Hi Aaron. Welcome to the forum.
I don't remember to have seen any USB Wifi netword apdater that worked on OS/2, but everybody is welcome to report one.
It can be interesting to know the hardwareID of the device you are using to have some hints of what chipset does it uses, but I don't have registered any USB wifi device that works.
If someone has one that works please let me know to regiter it on the wiki.
Regards