Finite Groups with a subgroup of every possible index
You are asking for groups in which the converse of Lagrange's theorem holds (sometimes called "Lagrangian"). It includes all supersolvable groups, but includes more than that, yet not all solvable groups. As far as I know, there is no characterization of these groups. (Keith Conrad says the same thing in these notes). A quick searching MathSciNet reveals a lot of papers discussing special classes of groups that satisfy the converse of Lagrange's Theorem, but no structural characterization that I could find.
In this paper, Jing mentions a variant: a group is a $\mathscr{G}$-group if and only if for each subgroup $H$ of $G$ and each prime factor $p$ of $[G:H]$, there is a subgroup $K$, $H\leq K\leq G$ such that $[K:H]=p$. He describes all values of $n$ such that every group $G$ with $|G|=n$ is a $\mathscr{G}$-group.
$\mathscr{G}$-groups have been characterized in sundry ways; the paper by Jing cites a book by Bray, Deskins, Johnson, Humphreys, Puttaswamaiah, Venke, Walls, and Weinstein in which it is shown that $G$ is a $\mathscr{G}$-group if and only if there is a normal Hall subgroup $N$ in $G$ such that $N$ and $G/N$ are nilpotent, and for each $H\leq N$ we have $G=N\cdot N_{G}(H)$.