This one will definitely depend on your needs. If you are traveling solo with the kiddo, you may want to keep the stroller until you get on the plane, checking it at the gate at the last minute. This way you can use it to help contain your child and even help store your things as you have to wait in line at various points. If you don’t need the extra helping hand, then consider checking it in at the counter with your luggage so it will be waiting for you when you go pick up your bags after a long flight.