[3:02] Blue Rain - Bea Wain (1939)
[18:31] When My Sugar Walks Down The Street - Aileen Stanley & Gene Austin (1925)
[21:31] I’m Drifting Back To Dreamland - Blue Diamond Dance Orchestra (1923)
[24:34] Did You Ever See A Dream Walking? - Ambrose Orchestra (1933)
[27:56] Ain't-cha Glad? - Isham Jones & His Orchestra with Eddie Stone
[38:48] Kentucky, You're Lucky - Billy James and His Orchestra (1927)
Repeats from the top
Special thanks to Hans Klopek for this list!
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.