"When I Look to the Sky" is a song by the American rock band Train, for their third studio album My Private Nation.

The song was featured in the trailer for the 2004 film Jersey Girl.

The music video portrays a relationship between the lead singer, Pat Monahan and his lover, Kiana Bessa.

‡ Sales+streaming figures based on certification alone.

This 2000s pop song-related article is a stub.