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For me it was when I was around 8 or 9 and met someone from Kenya. They could speak perfect English, wore normal clothes, and talked about having electricity. I'd literally never been told that those things existed in Africa - every reference to that continent only talked about tribes and jungles, save for Egypt which only talked about ruins and deserts. I asked around and found that most of the rest of the world has the same stuff we have, and most countries have a functioning government. I was so confused - why were we the country of freedom when everyone else has the same thing?
At the time I just assumed that there was something I was missing, or maybe the rest of the world just caught up to our idea, but eventually I came to the conclusion that they tell us we're the country of freedom - and keep our studies of other countries to a minimum when we're young - so that we can internalize the rhetoric that our country is the best before we find out that most other countries about the same, and often better in certain ways.
Just think which countries make their kids pledge alliance to the flag in schools.
I realized that later, yeah. That's not something that a kid would usually realize is bad on their own, though; if it's something you and everyone you know has always done, most people wouldn't think to question it.