Reddit reviews Travelon Multi-Bag Stacker, Black, One Size

Sorry to hear about your medical condition putting a crimp into your travels. Look for piggyback luggage to easily maneuver two check-in pieces yourself. It isn’t airports where you should worry about two suitcases, but outside the airport. If you already have check in luggage, then there are straps to convert them into piggyback/stacking luggage. Get one for the check in luggage, a second for your backpack, and a third for replacing one when you forget it at the airport/hotel. If you use these, then get in the habit of either storing them in your backpack or in/on the luggage, but never detached from the luggage; that’s the fastest way to lose them.

If you know for certain you are up for the expenses or physical challenges of moving two suitcases and your carry on luggage through public transit and/or through the streets of a new city trying to find your next lodging, then you’re all set. If your expectations are not appropriately set however, then you might find it lifestyle-changingly unpleasant dragging your luggage train through a couple blocks because your taxi dropped you off at the wrong location and there is no Uber and no taxis around.

So some alterations in how you travel may be in order. Like always having someone on your phone while you pull up to your destination and describing to them what landmarks you see to confirm you’re at the right place. Which implies you’re either actively tracking your ride instead of absorbing a new location, or telling your driver ahead of time to charge you time to wait while you verify with someone you got to the right location.