For continuous random variables $X, Y$ the conditional expectation $\mathbb{E}[X | Y]$ is itself a random variable. I understood this in the sense that for a realisation of $Y$ we can say
$$ \mathbb{E}[X | Y=y] = \int_{-\infty}^{\infty}xf_{X|Y}(x|y)dx = \frac{1}{f_Y(y)}\int_{-\infty}^{\infty}xf_{X,Y}(x,y)dx. $$
And so I imagine a random elementary event happening on $\Omega$ that gives a corresponding result to $Y$ and allows conditioning $X$ as above.
The signature would then be something like this
$$\mathbb{E}[X | Y]: \Omega \to \mathbb{R}, \quad \omega \mapsto \mathbb{E}[X | Y(\omega)]$$
The conditional expectation here is random because $Y$ is a random variable that gives an output to the random occurrences on the magical space $\Omega$.
However in more advanced courses and textbooks I studied on the matter the conditional expectation is often introduced via sub-$\sigma$-algebras and then defined by some characterisation like this:
Let $X \in L_1(\Omega, \mathcal{A}, \mathbb{P})$ and $Y \in L_1(\Omega, \mathcal{F}, \mathbb{P})$ where $\mathcal{F}$ is a sub-$\sigma$-algebra of $\mathcal{A}$. Then
$$ Y = \mathbb{E}[X | \mathcal{F}] \quad \iff \quad \forall F \in \mathcal{F}: \mathbb{E}[\mathbb{1}_F X] = \mathbb{E}[\mathbb{1}_F Y]. $$
These concepts supposedly coincide as $\mathbb{E}[X | Y] = \mathbb{E}[X | \sigma(Y)]$ and $\mathbb{E}[X | \mathcal{F}]$ is understood to be a random variable as well.
My concern is with that last fact. $\mathcal{F}$ is a set of subsets of $\Omega$, so I'd say it is in principle deterministic.
Where does the randomness come in now?
What happens if the experiment that underlies $\Omega$ produces a random event? I.e. how does that influence the conditional expectation $\mathbb{E}[X | \mathcal{F}]$?
My issue here is not to doubt the usefulness of that mathematical theory but it feels like the original interpretation is not coherent with the abstraction anymore.