Hi Angeline, Whenever we travel, we take only one carry on bag (per person) - even our month long trip to Europe. I found some tips on Rick Steves website. What I do is take clothes that can mix and match with each other: tans and blacks and blues work well for me, but other colors are good. I usually wear basic colors for pants and skirts and jazz up the shirts. I got underwear from Ex Officio. They dry quickly, so you can wash them and wear the next day. I took three pairs with me. Take warm socks to wear as slippers if your feet can handle it. If you take colorful scarves or pretty necklaces, you can change your look without changing the entire outfit. Wear some of your own jewelry. Your students will love that. Layering is good too. You can wear a button up top or sweater with a tank or tee, without one, or the tank or tee by itself - that gives you many looks. We always travel in the summer and take pants and tops that are lightweight that can be washed and dried easily in the hotel room. If you need heavier stuff, take things that do not wrinkle easily or the wrinkles hang out, or are supposed to be wrinkled. Crinkle tops and skirts are nice for that. If you need a coat, wear it on the plane. Wear your heaviest shoes on the plane. My bulkiest thing is shoes because I must change them often.
hmmm, what else - if you are going on a plane for awhile, take fuzzy warm socks in your purse to wear on the plane. Take a blow up neck pillow because those feel good in the small of your back. We always always take little individual packets of wipes. If your allergies will allow you, those are lifesavers. If you take books, try taking one and trading it in at a used book store if you finish it while you are there. Some hotels let you leave books and pick up books - or others who are traveling like to trade.
Hope that is helpful.
Stat is an expert packer. There's not much I can add - Rick Steves has great ideas on how to pack.
You might also check out TravelSmith.com. A lot of practical stuff. Most are synthethic blends. They are easy to take care of, pack well, and resist wrinkles. If you're a jeans person - wear them on the plane - they are heavy and take up a lot of bag space. A lot of things pack better if you roll them rather than fold them.
I always think it's a good idea to have a light weight fleece jacket in your carry on. You can wear it or put it over your legs.
I'm usually warm but I always take a light fleece jacket. If I don't wear it, it ends up on my wife's lap.