Below is a list of Windy City songs, sorted by the most popular first. Place mouse on to see information about song. Click song title to play song and to read details about the song including lyrics (if available). Click year to list all songs from that year. Click label to list songs from that record label. Songs with chart position "---" either never made it into the US top 100 R&B or UK charts or we have no details of their highest chart positions if they did.

(Song are sorted in highest US R&B Top 100 and/or UK Top 100 chart position order)