with Jiri Levicek on piano, Jiri Slavik on bass and Jakub Tengler on drums.

Throughout his career, he has played with some of the greatest jazz players, such as Arturo Sandoval, Joshua Redman, Carla Bley and Terence Blanchard to name a few.

He has more than 50 original compositions to his name and continues to write and arrange music for different ensembles and groups. He also features on more than 30 albums as a sideman.