In a retro-future version of Earth, one of the main modes of air travel is by gasoline-powered biplane (design circa 1914).
I want these to land in places where in real-life Earth only helicopters would be able to land. For example in a small area on top of a skyscraper.
The proposed method is that they fly into a large wind tunnel on top of the building. This way their ground-speed can be zero whilst the airspeed remains high enough for stable flight. By using normal landing procedures, co-ordinated visually by an expert operating the wind tunnel, planes are able to land and take off vertically within the wind-tunnel and deliver and load passengers or cargo.
Question
Could this work in theory? What snags could prevent it from working?
Note
I am aware that a wind tunnel has a large fan blocking the entrance/exit at one end. This is catered for by turning the plane through 180 degrees and reversing the direction of the fan for departure. To be clear, I don't suggest a tail-wind at any point. The plane is always flying into the wind from the fan.
Additional information
I envisage there being a turntable supporting the wind-tunnel. It could be powered, or may even act as a huge weathervane. This will eliminate cross-winds.