We are driving on Saturday, get to Chicago by late afternoon/evening, go to a hotel and later look at the town.
Sunday, noon (earlier or later?) seems to be a good time, considering, there are people driving in and leaving later that night.
Park the cars, casual introductions, look at the cars, possibly park them so all colors are represented side by side(?), one of each...

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Dave & Busters, as I recall, can be a loud place, and schmoozing after dinner may be somewhat inhibited.
We are staying for a second night and return on Monday. Maybe we should identify all such parties who stay longer?
Just some thoughts....continue, everyone!
Then there is the weather: we may have to allow time for a car wash!