Option 1.

You'd rather not get your clothes dirty, but well, it's the easiest way to get into the city without having to make direct contact with anyone.

You strip yourself down to your underwear, making careful moves to keep your clothes as clean as possible as you make your way through the cramped grate, just big enough to shimmy your way through in a hunched over manner.

Soon, you see a light after a few minutes of stumbling, coming to a sight for, well.. hopefully your eyes aren't sore.