I may be biased because I can't eat the sandwiches (damn wheat intolerance), but Sky Blue Sky didn't seem special when I was there. Sure, there's the cute Wilco theme and fun sandwich names, but that only counts for so much. When I was there for lunch I grabbed a mint cucumber salad and pulled pork poutine. The salad had no mint flavour whatsoever and tasted like they had used a not very good bottled dressing. The pulled pork "poutine" was more like super saucy pulled pork on top of fries, with a teensy bit of shredded cheese -- definitely not cheese curds. And the worst thing? We ate in, but they still gave us our food in takeout styrofoam containers.
My dad loves the sandwiches here, so maybe one should just always stick to those. Prices seem reasonable and they do have a lot of variety.