[AviationGuy]

My current favorite is the approach pattern to O'Hare, where you often go way out over Lake Michigan and then come back over downtown. It's best to be on the left side of the plane to get the spectacular views.

If you're coming into Houston's Hobby Airport (the city airport, not the larger one), the views can be great depending on the approach and what side of the plane you're on. It's highly variable, but at times you get an outstanding view of Uptown, Greenway, Med Center, Allen Parkway, and Downtown. If you like skyscrapers, it can be a great approach due to the sheer number of talls all over the city. If you come in on the south side of Hobby, you only get to see sprawling suburbia.