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This is really rushed. Your memories will be of trains, train stations, airplanes and airports. Trust me, they pretty much all look alike.
Why backtrack to Madrid? It’s a huge waste of time and the cost of getting back to Madrid will probably be more than the difference between a round trip and an open jaw (into Madrid, out of Paris or vice versa) flight. Use then “multi-city” option for flight searches.
Not that any of them are bad visits, but…
Why Milan? Why Vienna? Why Monaco — more appropriately, why the Rivieria at all when you’ll have all of 2 hours to enjoy it? Fly from Spain to Italy or cut something else to come up with at least 3 days in the South of France. Travel time is going to leave you with very little time in Bruges.