If you get convicted at trial, the penalties for a standard first-time offense can include fines, jail time and loss of your driving privileges. If there are certain aggravating factors involved in your case, you could be facing enhanced penalties, including up to $4,000 in fines and 24 months in jail. A DUI/DWI conviction can also affect your insurance, your ability to get into school and your ability to find a job; and, if you are labeled as a habitual offender, you can be charged with felony DWI.