Midwest Skies and Sleepless Mondays is Augustana's first album, released before the band was signed to a label. The album was released at shows in 2003 and about 1000 copies were sold. It is currently unavailable, however, all of the album's songs are available on file-sharing services.

Track listing

1. "More Than a Love Song"
2. "Lullaby"
3. "Only One"
4. "Angels"
5. "Found My Place"
6. "Maybe"
7. "Midwest Skies and Sleepless Mondays"
8. "Boston"
9. "Empty Days"
10. "Just Sleep"
11. "Not Alone"