You are running up against a complication that arises with roots of complex numbers: they are not single-valued, but multi-valued. If you express the question "what is $ \ \sqrt{-i} \ $ ?" as "what are the roots of the equation $ \ x^2 \ - \ (-i) \ = \ 0 \ ? $ " , there are two solutions. DeMoivre's Theorem tells us that the square-roots of $ \ -i \ = \ \cos(\frac{3 \pi}{2}) \ + \ i \ \sin(\frac{3 \pi}{2}) \ $ are
$$ \cos(\frac{3 \pi}{4}) \ + \ i \ \sin(\frac{3 \pi}{4}) \ = \ \frac{-1 + i}{\sqrt{2}} \ \ \text{and} \ \ \cos(\frac{7 \pi}{4}) \ + \ i \ \sin(\frac{7 \pi}{4}) \ = \ \frac{1 - i}{\sqrt{2}} \ \ . $$
The square-roots of $ \ i \ = \ \cos(\frac{ \pi}{2}) \ + \ i \ \sin(\frac{ \pi}{2}) \ $ are
$$ \cos(\frac{ \pi}{4}) \ + \ i \ \sin(\frac{ \pi}{4}) \ = \ \frac{1 + i}{\sqrt{2}} \ \ \text{and} \ \ \cos(\frac{5 \pi}{4}) \ + \ i \ \sin(\frac{5 \pi}{4}) \ = \ \frac{-1 - i}{\sqrt{2}} \ \ . $$
We can see that if we multiply each of the square-roots of $ \ -i \ $ by $ \ i \ $ , we will get one of the square-roots of $ \ i \ $ , but the correspondence is not as simple as is suggested by the putative equation $ \ \sqrt{-i} \ = \ i \ \sqrt{i} \ $ .
What WolframAlpha appears to do is take as the principal values for these square-roots the ones where the angle (argument) in the complex plane is in the domain of the arctangent function, $ \ -\frac{\pi}{2} \ < \ \theta \ < \ \frac{\pi}{2} \ $ . When you just look at that, the equation doesn't work. But further down the pages, when you look at all the square-roots, you see that the locations of the two square-roots of $ \ i \ $ get rotated by $ \ \frac{\pi}{2} \ $ (upon multiplication by $ \ i \ $ ) to give the locations of the two square-roots of $ \ -i \ $ . So your equation is "wrong" in the sense that the complex square-root function has to be described more carefully than the one defined only for real numbers.