I'd be very, very careful. Equalizing problems mostly occur when the ambient air pressure rises. Divers need to clear their ears every meter going down, but going up is not a problem, usually. The same applies to aircraft. You will only notice problems when you are descending for landing. If anything goes wrong then the only way to solve it is to go up, and you can't stay there forever.
Furthermore, even if you are able to equalize your ear (and you can try that on the ground - you should know what it feels like when you pinch your nose and try to exhale) it will probably lead to a lot of pain around the eardrum.
Did you talk to the doctor about this?