Argentina's last championship in the World Cup was in 1986. By saying this I would like to bring the topic to Messi's not winning any World Cup with his national team yet. When it comes to whether he deserves a World Cup championship I'd say that he definitely deserves with his own performance. He has tried his best so far to carry Argentina to successes. Their closest moment to the championship was in the 2014 finale but Germany defeated them by 1-0. Messi must be still targeting to win a World Cup before his retirement and they don't have a small chance in this one.
One big difference between Maradona's era and the current era is the level of professionalism. It was far easier back in the 80s for one exceptional player to carry a team, as Maradona did particularly in Italia 90. Nowadays teams are a lot more professional, with better tactics, better fitness etc... and it's tougher even for the best player in the world to make the same difference. Messi is certainly at the Maradona level, it's just that the opposition has improved.It is a dream for a lot of people to see the world cup being lifted by Lionel Messi. A lot of people including Lionel Messi have been waiting for that for a long time. they also became very close but they eventually got beaten by Germany in the finals. That was a golden chance for them. After that Argentina did not have good enough chances to even get close to the finals of the world cup.
It is true that compared to the 80s all the teams have been playing really well and all the teams have improved. It is quite impossible nowadays for only one player to carry the whole team behind his back.
It is clear that with some of them you will guess success, but even mathematically it is clear that all of them cannot reach the final and even the semi-finals. Someone will definitely be eliminated in the earlier stages and it turns out that their performance will be a failure. At the same time, I do not argue with the fact that the team can be very good, but this does not guarantee success. 
