What's your question? Ask

Spring is the best time, but with your warm weather, you can plant any time during warm weather, really. When groing herbs in pots, the only thing you really need to pay attention to is making sure they get enough water.

Look them over well and use a soapy solution to treat any pests you find, rinse the next day if the herbs are for culinary use, more info here:
https://www.gardeningknowhow.com/houseplants/hpgen/using-pesticides-and-other-chemicals-on-your-houseplants.htm

The best way to decide what you want to grow together is experimentation—just be sure they share the same growing requirements. But for starters, oregano works well with cilantro, parsley or basil, while basil works well with nearly anything—including thyme. It’s basically up to you.

Rue is popular for this. It is not edible, but is considered to be a repellent for insects. Mint and marigolds will also help to deter them as well.

That being said, they will only help in the immediate area of where they are planted. It might be difficult to have them everywhere in your home.

You might try placing some garlic around. That will also help keep bugs away.

You can put them outdoors after all threat of frost or freezing temps have passed in your area. This article will help determine the hardiness for plants in your zone: https://www.gardeningknowhow.com/planting-zones/wisconsin-planting-zones.htm

No, it is not necessary to cover the pots.