MacOS – Can macbook pro (2016) support two displays on single port

Not using the built-in hardware. Only MacBooks with a discrete graphics card can drive a second external display (and even then, only one of the new Thunderbolt displays).

The MacBook Air doesn't have a discrete graphics card, only the Intel HD 3000 one that comes with the CPU. The same applies to the MacBook Pro 13 inch and the 15 inch ones that don't have one of the AMD Radeon graphics cards.

You can drive an external display using a USB connected graphics card. For example I have one of the DisplayLink adapters, which works very well for everything except 3D graphics and full screen video). I use one of these for my second external display on my MacBook Pro 13.

The Apple mini-DisplayPort to VGA or HDMI adapter terminates the Thunderbolt chain where it is connected, so until Apple released new MacBook Pro with two Thunderbolt ports (similar to the iMac that has two ports) then you will only get one video signal from the device through the Thunderbolt port.

You may find an inexpensive USB to VGA solution to get around this limitation. Initially they were slower, but the newer ones are getting much faster and the software much better. You can then put the most important content on the Thunderbolt port and have the secondary display served over USB.

Should a Thunderbolt adapter come about that drives two displays, I'll update the answer, but nothing has been released (or even rumored) even though it's clearly something the protocol could support.

I like this knowledge base article for the clear deprecation of which Macs support two Thunderbolt displays and which ones only support one.

• Apple Thunderbolt Display (27-inch): Connection options for Thunderbolt Macs