Let $D^2$ be the closed disk on the plane.
First we pick an arbitrary point $x\in bd(D^2)$ on $D^2$, and define $X = D^2-\{x\}$.
Then define another space $Y$ by removing a homeomorphic image of the closed interval $I$ from the boundary, that is, $Y = D^2-h(I)$.(The original question defines $Y$ by removing the upper closed semi-circle of $D^2$ while I think this can be generalized.)
I tried to construct the homeomorphism between two spaces but failed. The two spaces are both connected, non-compact and convex so I also failed to prove they are not homeomorphic.
Let $e : \mathbb{R} \to S^1, e(t) = e^{it}$. Then a homeomorphic image of a closed interval in $S^1$ is any set having the form $J = e([a,b])$ with $a < b$ and $b - a < 2\pi$.
We have $X = D^2 \backslash \{e(c) \}$ for some $c \in \mathbb{R}$ and $Y = D^2 \backslash e([a,b])$ for suitable $a,b$ as above. Define $r : [a,a + 2 \pi] \to [c,c+2\pi]$, $r(x) = c$ for $t \in [a,b]$, $r(x) = c + \frac{2\pi (x - b)}{a+2\pi-b}$ for $t \in [b,a+2\pi]$. This is a continuous map. Define
$$H : [a,a + 2 \pi] \times [0,1] \to [c,c+2\pi], H(x,t) = (1-t)(x -a + c) + t r(x) .$$
This is a continuous map such that (with $H_t(x) = H(x,t)$)
(1) $H_1 = r$
(2) $H_t(a) = c, H_t(a+2\pi) = c + 2\pi$ for all $t$
(3) $H_t$ is strictly increasing, in particular bijective, for all $t < 1$.
Define
$$G : [a,a + 2 \pi] \times [0,1] \to D^2, G(x,t) = te(H(x,t))$$
which is again continuous. Consider the continuous map
$$p : [a,a + 2 \pi] \times [0,1] \to D^2, p(x,t) = te(x) .$$
Since domain and range are compact, it is an identification map. It is easy to check that if $p(\xi) = p(\xi')$, then $G(\xi) = G(\xi')$. Therefore we obtain a unique continuous $g : D^2 \to D^2$ such that $g \circ p = G$. By construction $g$ maps $Y$ bijectively onto $X$. The restriction $g' : Y \to X$ is an open map which shows that it is a homeomorphism: Let $U \subset Y$ be open. Then $D^2 \backslash U$ is compact, thus $g(D^2 \backslash U) ) = D^2 \backslash g(U)$ is compact so that $g'(U) = g(U)$ is open in $X$.