[2:40] Did You Ever See A Dream Walking? - Ambrose Orchestra (1933)
[6:03] Diane (I'm In Heaven When I See You Smile) - Franklyn Baur (1927)
[12:38] When My Sugar Walks Down The Street - Aileen Stanley & Gene Austin (1925)
[19:14] I’m Drifting Back To Dreamland - Blue Diamond Dance Orchestra (1923)
[22:24] Underneath The Linden Tree - Ken Carson with Ray Noble & His Orchestra (1949)
[35:53] I May Be Wrong (But I Think You’re Wonderful) - Hoagy Carmichael with The Chickadees (1946)
[39:02] Kentucky, You're Lucky - Missouri Jazz Band (Billy James) with Scrappy Lambert (1927)
[42:21] Ah! But Is It Love? - Adrian Rollini & His Orchestra (1933)
[45:22] Blue Rain - Bea Wain (1939)
[58:21] Clouds Across The Moon - Lani McIntire with The Eddie Bush Quartette (1939)
[1:1:31] Oh! You Crazy Moon - Connie Boswell with Harry Sosnik & His Orchestra (1939)
[1:04:58] The Moon Is Crying for Me - Charlie Barnet & His Orchestra with Larry Taylor (1940)
Repeats from the top
Special thanks to Halcyon for this list and shoutout to J for assistance!
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.