Was there ever a heel vs heel main event?
 

Only thing I can think of off the top of my head was Kurt Angle v HHH at Royal Rumble 2000. Wasn't the last match but it was for the WWE Championship.

It was the '01 Rumble, btw.

Ah yes it was. RR 2000 had Angle in the opener vs Taz and HHH in the Street Fight with Cactus Jack. Thanks for correcting my error.

Kane vs. Undertaker: Breakdown 1998

Correction: Judgment Day 1998

Yeah, but Stone Cold was the ref, so it wasn't a complete heel vs heel match, they still had someone to cheer.

Yeah, OK...

I mean, technically it was a heel vs heel main event, but the fact Austin was involved in it let the crowd cheer.

Anytime there's a heel only match one of them usually gets cheered.

Didn't Rick Rude and Rick Martel have a heel match back in the day or am I smoking something?

We're talking main event programs here.

The thread was really going nowhere anyways.

Do Survivor Series matches count? Quite a bit of heel vs. heel in-ring action there.

wasn't survivor series 97 heel vs heel with Bret Hart vs Michaels? Or was michaels only a heel b/c they were in Canada?

They flip flopped. HBK was heel and hart was face. (Despite Hart/HBK being booked otherwise.)

You know Canada is strange like that. Bret is a god amongst insects.