| Magic in the Air | Badly Drawn Boy | 3:43 | ||
| One April Day | Stephin Merritt | 1:54 | ||
| Red Sea, Black Sea | Shearwater | 3:09 | ||
| North Star Lover | Fionn Regan | 5:20 | ||
| The Sleeper | The Leisure Society | 3:50 | ||
| This Song | Badly Drawn Boy | 1:32 | ||
| All I Want to Know | The Magnetic Fields | 2:53 | ||
| Palmyra | Jolie Holland, Marc Ribot | 4:33 | ||
| Passenger Song | Great Lake Swimmers | 4:28 | ||
| Pearl | The New Folk Implosion | 4:51 | ||
| Rosemary Lane | Espers | 4:38 | ||
| Saddest Vacant Lot In All The World | Grandaddy | 3:50 | ||
| Midnight Ferry Crossing | Fionn Regan | 2:02 | ||
| Last of the Hand-Me-Downs | Phosphorescent | 6:10 | ||
| Promise What You Will | Iron & Wine | 2:24 | ||
| Seduced and Abandoned | The Magnetic Fields | 2:21 | ||
| Fall Flood | Little Wings | 4:08 | ||
| Milk Thistle | Conor Oberst | 5:21 | ||
| Mr. Amateur | Midlake | 2:08 | ||
| In The Air | Richard Swift | 3:21 | ||
| Peacocks in the Video Rain | John Vanderslice | 4:24 | ||
| Unlock more with Songs Like X Pro | ||||
| Plus Ones | Okkervil River | 3:43 | ||
| Deep Blue Sea | Grizzly Bear | 3:46 | ||
| December, 1999 | Jolie Holland | 3:36 | ||
| Jesus Christ Was an Only Child | Sun Kil Moon | 1:59 | ||
| One True Vine | Wilco | 2:11 | ||
| Asleep and Dreaming | The Magnetic Fields | 1:53 | ||
| Sunshine in Chicago | Sun Kil Moon | 2:34 | ||
| It's Not the End | Cate Le Bon | 3:23 | ||
| Comfort You | Scout Niblett | 2:53 | ||
| When The Haar Rolls In | James Yorkston | 6:54 | ||
| We Were Wasted | The Leisure Society | 2:55 | ||
| You Better Mind | Sam Amidon | 3:42 | ||
| Snow | Karen Peris, Steve Brown, Mike Bitts, Don Peris, The Innocence Mission | 3:45 | ||
| Coat Check Dream Song | Bright Eyes | 4:09 | ||
| The Cactus Where Your Heart Should Be | The Magnetic Fields | 1:11 | ||
| The Underwood Typewriter | Fionn Regan | 3:01 | ||
| Every Path | Alela Diane | 4:12 | ||
| 3Leged Animal | Califone | 4:08 | ||
| Peace Beneath the City | Iron & Wine | 4:45 | ||
| Mimizan | Beirut | 2:42 | ||
| Pancake Day | The Leisure Society | 2:31 | ||
| Cockle Shell | King Creosote | 2:28 | ||
| Krongu Green Slime | Jeffrey Lewis | 6:06 | ||
| Put a Penny in the Slot | Fionn Regan | 3:59 | ||
| She May Turn Around | Karen Peris, The Innocence Mission | 2:16 | ||
| The Light | Sun Kil Moon | 7:49 | ||
| Made By Maid | Laura Marling | 2:51 | ||
| True Freedom | Eef Barzelay | 5:33 | ||
