More particle help!

を is the correct answer. It indicates the departure point and location of transfer, respectively.
高校を出る(to graduate from high school) / 町を離れる (to leave a town)
道を歩く (to walk on a road) / 空を飛ぶ (to fly in the sky)

Thanks so much!
 
I've just added another explanation in my previous post. Sorry for my late edit.
 
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