I was shocked when I saw my face reflected in the subway window... What should I do about winter skin care?

I was on the subway on my way home from work, and I looked at my reflection in the window and just sighed. I'd meticulously applied my makeup this morning, but now, just after 6 p.m., it's so obvious that my makeup has flaked off and my skin has become rough. It's winter, so I'm constantly exposed to the office heaters, and then the cold winds outside batter me. My skin just can't handle it. At first, I just slathered on expensive, heavy creams, but then I realized I was more concerned about the dryness from within. So, I've been consciously drinking lukewarm water instead of coffee lately. It's a hassle to carry a tumbler around, but I've definitely gotten into the habit of directly hydrating my skin, and my face feels less flaky than it did a few days ago. I also keep a humidifier by my bedside and run it all night. I realize how these little habits can have a huge impact on my skin condition. Do you have any tips for overcoming harsh winter skin? It's evening, and I'm already starting to worry about washing and skincare as soon as I get home.