I'm a receint convert to in ears for live band use. I paid $99 CAN. for the the Shure SE 215's.
They are only the entry level buds but I'm impressed with the hi fidelity for such a tiny gizmo.
They come with a bunch of different sized rubber ear plugs so you can find the size that is comfortable with a little trial and error.
While I find that the sound is excellent for monitoring purposes I don't find them that great for just music playback. They are mostly midrange. You can hear the bass but it's certainly not the device for checking low end.
For vocals and guitars while playing on a loud stage they cut through perfectly and with the added benifit of blocking out the stage volume. So the result is less listening fatique and hearing damage. We are finding that it has improved vocal pitch and the balacing of harmonies for the band.
The days of fussing with floor wedges is history.