Travelling with a baby is different. Flights are best to depart at nap time. A mountain of "just in case" stuff has to make the trip too. However with a lot of planning and good organisation it's manageable.
I think of this outfit as my travel uniform. Jewellery tends to beep through security so I don't wear any. A huge scarf is a must; as an accessory, for extra warmth, as feeding cover, pillow etc. Clothes are loose, long and stretchy - work for comfort and warmth, yet able to be removed if it gets too warm.