$\pi_1$ of a noncompact surface is free on some number of generators. See answers to this MathOverflow question. (I like the proof in the OP, but it's a bit overkill - John Stilwell's proof is great and elementary.) You're not going to be able to evade doing this to calculate the fundamental group of open subsets of the plane, because there's no reason those shouldn't be wild - how do you propose calculating the fundamental group of the complement of the Cantor set?
In any case, you can realize the free group on any number of generators $0 \leq n \leq |\Bbb N|$ by deleting the integers from $1,2, \dots, n$ from the plane.
In particular, $H_1 = 0 \implies \pi_1 = 0$.
The $n$th homology of any non-closed $n$-manifold is $0$ by a strong version of Poincare duality. Here's how I would prove it. By picking a proper Morse function $f: M \to \Bbb R$ with no $i \in \Bbb Z$ a critical value, you get an exhaustion by compact submanifolds $M_1 \subset M_2 \subset \dots \subset M$, where $M_i = f^{-1}[-i,i]$. Now use Mayer-Vietoris and classification of compact surfaces to calculate that $H_2(M_i) = 0$ for all $i$, and hence $H_2(M) = 0$. (By modifying the way you prove $H_n(M) = 0$ for compact $M$ with boundary, you get an alternate proof of the above fact for smooth manifolds. I don't think this is salvageable for non-smoothable manifolds.)
Why does every open $M \subset \Bbb R^2$ admit a proper Morse function? Well... admittedly I don't know an easy way to show this in this specific case, other than just proving it for all noncompact manifolds. Usually you find a closed emedding $i: M \hookrightarrow \Bbb R^k$ for some $k$ and pick the function $f(x) = \langle i(x), p\rangle$ for some $p$. I don't see any way to exploit the structure of open subsets of $\Bbb R^2$ to do this in a special way.