There is short list of performers I'd be willing to pay over $100 for; McCartney, Zeppelin Reunion, Talking Heads if it ever happened. Plenty of performers charge much more, which I think is ridiculous.
I routinely pay upwards of $200 for music festivals, but those are three to five days and include camping / parking.
Madonna I'd throw down a five spot for, but someone would have to pay for drinks