Sleep Silk Sack: Browint Silk Sleeping Bag Liner, Silk Sleep Sheet, Sack, Extra Wide 87"x43", Lightweight Travel and Camping Sheet for Hotel, More Colors for Option, Reinforced Gussets, Pillow Pocket https://www.amazon.com/dp/B078HN65BT/ref=cm_sw_r_cp_api_glt_fabc_KB4RNN92N88Y5HQ40V9E?psc=1

Inflatable Pillow: Mountain Designs Camping Pillow | Inflatable Pillow and Comfortable Backpacking Pillow | Lightweight & Durable Camp Pillow | Inflatable Camping Pillow for Camping Gear & Camping Accessories. https://www.amazon.com/dp/B091XY6VVC/ref=cm_sw_r_cp_api_glt_fabc_3D8YCNQB59ADN3YHJPZQ

Crappier, but minimal space travel pillow: Zaltana Inflatable Camping Pillow https://www.amazon.com/dp/B00U3WB7IE/ref=cm_sw_r_cp_api_glt_fabc_E1X2GGBT2T9B95ANMX0Z (like sleeping on a ziploc bag, but takes about the space of a ziploc bag)

Laptop Cable/Lock: Safety Cable Lock 48’’ Long , Luggage Lock Safety Cable Lightweight Braided Stainless Steel by Ovener https://www.amazon.com/dp/B071P44GLR/ref=cm_sw_r_cp_api_glt_fabc_V154STBXJWVF51F1E2A1

Lock: Master Lock 4697D Set Your Own Combination TSA Approved Luggage Lock, 1 Pack, Assorted Colors https://www.amazon.com/dp/B01BH5CVUS/ref=cm_sw_r_cp_api_glt_fabc_GMJJYDEASFNXHCB4QKAY

(I have an old laptop cable lock that has a little clip carabiner and that integrated steel cable, and that’s in my travel pack)

Body Wipes (individually wrapped): Rinse Free No Shower Bathing Wipes (40 Pack) | Individual Travel Gym Waterless Adult Body Bath Wash Cloths with Aloe Vera & Vitamin E - 40 Packs https://www.amazon.com/dp/B08738HHPZ/ref=cm_sw_r_cp_api_glt_fabc_VD3GX99095SFR8QC30W0

Travel Toothbrush: GUM Travel Toothbrush with Antibacterial Bristles, Folding Handle, Soft Bristles, Compact, 2 Count https://www.amazon.com/dp/B01LXFSJY7/ref=cm_sw_r_cp_api_glt_fabc_YC8RRYMJTPDPCW0261T8

Caffeinated Gum: MEG - Military Energy Gum | 100mg of Caffeine Per Piece + Increase Energy + Boost Physical Performance + Arctic Mint 8 Pack (40 Count) https://www.amazon.com/dp/B07BBV3GNP/ref=cm_sw_r_cp_api_glt_fabc_7R35Q1PFE9M71FYPBEWN

…that’s a subset of what I usually try and travel with. It’s all “forever-ish” stuff that’s multi-use.

I always have the crappy pillow in my backpack/travel bag. If I have an overnight flight I’ll bring the fancier inflatable pillow. The silk sleep sack (don’t cheap out!) is clutch for movie theaters, cold airplanes, sketchy hotels/hostels, and is about the size of two apples. Super comfortable and surprisingly warm!

If you’re going to be sleeping, cable-lock your bag(s) to something/yourself. It is vanishingly small the number of people who are prepared with cable-cutters to snatch a sleeping persons bag in the airport. To your watch strap, to the chairs/bench your sleeping on, to your belt-loop, to your shoelaces. Any touching and you’ll probably feel it. Casual thieves won’t expect it, and will get jerked back by it, leading to an uncomfortable conversation or them rapidly leaving you alone.

Toothbrush, body wipes (throw a couple of those in every backpack, bag, and toiletries bag you own). Caffeinated gum to wake you up on arrival or get you over the hump until you get on your (next) plane.

Three hours in the airport is pretty cakewalk, and doesn’t have to be (very) uncomfortable at all.