Who says you have to spend a fortune to see a Broadway quality play or show? The amazing Playhouse Square Theater district has offered $10 Smart Seats for most shows for a few years now. (There are now $20 versions on the main floor also offered ).
As expected, the seats are at the top, back section of the balconies. But none of the Playhouse Square Theaters are so huge that the seats are that bad. And at $10, if you try out something new, and find out in short order that the show is not for you, your aren't out much if you leave. (well, I did lose a leather jacket on that one, because I couldn't get out fast enough; lost and found had it, I just didn't pick it up in time)
There are tickets available for a wide range of shows in 2010. And at $10 a pop, you can afford to treat yourself to a nice meal out before or after the show. You can buy and print on-line, so no last minute crowd jostling for these stocking stuffers.