Suppose that $\Pr(X \mid A) > \Pr(X)$, and that $\Pr(X \mid B) > \Pr(X)$. Does it follow that $\Pr(X \mid A \cup B) > \Pr(X)$?
$\Pr(X \mid A \cup B) > \Pr(X)$ holds just in case $$ [\Pr(X A) - \Pr(X) \cdot \Pr(A)] + [\Pr(XB) - \Pr(X) \cdot \Pr(B)] > \Pr(X A B) - \Pr(X) \cdot \Pr(A B) $$ ($XA$ is the intersection of $X$ and $A$). Both of the differences on the left-hand-side are positive, so the left-hand-side is positive. But the difference on the right-hand-side could also be positive, and I don't see why it couldn't be more positive than the sum on the left. I went looking for simple counterexamples, but couldn't find any.