So you appear to be using the GUI flash programmer, rather than debugging. Does debugging, using the Quickstart Panel debug button work correctly?
To be honest, I'm still not sure what else to suggest. It might be worth booting your probe manually and then using the command line GUI flash programmer and seeing if you get any more error information:
Booting LPC-Link
[Also check out the troubleshooting section of the above FAQ]
https://community.nxp.com/message/630785
Regards,
LPCXpresso Support