CrossOver can't connect directly to hardware ports or devices on your computer. This can cause problems if the Windows program you're trying to use needs to communicate with a USB device. A potential workaround is to manually map a device entry from the native OS to a symlink in the bottle containing your Windows app, and then hope that the Windows app sees the COM port and can use it to connect to the device.
The first thing you need to do is discover which /dev entry is being created when you connect the USB device to the computer. Disconnect the device from your computer and run the following commands in a Terminal:
ls > ~/disconnect.txt
Connect the device, wait a moment for your computer to recognize it, and run the command:
ls > ~/reconnect.txt
Now compare the difference between the two file listings to see what /dev entry was created.
diff ~/disconnect.txt ~/reconnect.txt
If there is a new device entry listed use that name as (device-entry) in the following steps.
An example of what the device-entry name will look like:
Next launch Crossover, and select the bottle the desired software is installed into.
HKEY_LOCAL_MACHINE > Software > Wine
With any luck, your software should now see your USB device!
If you are trying to connect a USB device in an older version of Crossover (16.2.5 and older) please see this guide: https://www.codeweavers.com/support/wiki/mac/faq/usbtoserial