Will I have to work outside?

Depends on the project. 

Shows like Chicago Med where you're filming inside of a hospital typically shoot indoors on stages. Shows like Chicago PD & Chicago Fire tend to tell stories that are set on the city streets of Chicago which means a majority of their shoot days take place outdoors and on location.

Regardless, it’s always important to pay attention to weather conditions before reporting to set so you’re appropriately dressed for the day ahead. Rule of thumb - plan to be outside everyday (even if you think we're filming inside). Wear layers in the winter, pack sunscreen in the summer and keep rain gear on hand for spring showers.