So you got your C.H.I.P but unfortunately you can’t connect to a Display and you don’t have a keyboard available? This guide should help you to get started. You will connect the C.H.I.P to your wi-fi, update the software and install a vnc server to use the gui.
Connect you C.H.I.P via USB to your Computer.
Open your favourite terminal program and connect to the comport with 115200 baud. For windows you can use putty. On OSX i suggest using cu.
On OSX i am using this command
sudo cu -l /dev/cu.usbmodem1423 -s 115200
If you’re connected and you don’t see any login screen just hit enter once