| Cover | | Date  | Title • Artist  Album | Points  | Charts Peaks | Comment |
|---|
![In the Year 2525 (Exordium and Terminus) [article] In the Year 2525 (Exordium and Terminus) [article]](./wp/cache/img/JMGSong_49301.jpg) | 1. | 06/1969 | | 383
 | US ✫1 UK ✫1 US AC ✫1 | |
![Leaving on a Jet Plane [article] Leaving on a Jet Plane [article]](./wp/cache/img/JMGSong_32871.jpg) | 2. | 10/1969 | | 325
 | US ✫1 UK 2 US AC ✫1 | written by John Denver |
![Suspicious Minds [article] Suspicious Minds [article]](./wp/cache/img/JMGSong_14338.jpg) | 3. | 09/1969 | | 319
 | US ✫1 UK 2 US AC 4 | [Rolling Stone 500 Greatest Songs #91] written by Mark James |
| 4. | 03/1969 | | 306
 | US ✫1 UK 11 US AC ✫1 US R&B 6 | written by Galt MacDermot, James Rado, Gerome Ragni [Soul City 772] |
![My Cherie Amour [article] My Cherie Amour [article]](./wp/cache/img/JMGSong_39472.jpg) | 5. | 05/1969 | | 276
 | US 4 UK 4 US AC 3 US R&B 4 | written by Stevie Wonder, Hank Cosby, Sylvia Moy [Tamla 54180] |
| 6. | 10/1969 | | 267
 | US 7 UK 2 US AC 10 US R&B 5 | written by Ron Miller, Bryan Wells [Tamla 54188] |
![Ruby, Don't Take Your Love to Town [article] Ruby, Don't Take Your Love to Town [article]](./wp/cache/img/JMGSong_24350.jpg) | 7. | 06/1969 | | 265
 | US 6 UK 2 US AC 6 US country 39 | as Kenny Rogers & The First Edition |
| 8. | 09/1969 | | 254
 | US ✫1 UK 16 US AC ✫1 US R&B 23 | written by Laura Nyro [Soul City 779] |
| 9. | 05/1969 | | 249
 | US 3 UK 6 US AC 3 | |
![Raindrops Keep Fallin' on My Head [article] Raindrops Keep Fallin' on My Head [article]](./wp/cache/img/JMGSong_3406.jpg) | 10. | 10/1969 | | 249
 | US ✫1 UK 38 US AC ✫1 | written by Hal David, Burt Bacharach |
| 11. | 03/1969 | | 222
 | US 4 UK 14 US AC ✫1 US country ✫1 | written by Jimmy Webb |
![The Boxer [article] The Boxer [article]](./wp/cache/img/JMGSong_37780.jpg) | 12. | 04/1969 | | 218
 | US 7 UK 6 US AC 3 | [Rolling Stone 500 Greatest Songs #105] written by Paul Simon |
| 13. | 11/1969 | | 217
 | US 6 UK 8 US AC 3 US country 13 | written by Scott Davis |
| 14. | 05/1969 | | 202
 | US ✫1 US AC ✫1 | |
| 15. | 12/1969 | | 188
 | US 5 UK 10 US AC ✫1 US R&B 41 | |
| 16. | 08/1969 | | 179
 | US 2 US AC ✫1 | |
| 17. | 12/1969 | | 177
 | US 27 UK 3 US AC 4 US country 6 | written by Felice Bryant, Boudleaux Bryant |
| 18. | 05/1969 | | 174
 | US 2 US AC ✫1 | |
| 19. | 08/1969 | | 171
 | US 6 UK 23 US AC 2 | [R] written by Fred Neil |
| 20. | 02/1969 | | 168
 | US 2 US AC 2 | featuring Dennis Yost |
| 21. | 06/1969 | | 153
 | US 4 US AC 3 | written by Neil Diamond |
| 22. | 11/1969 | | 148
 | US 16 UK 7 US AC 3 | |
| 23. | 05/1969 | | 147
 | US 13 UK 9 US AC 2 | |
| 24. | 02/1969 | | 146
 | US 7 US AC 2 US R&B 7 | written by Burt Bacharach & Hal David |
| 25. | 03/1969 | | 145
 | US 27 UK 5 US AC 2 | written by Claude François, Jacques Revaux, Paul Anka |
| 26. | 07/1969 | | 144
 | US 6 US AC ✫1 | [R] |
| 27. | 02/1969 | | 144
 | US 42 UK 3 US AC 4 | |
![Put a Little Love in Your Heart [article] Put a Little Love in Your Heart [article]](./wp/cache/img/JMGSong_20375.jpg) | 28. | 06/1969 | | 142
 | US 4 US AC 2 | written by Jackie DeShannon, Jimmy Holiday, Randy Myers [Imperial 66385] |
| 29. | 10/1969 | | 141
 | US 5 US AC 6 | |
| 30. | 11/1969 | | 135
 | US 6 US AC 5 | written by Neil Diamond |
| 31. | 12/1969 | | 128
 | US 6 US AC ✫1 US R&B 17 | written by Burt Bacharach, Hal David |
| 32. | 06/1969 | | 109
 | US 30 UK 8 US AC 13 | written by Barry Mann, Cynthia Weil |
| 33. | 04/1969 | | 103
 | US 22 UK 19 US AC ✫1 | |
| 34. | 10/1969 | | 92
 | US 23 UK 45 US AC ✫1 US country 2 | written by Curt Sapaugh, Bobby Austin |
| 35. | 09/1969 | | 87
 | US 11 US AC ✫1 | |
| 36. | 05/1969 | | 85
 | US 12 US AC 2 | written by Teddy Randazzo, Bobby Weinstein, Bobby Hart |
| 37. | 08/1969 | | 79
 | US 38 UK 15 US AC 6 | co-written by Burt Bacharach |
![You've Lost That Lovin' Feeling [article] You've Lost That Lovin' Feeling [article]](./wp/cache/img/JMGSong_12232.jpg) | 38. | 09/1969 | | 70
 | US 16 US AC 10 US R&B 13 | written by Phil Spector, Barry Mann, Cynthia Weil |
| 39. | 02/1969 | | 59
 | US 24 US AC ✫1 | written by Marty Robbins |
| 40. | 11/1969 | | 56
 | US 24 US AC 3 | written by Thom Bell, Jerry Butler, Kenny Gamble |