Absolutely! After chili is cooked, you will want to cool it as quickly as possible if you plan to freeze it. This will give bacteria less chance to build and extend the shelf life of food. The best way to cool chili quickly is to place the pot of chili into a larger container filled with ice and make sure to stir it from time to time as it cools. Once it cools, portion it into smaller freezer bags, let all the air out, and close it well. Remember to label and date. Lay the bags flat on the cutting board and freeze. Chili can be frozen for up to 6 months. To Thaw: Make sure to slow-thaw overnight in the refrigerator.