[2:54] I'm Away From The World When I'm Away From You - The Columbians (1928)
[9:46] C’est Vous (Say Voo) - The Columbians with Oscar Grogan (1927)
[13:17] Two In A Dream - Glen Gray & The Casa Loma Orchestra and Kenny Sargent (1934)
[16:26] Are You Lonesome Tonight? - The Columbians with Oscar Grogan (1927)
[19:58] Blue Rain - Bea Wain (1939)
[23:28] If It Wasn't For The Moon - Bobby Byrne & His Orchestra with Jimmy DiPalma (1940)
[30:00] Instrumental by The Columbians (not identified yet)
[40:33] My Little Dream Girl - Floyd Ray & His Orchestra with Joe Alexander (1939)
[43:52] The Moon Is Crying for Me - Charlie Barnet & His Orchestra with Larry Taylor (1940)
[50:36] Eyes That Love - The Columbians with Elliott Shaw (1927)
[53:44] Gone - Johnny Johnson & His Orchestra with Lee Johnson
[57:11] Girl Of My Dreams - Eddie Thomas’ Collegians (The Columbians) with Kenny Sargent (1927)
[58:59] Waitin' For The Train To Come In - Monica Lewis and Ray Bloch & His Orchestra (1945)
[1:01:55] Dear Eyes that Haunt Me - The Columbians with Lewis James (1927)
[1:05:36] Me And The Man In The Moon - The Ambassadors with Frank Sylvano (1928)
[1:09:05] Somebody Lied About Me - The Columbians with Elliot Shaw (1927)
[1:16:26] Your Dream (Is the Same As My Dream) - Guy Lombardo & His Royal Canadians (1940)
[1:19:15] I Live, I Die For You - The Columbians with Billy Naken (Ben Selvin)
Repeats from the top
Special thanks to Hans Klopek for this list and shoutout to Halcyon for assistance and timestamps!
Underlined songs are linked to either a YouTube video of the song or to a recording of the song from the Internet Archive. Question marks mean the song is unknown.
Same/very similar song order in other streams: