Hi Hugo,
If you are trying to use two LPCXpresso Boards connected to a single PC then you must be aware of a couple of things:
1 - if the 'DFU Link' is fitted - these board will expect to boot with LPC-Link2 firmware by default.
a - only one unbooted board can be connected at any time
b - the default version of LPC-Link2 firmware requests a large USB bandwidth from the host OS - it is unlikely that the OS can fully support two (full) LPC-Link2 implementations.
MCUXpresso IDE can offer to boot lower bandwidth versions of LPC-Link2 via a preferences - I would suggest setting the Non Bridged or VCOM options:

2 - if the DFU Link is not fitted, then a prebuilt version of firmware will be used (if present). If multiple boards are to be used then pre-built firmware is preferred since this avoids the DFU boot issue mentioned above.
The utility LPCScrypt v2.1.0 | NXP can be used to program LPC-Link2 firmware onto these boards. Again, I would recommend using the Non Bridged or Serial versions to avoid exceeding the bandwidth of the Host.
If I am mistaken and you are simply unable to use a single board - please restart the IDE, create a new project and perform a debug operation via the Quick Start Panel 'Debug' button, then send us a copy of the Debug log (Console -> Debug Messages).
Yours,
MCUXpresso IDE Support.