12/12/08: Vol Air france 24 au départ de San Diego, escale à Chicago, arrivée Paris.
20/12/08: Aéroport Marignane, vol direct Air France 56, départ 11h45.
1. Le vol qu'Elaine va prendre à San Diego est direct.
My answer: True
2. Au retour, l'avion d'Elaine va faire une escale.
I'm not sure about this one because the "return" is supposed to be to San Diego, which they already asked about.
There is not enough context to give an answer without making assumptions.
However, if we assume this is an itinerary for Élaine, the second date (8 days later) could be assumed to be the return (to San Diego) from Marseille, which is reasonable for a tourist.
Assuming the above is true, both questions refer to the return.
By the way, "une escale" means a stop-over.
Based on the above, would you like to give it another try?