3 for $2 Tamales (Far North)
I live near the lake in Rogers Park. On the way home, I sometimes pick up great tamales (get red sauce with 'em) at Little Mel's, a carryout joint with everything imaginable. It's on Howard Street (1500 bk, S. side) which is a shithole of a neighborhood undergoing "commercial development", but you can usually park right in front.
Burritos aren't recommended (too small for $3.50), but tortas are great.