After conducting a straw poll 'round the SC offices, we came to learn that this hack does in fact work. However, there is one catch: you'll inevitably get booted off the Gogo Wi-Fi network, forcing you to repeat these steps every half hour.
1. Connect to Gogo Inflight Wi-Fi
2. When asked to pay or browse entertainment, choose to browse free movies
3. When you're taken to the App Store to download the movie, open Safari instead
4. Leave the App Store running in the background, and keep open the Safari tab that redirects you to the App Store