Bikers in Chicago face lots of challenges. Potholes are a major challenge for bicyclists and drivers because of the need to plow our streets and the extreme cold.
Do your part when you see a pothole. Start here or go right to the pothole reporter site . You can add this link on your smartphone, and post while you are on the go, whether you are riding or driving. Chicago open data people and the city also let you see what has been patched in the last seven days.
There is a thread about dangerous potholes at The Chainlink site and this photo from a rider shows one of worst around town.