The answer is ±5.
$-5$ is converted to $5i^2$ then squared, resulting to $25i^4$, according to the PEMDAS rule.
The root of $25i^4$ is then evaluated by taking the roots of a complex number. Note that $z = r(\cos\phi + i\sin\phi)$, where $z$ is the $n$-th root.
$r$ is the real root part, but in this case is used to contain imaginary numbers as well. Therefore, $r = \sqrt{25i^4} = 5i^2$, without regard to sign.
$\phi = 360°/n$, where $n$ is the $n$-th root. Thus, $n = 2$, therefore $\phi = 180°$.
Using the argand diagram, there are two cases, $\phi = 0°$ and $\phi = 180°$. Evaluating $z$, we have $z = -5i^2$ ($\phi = 180°$) and $z = 5i^2$ ($\phi = 0°$), giving us $z = ±5$ upon simplification.
The only thing I am not so sure about is if it is allowed to use imaginary numbers in $r$, as this is counter-intuitive from its derivation, and I'm gonna confirm it with my math doctor.
Hope this helps.