I bet all of your nominated cities have their problems. However, my vote goes to Beirut, Lebanon.
I have lived there for 16 years and still go there from time to time. God knows I love that city, although it does have the worst planning I've ever seen (I live in Belgium today, and every city I see here have good urban planning), even compared to other Lebanese cities!
I know that history has a lot to do with it, but almost 20 years after the end of the civil war, it is still bad!
1- Plan? There is no plan, it's all improvised without real study (I'm guessing if studies have been done, the first one isn't very old.
2- No real public transport system: no train network in Lebanon, no subway or tramway system (althouth trains and tramways did exist before the civil war), there are a couple of bus lines, both private and public, and while they do follow a specific trajectory, they are uncoordinated (no efficient transit network), they stop anywhere they see potential passangers (bus stops are useless), they don't have time-tables, they compete with each other (which means if 2 busses of the same line are one behind the other, they will try to take as many as possible from the other driver. It also means that if the bus is empty, it'll stop for 10-20 minutes at a certain intersection to get more passangers), and they only serve important areas (subburbs are totally unserved)...
3- Traffic system sucks: no efficient public transport network means everybody takes his own car. A city with a lack of space, inhabited by 1.5 million people, plus more people coming in to work everyday... Highways, avenues, all are inefficient, and everyday, one has to deal with an hour of driving for what is supposed to take no more than 20 minutes if the roads were empty!
4- No green areas. There are only two very small parks in Beirut, a couple of trees... Green spaces are always destroyed to build new buildings...
5- Unregulated building: when someone builds a building, he doesn't respect a certain code, laws, etc. Just build! There's no too high, too ugly, to unethical or esthetic...
6- Historic monuments are not respected. On many occasions, when building, people discover ancient ruins. The entire city center (rebuilt in the 1990s) is built on a big number of ancient ruins, from the Phenician, Greek, Roman, Byzantin, Crusadors and Ottoman times, but the PM just ordered the building to go faster than planned to cover the entire thing...
But I still love this city!