For starters, it is close to Chicago. If you are staying in the Windy City (which originally referred to their politicians, lol), you can easily take the Green Line Train right into the center of town. Walk a block up to the Visitors Center on Lake Street to get a map and get acquainted with what awaits.
Of course, for me, that is the walking tour of homes in the area. You can go at a leisurely pace and find out about these beautiful places designed by Wright and others. If I had to pick a favorite Wright home in this city, I think it would be the Thomas House, which I have had the pleasure of touring.
Every May, the Frank Lloyd Wright Preservation Trust sponsors a home tour of select homes. This year it is May 18 and tickets are still available. Maybe I will see you there.
Oak Park is also the home of Unity Temple, where Mr. Wright was a member. This picture of the interior (from Wikipedia, thank you very much) gives you an idea of its grandeur.
There is another wonderful old home called The Pleasant Home that is open for tours and the Ernest Hemingway Birthplace and Museum below.
The Brookfield Zoo is nearby for animal lovers and the Garfield Park Conservatory for plant lovers.
O is also for Ontario, Orlando, Oregon, Oklahoma