Let us start with a warm-up exercise. Introduce the functions
$$g_{\pm}(x)=\operatorname{Ai}(x)\pm i\operatorname{Bi}(x).$$
Computing the Wronskian of these two solutions of the Airy equation, one can check that
$$\frac{1}{\operatorname{Ai}^2(x)+\operatorname{Bi}^2(x)}=\frac{\pi}{2i}\left[\frac{g_+'(x)}{g_+(x)}-\frac{g'_-(x)}{g_-(x)}\right]$$
This gives the integral $\mathcal{K}(0)$ as
$$\mathcal{K}(0)=\pi\left[\arg g_+(\infty)-\arg g_+(0)\right]=\pi\left[\pi-\frac{\pi}{3}\right]=\frac{\pi^2}{6}.$$
To compute the integral $\mathcal{K}(3n)$, we will need to develop a more sophisticated approach. First note that (see here)
$$g_{\pm}(x)=-2e^{\mp 2\pi i/3}\operatorname{Ai}\left(e^{\mp2\pi i/3}x\right).$$
Therefore
\begin{align}\mathcal{K}(3n)&=\frac{\pi}{2i}\int_0^{\infty}x^{3n}\left[\frac{g_+'(x)}{g_+(x)}-\frac{g'_-(x)}{g_-(x)}\right]dx=\\
&=\frac{\pi}{2i}\lim_{R\rightarrow\infty}\int_{S_R}z^{3n}\frac{\operatorname{Ai}'(z)}{\operatorname{Ai}(z)}dz,
\end{align}
where the contour $S_R$ in the complex $z$-plane
is composed of two segments: one going from $Re^{2\pi i/3}$ to $ 0$ and another one going from $0$ to $ Re^{-2\pi i/3}$.
It is a well-known fact that the Airy function $\operatorname{Ai}(z)$ has zeros (i.e. our integrand has poles) on the negative real axis only. Therefore by residue theorem our integral is equal to
$$\mathcal{K}(3n)=-\frac{\pi}{2i}\lim_{R\rightarrow \infty}\int_{C_R}z^{3n}\left[\ln\operatorname{Ai}(z)\right]'dz,\tag{1}$$
where $C_R$ is the arc of the circle of radius $R$ centered at the origin going counterclockwise from $Re^{-2\pi i/3}$ to $Re^{2\pi i/3}$.
The limit (1), on the other hand, can be computed using the asymptotics of the Airy function as $z\rightarrow\infty$ for $|\arg z|<\pi$:
\begin{align}
\ln\operatorname{Ai}(z)\sim -\frac23 z^{3/2}-\ln2\sqrt{\pi}-\frac14\ln z+
\ln\sum_{k=0}^{\infty}\frac{(-1)^k\left(\frac16\right)_k\left(\frac56\right)_k}{k!}\left(\frac43 z^{3/2}\right)^{-k}.\tag{2}
\end{align}
Note that if we introduce instead of $z$ the variable $s=\frac43z^{3/2}$, then the integration will be done over the circle of radius $\Lambda=\frac43 R^{3/2}$, i.e. a closed contour in the complex $s$-plane. The corresponding integral can therefore be computed by residues by picking the necessary term in the large $s$ expansion of $\ln \operatorname{Ai}(z)$.
More precisely, we have the following formula:
\begin{align}
\mathcal{K}(3n)=-\frac{\pi}{2i}\lim_{\Lambda\rightarrow \infty}\oint_{|s|=\Lambda}
\left(\frac{3s}{4}\right)^{2n}d\left[-\frac16\ln s+\ln\sum_{k=0}^{\infty}\frac{(-1)^k\left(\frac16\right)_k\left(\frac56\right)_k}{k!}s^{-k}\right]\tag{3}
\end{align}
To compute the residue, it suffices to expand the logarithm-sum up to order $2n$ in $s^{-1}$. Note that the Pochhammer symbol coefficients are in fact some rational numbers.
In the simplest case $n=0$, the residue is determined by the term $-\frac16\ln s$ and we readily reproduce the previous result
$$\mathcal{K}(0)=-\frac{\pi}{2i}\cdot 2\pi i\cdot\left(-\frac16\right)=\frac{\pi^2}{6}.$$
The general formula for arbitrary $n$ would look a bit complicated (but straightforward to obtain) due to the need to expand the logarithm of the sum.
