We Compared 10 of the Bestselling On Sneakers

On Cloudventure Waterproof ($170)

If you're going on a run in the rain, first of all, props to you. Second, the Cloudventure Waterproof shoe is exactly what you need. It's both 100 percent waterproof and windproof, so your feet will stay warm and dry while braving the elements. The extra grip on the soles means you can take them on the trail, and they can handle it.