Been years since I've flown United with my kid, so please forgive my silly question. Does the 1 carry-on rule include a purse/backpack they can for under a seat? Meaning, could we bring our personal bags and then stow our suitcases overhead, or will the personal bag require us to then check our suitcases?

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A personal item and a carry on. Unless you get “basic economy” where you only get a personal item. Personal item should fit under the seat.

If you are traveling with a lap-infant the diaper bag generally does not “count” so you can bring it in addition to your other item(s). But check with the airline to confirm.

If you purchase a seat for your child, they also get the same bag limit.

You can do a suitcase + personal bag/purse for under the seat unless you bought a really cheap seat I believe

Should be one carry-on AND one personal item - one goes in the overhead bin, one under the seat.

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