Chicago
 

So I moved to Chicago about a month ago... Does anyone ride up here? It seems like there are a lot of wakeboard boats but I haven't run into anyone in the city that rides

Fox river is going to be your best bet to find riders.

Tons of riders up here. Find me on facebook. My name is Nick Cankar.

I second what Nick Cankar just said. Hit us up on facebook.

Cool, I'll find you on Facebook.

Just sit beside I 94 north on a Sat morning. You'll see everyone in the city that boats heading to the Chain o Lakes like a herd of cattle!
I think the Chain has the largest # of boat registrations for any lake (or chain I guess) in the country.
Fox river or IL river for riding too.