Originally Posted by caloso

I like my Giro Privateers. http://www.giro.com/us_en/privateer.html

They're my CX shoes and have a nice balance of stiff enough for long riding but supple enough to walk/run normally. Velcro and rachet enclosure. Retail is $150, I think I probably paid about $100, and the cheapest I've seen is $89, so they're a bit out of your stated price range. They pair up nicely with Shimano M540 pedals. Hop, stamp, and go.

Or, you could just learn to trackstand.