Stupid question: what about flying above the hurricane on the way back ? Possible ?
The F-15 and F-22 have an extra bonus. They can climb straight up through the eye. The U-2 could probably manage a spiral climb within the eye.
The point where they meet is called "coffin corner". It is really not a nice place to be: If you are in coffin corner, if you try to descend, you risk speeding up and breaking the plane. If you try to slow down, you risk stalling - although it is possible to recover from a stall, you cannot recover without speeding up.
It is generally advisable stop climbing before you box yourself in like that.