A friend gave me a copy of the program notes for the second album on the Labor Arts label, Songs of the Wobblies sung by Joe Glazer and Bill Friedland (their first album was Ballads for Sectarians) Here are the cuts on the album:

• Hallelujah! I'm a Bum!
• The Rebel Girl
• The Tramp
• The Commonwealth of Toil
• Popular Wobbly
• Dump the Bosses Off Your Back
• The Preacher and the Slave
• Down to the Soupline
• Boom Went the Boom
• There Is Power in a Union
• Scissor Bill
• Workingmen, Unite!

I think I've heard Utah Phillips sing most of these songs. See IWW Little Red songbook for lyrics to many of these songs, and also see this thread (click) on the Little Red Songbook.