Answered by ZUPAN
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Aug. 21, 2019 23:35
Chicago - Shanghai - Philippines is definitely an eligible itinerary for 24 hour visa free transit. So, you can really fly visa free.
I understand that you intend to exit the airport and for that reason you will apply for 24 hour free entry permit upon your landing in Shanghai. You should have your flight tickets in hard copy along with your accommodation booking confirmation in hard copy. Anyway, you are now warned that the issuing of entry permit is not the passenger's right, but it entirely depends on discretion decision of Chinese immigration official on the day of your arrival in Shanghai.