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Honestly, I always checked them… makes the airport way easier and one less thing to carry around while in the airport. A good car seat bag fit both easily enough and we never had a problem, never used them on the flight themselves though.
Check the kids or the seats
I bought a cheap Ogio roller that is perfect for 2 boosters and I check it. Works well and is light/easy.
There are inflatable booster seats and foldable options that are easier to carry options if your kids are a bit older.
I got some Velcro straps on Amazon and use those to strap the booster seats to my carry on luggage. Works well and is easy to take on/off.