A completely unscientific ranking, based entirely on which cables have survived a year of being stepped on, sat on, and dragged across a desk by accident more times than I'd like to count.
The braided ones win, decisively — pictured below is the one survivor from a drawer of six, and it shows barely any wear at the connector where every plain rubber cable I've owned eventually splits.
Plain rubber cables come next, and there's a wide spread within that category depending on how thick the actual jacket is — the cheapest ones from a multipack are noticeably thinner and fail first, usually right at the connector where the flexing is worst.
Flat cables rank lowest, which surprised me going in — they tangle less in a bag, which is their whole selling point, but the flat profile seems to concentrate stress at the bend points rather than distributing it, and every flat cable I've owned has failed faster than an equivalent round one.
None of this is a controlled study, obviously — it's a drawer of cables bought at different times, used differently, on different devices. But a full year of casual, unscientific observation has been consistent enough that I've stopped buying anything except braided now, price difference or not.