This thread will be a challenge! Let's see... I don't think I will beat a lot of people here though!
The Tragically Hip was the first legit concert I ever attended, some point in the late 90s, I think it was when Phantom Power was their most recent album. I've since seen them during the In Between Evolution tour, and again at the Metropolis in Montreal after World Container came out.
I went to Green Day when they were touring American Idiot. Oh, how young and naive I was...

Saw U2 during the Vertigo tour. Very, very close to Adam Clayton!
The White Stripes, three separate times... at Plaza of Nations during the touring of Elephant, once during the touring of Get Behind Me Satan, and at Deer Lake Park for Icky Thump (my most memorable concert to date, as I was standing right under Jack White's nose most of the evening being crushed to death by a giant mob!).
Incubus during the Light Grenades tour.
Our Lady Peace right after Gravity came out. A fantastic show, despite being waaaaay in the back!
Cake in Vancouver, I forget the venue.
I've been to the Vancouver Folk Festival, which counts as about 10 different concerts! Ganga Giri and No Luck Club being among the major highlights.
Recently saw Stars in Kingston, Ontario. Will likely be seeing them again in Vancouver!
Audioslave, on the Out Of Exile tour. Seeing "Spoonman" live with raging spoons solo was an existence-defining moment.

Bedouin Soundclash at Queen's University Frosh week.
Jonathan Coulton, MC Frontalot, Freezepop, Optimus Rhyme and others of the nerdcore scene, all at PAX 06/07.
Lotus Child playing at Vancouver Harmony Arts Festival.
Weird Al Yankovic, years ago when he was doing the Running With Scissors tour.
There are probably others... but it's almost 11pm, and I'm tired, and I can't think. Those are definitely all the major ones.
My wishlist is comprised, at this moment, of Pinback, Voxtrot, Tool (especially!) and Queens of the Stone Age (who I just missed in Vancouver actually! ARRGH)