Wear the Bulkiest Pieces on the Plane
If it's bulky, no need to pack it! Just put it right on you! It's helpful to wear the pieces that are heaviest and take up the most room while traveling. This saves luggage space while also allowing you to bring that one piece you can't leave behind, no matter the size or weight.
I usually wear my jeans, a white button-down, and one of my scarves for the airplane. The good thing about these pieces is that you are going to wear them a few times during your trip. The white button-down is my all-time-favorite piece to have in my closet and on vacation. I wear mine many times during my travels: on the plane, with my pleated skirt for a lunch date, with my jean shorts for a day of shopping, to the beach with my sarong, etc. I wear the jeans with a t-shirt during the day or to a nightclub with a sparkly or silk top, too.