Welcome to S.K.A.T.E. If you are into Sightseeing, Knowledge, Architecture, Travel, Entertainment, skateboarding, food and want to know the insiders perspective, you have come to the right place!

Join me as we explore Chicago, it’s suburbs and surrounding areas seeking the best, most unique, weird, quirky and fun. 

Plus a little bit of skateboarding, how we got there and what we ATE along the way. 

Pardon or dust as we are still building this site. This site is run by a very human Greg Roberts. There’s a ton more to add. Check back often as it’s gonna be awesome and I’m adding new content every week.¬†Updates will resume mid July as we have been working on something awesome!

Come join me and “Let’s go for a SKATE”. 

The iconic skyline of downtown Chicago
Street art in the Logan Square neighborhood of Chicago

Let’s go for a S.K.A.T.E. is…

Avoid the tourist traps and make the most of your stay.
We’ll have fun and learn something while we’re at it. 
Chicago is the birthplace of the skyscraper (see you’re learning already).
From the borders of Chicago, where has this city’s influence reached?
From live music to improv comedy, Chicago has it all.
Skateboarding has really helped me become an explorer.
How did we get to all of these amazing places?
There’s a lot of city to cover. You’re gonna need to eat!

The 11 Seasons Of Chicago:

Which one are we in today?

  • Winter
  • Fool’s Spring
  • Second Winter
  • Spring of Deception
  • Third Winter
  • Rain Mud Season
  • Actual Spring
  • Summer
  • False Fall
  • Second Summer (One week)
  • Actual Fall