I use a frame pump (zefal HPX) and a calibrated thumb. The pump stays ductaped to the bike during transit.
I put all of my various bags inside a tough plastic bag and tape it shut. You can always find tough plastic on the return journey (eg from building sites). On occasion I have carried by bike packing material on my rear rack but have also stashed it at accomodation close to the airport.
My carry-on luggage is usually a small backpack and a barbag + helmet. They can be strapped together to form one bag but usually no-one questions the arrangement.