El Dude said:
Thanks all. It sounds like it is a good thing that tennis isn't super popular in the US! I'll think about it and play it closer to the date.
And also that Ashe is enormous, which I consider a down-side. Watching from the nose-bleeds is a lot like watching on TV, as you watch the Jumbotron/use good binoculars. Consider keeping an eye on NYC Craig's List for people getting rid of tickets they can't use. (I once gave away some nice tickets on CL because they came to me for free...it can happen, and most people aren't looking to scalp, but recoup their $. Also note that the USOpen site has re-sale tickets.)
If you really most want to see Roger, and get a feel for the Slam atmosphere, and you have to plan your trip, you might consider going during the first week/weekend, get a grounds-pass (all-access except for Ashe...about $60,) for 2 consecutive days. This way, when the schedule becomes clear as to when Roger is playing, you can get tickets to Ashe for that session, and even trade in your grounds pass, if you want to. In one of those two days, he'll play, either day or night session. The other benefit of the grounds pass is that you can see all the matches on the other courts, including Armstrong, Grandstand, and the new show court. You get to see a lot of players in action. Show your Amex card and pick up an ear-piece when you arrive. This is a little in-grounds radio station that keeps you up on matches, and tells you who is on the practice courts. The bonus of this, and why I say an earlier session is that you might be able to catch Roger on the practice courts, which is likely the closest you'll ever get to him. Also, by the practice courts is where the top players arrive for their matches, and you can see them up-close, if you time it right.
If you go earlier, you won't get to see a 4th round/QF, but I think there is a lot of enjoyment to be had when a lot of the players are still playing, compared to only seeing a few matches from a high vantage point. That's the way I like to approach it, anyway. You'll never see Roger up-close there, unless you spring for big-bucks, or catch him on the practice court. He will always play on Ashe. However, you might get to see some other players at a close distance, which is really valuable. I saw Safin up close on Armstrong (and in practice,) and Juan Martin, as well, to see just how hard he (used to) hit the ball, which was stunning. I've only seen Rafa play on Ashe, but I saw him on the nearest practice court, aided by my little earpiece, just 3 meters away from me. I saw Martina play doubles on a small court the year before she retired. I stood next to Cedric Pioline watching a Moya match on a side court. All of these fun things happen in the first week.
You'll decide what you want to do, but that's my 2 cents, as someone who has gone most years of the last 15.