Should you fly with a clogged ear?

It is usually not recommended because of the changes in air pressure in airplanes.  It can be painful.  It would be advisable to seek advice from your health care professional before doing this.  If the doctor says it is okay to fly, then you may want to ask if it would be okay to try some of the ear plugs for flying that help equalize the air pressures in your Eustachian tubes and ears.  One brand is called Earplanes and work very well for me.