At first glance I thought the "Fastest" and "Slowest" regions were the data transition region, not the data valid window. Now that you mention it, I see that the diagram makes more sense for them to be the data valid window. Sorry for the confusion. I'll risk confusing people further by describing how the diagram would look for a more general case.
I just now noticed that there are 2 pages in the attachment. I'm looking only at page 1.
I'm guessing that the "Fastest" and "Slowest" labels mean the fast timing model (fast process/voltage/temperature) and the slow timing model (slow PVT).
In reality, there is a data transition region between the data valid windows for two consecutive clock cycles even for a single PVT. If you extend the diagram to show the data for the second clock cycle, you see that the diagram has zero data transition time for each of "Fastest" and "Slowest". That's what Quartus will give you for a single pin for the typical case of a register driving the output pin directly (no logic between the register and pin that can create more than one possible delay from register to pin). In general, however, there is a data transition region even when looking at a single timing model. For a single pin, logic between the register and pin can (but won't necessarily) make the transition region be longer than zero. If the diagram represents an output bus, you will get a nonzero transition region across the bus even if the registers are all in the I/O cell with no logic after them.
You have a maximum tco to the left edge of the data valid window for both the fast and slow timing models. You usually care only about the one for the slow timing model, which is the one labeled in the diagram.
You have a minimum tco to the right edge of the data valid window (the hold time provided for the old data, or where transitions can start for the next data) for both the fast and slow timing models. You usually care only about the one for the fast timing model, which is how the diagram is labeled for a data transition region of zero length. The Min_Tco arrow is really to the right edge of the data valid window for old data and the start of the data transition region for new data. That happens to be the same as the left edge of the data valid window for new data for the common case of zero data transition time for a single pin at a given PVT.
What really matters for most designs is the data valid window and data transition region over PVT. In the diagram, the data valid window over PVT lasts from where the Max_Tco arrow is drawn to where the Min_Tco arrow would be if redrawn for the next clock cycle. The data transition region is from the Min_Tco arrow where it is already drawn to the Max_Tco arrow as de-em said in the previous post.