Well, in one case, you're buying $100$ tickets for a single lottery, once a month, while in the other case, you're buying about $30$ tickets a month, so your chances are more than three times as good in the former case.
But imagine that you compare buying $30$ tickets for a single lottery, once a month, against buying one ticket a day, each for a single lottery, for the thirty days in a month. Then it's more of an apples-to-apples comparison.
Suppose that the lottery is a lotto: Each ticket has a one-in-$N$ chance of winning. We'll also assume that you're buying $30$ distinct tickets in the former case. Then the odds of being a winner in the former case is $\frac{30}{N}$, while in the latter case, the odds of being a winner are $1-\left(1-\frac1N\right)^{30}$, which is ever so slightly less than $\frac{30}{N}$. The difference is made up for by the fact that you have an even more microscopic chance of being a multiple winner, which you obviously can't do in the former case.
On the other hand, suppose that each day, there's exactly one winner, and $M$ other players. So in the former case, on the day that you play, you have a $\frac{30}{M+30}$ chance of winning.
In the latter case, you have a $\frac{1}{M+1}$ chance of winning each day you play, but you play $30$ times, so your overall chances of winning are $1-\left(1-\frac{1}{M+1}\right)^{30}$, which is this time slightly higher than in the first case (for large values of $M$)—with the difference being accounted for by the fact that you're not buying a bunch of tickets with diminishing returns.