Consider a 2-dimensional Wiener process $(W_t)_{t \in [0,1]}$. Color every area which is enclosed by the line parametrised by $W_t$ (this means that, when the Wiener process makes a loop and intersects itself you color the points of the plane inside the loop). What is the expectation value of the area colored in that way?
Area enclosed by 2-dimensional random curve
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The probability that a point $x$ is enclosed by the Brownian path starting at $0$ at time $1$ depends only on the distance between $x$ and $0$. Call this probability $p(\|x\|)$, then the expected area $A$ enclosed by the Brownian path is $2\pi$ times the integral of $r\mapsto rp(r)$.
The Brownian path starting at distance $r$ from the origin and running during a time interval of length $1$ is the scaled version of the Brownian path starting at distance $1$ from the origin and running during a time interval of length $1/r^2$ hence $p(r)=\mathbb P(T\leqslant1/r^2)$, where $T$ denotes the first time the Brownian path starting from $1$ encloses the origin. Thus, $$ A=2\pi\int_0^{+\infty}\mathbb P(T\leqslant1/r^2)r\mathrm dr=\pi\cdot\mathbb E\left(\frac1T\right). $$ A skew-product representation of the planar Brownian motion indicates that the process of its angular component may be represented as $(B(U_t))_t$ where $(B(t))_t$ is a standard (linear) Brownian motion starting at $0$ and $U_t=\inf\{u\mid\int\limits_0^u\mathrm e^{2\beta}\geqslant t\}$ where $\beta$ is another (linear) Brownian motion starting from $0$ and independent of $B$. Thus, that $T\leqslant t$ implies that $|B|$ reaches $2\pi$ before time $U_t$, that is, that $\int\limits_0^\tau\mathrm e^{2\beta}\leqslant t$ where $\tau$ is the first hitting time of $2\pi$ by $|B|$.
In other words, $T\geqslant\int\limits_0^\tau\mathrm e^{2\beta}$ where $\tau$ is independent of $\beta$ and the distribution of $\tau$ is known. These observations might allow to deduce an upper bound of the value of $A$.
@Danra suggested running a simulation - so that's what I did.
Simulation of the Brownian motion: Since a 2-dimensional Brownian motions consists of two independent 1-dimensional Brownian motions, it suffices to simulate paths of a 1-dim. Brownian motion. To this end, I implemented the following algorithm (in R):
(René L. Schilling/Lothar Partzsch: Brownian Motion - An Introduction to Stochastic Processes, p. 320)
Here are some examples:

The area colored in red is the area detected as enclosed by the curve.
Altogether, I did 2000 simulations and obtained the following histogram and empirical cumulative distribution function:

Somehow, it looks a bit like an exponential distribution, but it doesn't fit properly. The average of the enclosed area is equal to $$0,0026$$