Cross Country Road Trip (SF, LA, LV, CHI, and all points in between...please contribute)

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With a lot of recent deaths of people I know, I have been on a "Do it now" kick.  One of those things was a cross country road trip.  Here is my itinerary:

Thursday
Arrive in SF 9:30am

Friday
Drive PCH to LA

Saturday
Drive LA to Vegas for UFC 148

Sunday
Vegas possibly Grand Canyon

Monday
Either take 15 to 70 to Denver or historic Rt 66

Tuesday
Random heartland driving.  Stopping in either KC, MO or Omaha, NE

Wednesday
Chicago for the Taste of Chicago

Thursday
Chicago

Friday
Drive from Chicago to NYC

So I'm basically looking for cool (hopefully cheap as I'm doing this trip solo) places to eat, hang out, and just experience at these places.  Never been to SF or Chicago.  Went to LA and LV when I was 17 so I didn't experience much of anything.
 
i love roadtrips dog

nothing like driving away from all your issues with your favorite tunes blasting windows down seeing new places
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good luck
 
^I'm so geeked.  I was only supposed to go to Vegas for the UFC fight but when everything started going on I decided that it was time to do one of the things I've always wanted to do.

I can't wait.
 
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