Hi, K.. I'm a single mom of twin 8 year old boys. I know what it's like to be worn out and tired with a sick kiddo. There were plenty of times I couldn't get mine to stop crying. I have one child that is prone to ear infections too! When my boys were small, we went through times were they didn't want to sleep in their own bed and would cry when I would put him down. The doctors office received many calls from me crying and not knowing what to do. They didn't have a problem with it, and they gave great advice. Since your child is sick, I would call the doctor's office to see what advice they would give. The advice they gave me was to put him in the swing to calm him down. They assured me it wouldn't hurt him, and also, that it was okay to let the baby cry. They told me to walk out of the room with him in the swing, shut the door and it would be okay. After a few minutes, he would stop. I know it's hard to do that, I felt like I was doing something wrong, and it hurt to hear my babies crying.
Also, be careful of putting him on too many antibiotics. When a person is on too many, it can lower their immune system and make the person seem like they are getting worse. Motrin works well for children and pain. Most doctor's recommend it first before other pain relievers.