Example. The calculation of the corresponding values $M(n)=\mathcal{K}(3n)$ in Mathematica can be done using the command
\begin{align}\mathtt{\text{ M[n_] := -Pi^2 SeriesCoefficient[
Series[(3 s/4)^(2 n) D[-Log[s]/6 +}} \\ \mathtt{\text{ Log[Sum[(-1)^k
Pochhammer[1/6, k] Pochhammer[5/6, k]/(k! s^k), }} \\
\mathtt{\text{{k, 0, 2 n}]], s], {s, Infinity, 1}], 1]}} \end{align}
This yields, for instance,
$$M(0)=\frac{\pi^2}{6},\quad M(1)=\frac{5\pi^2}{32},\quad M(2)=\frac{565\pi^2}{512},$$ $$\ldots, M(10)=\frac{2\,660\,774\,144\,147\,177\,521\,025\,228\,125\,\pi^2}{2\,199\,023\,255\,552},\ldots$$
and so on.
Added: The large $s$ expansion (2) can also be found directly by using Airy equation. Moreover, by transforming it into an equation for $\ln \operatorname{Ai}(z)$, one can avoid reexpanding the logarithm of the sum. The price to pay will be that the expansion coefficients will be determined by a nonlinear recurrence relation instead of explicit formulas.
Best Answer
I will attempt to simplify the integral. It might take me a while and I might edit this answer a few times, so this is not its final form yet.
Let $D$ be the differential operator.
We know $\displaystyle\int \dfrac{dx}{\sqrt{x^2-1}}=\ln(2(x+\sqrt{x^2-1}))$.
So by using integration by parts we reduce the problem to solving $$\displaystyle\mathcal{A}=\int_1^\infty D\left[\operatorname{arccot}\left(1+\frac{2\,\pi}{\operatorname{arcoth}x\,-\,\operatorname{arccsc}x}\right)\right] \ln(2(x+\sqrt{x^2-1}))\, dx.$$
We know that $D[\mathrm{arccot}(x)] = \dfrac{-1}{1+x^2} $ hence by the chain rule for derivatives we get
$$\mathcal{A}=\int_1^\infty \dfrac{D\left[\left(\frac{-2\,\pi}{\operatorname{arcoth}x\,-\,\operatorname{arccsc}x}\right)\right] \ln(2(x+\sqrt{x^2-1}))}{1+\left(1+\dfrac{2\, \pi}{\mathrm{arcoth}(x) - \mathrm{arccsc}(x)}\right)^2}\,dx.$$
Because we know that $D[\mathrm{arccot}(x)] = \dfrac{-1}{1+x^2} $ and also that $ln(2z)=ln(2)+ln(z)$ we can use integration by parts again and arrive at
$$\mathcal{B}=\int_1^\infty \dfrac{D\left[\left(\frac{-2\,\pi}{\operatorname{arcoth}x\,-\,\operatorname{arccsc}x}\right)\right] \ln(x+\sqrt{x^2-1})}{1+\left(1+\dfrac{2\, \pi}{\mathrm{arcoth}(x) - \mathrm{arccsc}(x)}\right)^2}\,dx.$$
Now we can turn this into an infinite sum because we set $U=\dfrac{2\, \pi}{\mathrm{arcoth}(x) - \mathrm{arccsc}(x)}$ and use the Taylor expansion for $\frac{z}{1+(1+z)^2}$.
In other words we substitute $z=U$. ( Remember that $\int \Sigma = \Sigma \int$ )
Finally the core problem is reduced mainly to solving:
$$\displaystyle\mathcal{C_n}=\int_1^\infty \frac{\ln(x+\sqrt{x^2-1})}{(\mathrm{arcoth}(x)-\mathrm{arccsc}(x))^n}\, dx.$$
by induction we get the need to solve for $C_1$ and then are able to get the others.
At this point, I must admit that I have ignored convergeance issues. Those issues can be solved by taking limits.
For instance $C_1$ does not actually converge by itself.
For all clarity the problem is not resolved.
In fact it might require a new bounty. Still thinking about it ...
(in progress)