If you want to do it on the cheap, I would recommend first either going to Cancun or Nassau, Bahamas and then second, fly on Cubana Air to Havana. I think they still use AN24's on those hauls. Shell out more cash and you can fly on an IL
62 from Havana to Madrid.
Keep in mind that going to Cuba is illegal in most circumstances, except as permitted by the US State Dept.
You can fly Aeroflot from LAX
to Vladivostok on an IL
You may be able to catch a TU
134, or IL
76 out of London to points east on various airlines.
Be sure and check the airline before choosing a flight as Aeroflot is increasingly replacing the old Russian built stuff with Airbus and Boeing equipment.
If wishes were horses, a Tail Dragger I would fly...