All Chicago residents using his or her vehicle in the City must have a Chicago City Vehicle Sticker, regardless of where the vehicle is registered. Q: - How soon must I obtain a city sticker?A: - You must purchase and display a city vehicle sticker within 30 days of becoming a resident of Chicago. You must purchase a Chicago City Vehicle Sticker within 30 days of moving to the City to avoid late fees and fines. Vehicle-related transactions, such as license plate sticker renewal and title and registration, are walk-in services and do not require an appointment.