I only had one problem, one time – and that was when my daughter got older. As a little one, before 1 year old, she flew several times with zero problems.
My doctor suggested trying (if possible) to schedule a flight around bottle time, if a short flight, for pressure relief on take off and to try to use a pacifier during landing – or another small bottle. Since my flights were pretty short, like your flight is, I had no problems.
I always had a seat for her, and put her in the car seat, that way it almost felt normal to her, for traveling purposes. Don’t over/under dress him. And if you are stressed, he’ll be stressed. Hopefully, you flight is not during the morning push or evening push – not during the high travel times. That makes a big difference on the flight!
Face it, you will probably get some looks. Don’t pay attention to those looks. Just do what you need to do. They were small once, too!
A great asset, the Flight Attendants! If it starts going bad, they might have some good ideas, remember, they do this all the time, they’ve seen it all.