here's a complete list of songs from the movie
1. Cool Yule - Louis Armstrong (opening department store scene)
2. Hark the Herald Angels Sing - Lewis Ross as the New American Guitar Ensemble
3. Moonlight Kiss - Bap Kennedy (plays from when Sara gets into the cab through the skating scene)
4. January Rain - David Gray (plays during giving of the phone number)
5.Joy To the World - Tuba Christmas ("that's a lot of tuba")
6. Fast Forward - Alan Silvestri (instrumental score music)
7. Waiting in Vain - Annie Lennox (Sara in San Francisco)
8. 83 - John Mayer - (when Jonathan is going to get hair cut)
9. "Sarah Smile" - Hall & Oats (kid on bike singing it while John is in taxi)
10. From Rusholme With Love (Serendipity Mix) - Mint Royale (Lars' music)
11. Never a Day - Wood (playing in club after Lars' finishes his set)
12. Black Eyed Dog - Nick Drake (just a clip used in scene where Halle is asleep and John is drinking beer AND after John and Jeremy see Sara's sister in the window)
13. Rose Rouge - St. Germaine (used in wherehouse w/Eugene Levy AND at the end on the plane and at beginning when Eve says "PRADA")
14. Shake It Off - Jarvis Church (Used instrumentally when Sara and Eve search driving range)
15. Charley's Prelude - Don Byron (at wedding rehearsal)
16. When You Know - Shawn Colvin (when Jonathan gets "Love in the Time of Cholera" from Halle and in cab).
17. January Rain - David Gray (used again here at the ice rink)
18. Northern Sky - Nick Drake (Jonathan and Sara meet again)
19. Cool Yule (reprise) - Louis Armstrong (back in dept. store)
20. The Distance - Evan & Jaron (during credits)
21. This Year - Chantal Kreviazuk (during credits)