Which side of airplane....

As long as they are more than 3,000 feet above ground level there is no restriction.
 
I fly to Orlando often from Philly, Charlotte, or DC, and most times I am able to see WDW if I am sitting on the right side of the plane. Right, if you are in your seat, looking toward the front. You do not fly right over WDW....you are well to the east, but you can see the landmarks. I have been able to see Spaceship Earth, Contemporary, Space Mountain. Definitely need to know what/where to look though.
 
When we flew into Orlando last December from Minnesota we were able to see the "big three" attractions on approach. Winds were out of the north that day so we landed from the south. The downwind approach (when we were heading south) basically took us directly over Interstate 4. Universal Studios and Sea World were just to the right of the plane and easily visible. Disney World was off in the distance. It was somewhat difficult to see and if it had been a hazy day you would not be able to see Disney World at all. Really you could only pick out the major landmarks such as Spacehip Earth and the larger bodies of water at Epcot and the Magic Kingdom. I was trying to point all of this out to the stranger sitting next to me and he couldn't see what I was trying to show him.
 
I got to see Spaceship Earth, the Contemporary, etc. on one of my flights down. Was staring out the window like I usually do on any flight and noticed something that looked kind of like a golf ball off in the distance and realized it was Spaceship Earth. We were far enough away though that it looked golf ball sized (and being the Disney dork I am, my first thought was the golf ball scene from Soarin'). After I recognized that I was able to make out some other landmarks. I was sitting on the right hand side coming in from DTW (Detroit) and I believe I was flying Delta.
 

If there is a a no fly zone,
home come the airplane that writes messages is allowed.

When we are at WDW, you never see a jet fly over.

:confused3 You see them, they're there. They're just above 3,000 feet. So they're up high. But they are there. I've seen them.
 
We fly in from Chicago every year on Southwest and have never seen any part of Disney on either side the plane. But, we've never been redirected because of weather though either.
 
As other people have said, it depends on the winds and which way you end up approaching from. It's not guaranteed you'll see anything at all. But on my last trip to WDW in August, I was sitting on the left side of the plane and spotted Universal Studios out my window. At pretty much the same time, I heard people on the right saying they saw parts of Disney World. This was about 20 minutes before the plane landed, as we ended up having to loop around, so I have no idea which direction we came in to MCO from (we were flying from Milwaukee, btw).

Basically, my point here is that there's no way to know ahead of time. But from looking at a map, I do think that if you're coming from the north, the right side is probably the better bet. So I'd tell you to pick that side, but don't count on or expect to necessarily see anything.
 



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