If I have chronic bronchitis, should I take antibiotics every time it flares up?

No. Many times bronchitis has a viral etiology. In fact in the first 5-7 days of illness you are much more likely to have a viral infection than a bacterial infection. I encourage my patients to try and wait for a week before starting antibiotics. However, you still may need medications to control symptoms such as nasal drainage and cough.
Not always. Would only recommend antibiotics if you develop fevers, shaking chills, or colored (green or beige) or bloody sputum. If blood sputum, would also recommend a chest x-ray.