I have a question that would fit in 2 communities : Information Security and Cryptography.
Can I post it in both?
Generally speaking, cross-posting the same question on multiple sites is frowned upon. As discussed on an FAQ post at the main meta site here:
Is cross-posting a question on multiple Stack Exchange sites permitted if the question is on-topic for each site?
The suggestion is that you ask where you feel the question fits the best. If you receive little or no response then you can request that a moderator migrates it for you.
Because Crypto and Infosec are so closely related, we typically split questions along the lines of:
But don't worry if you post on the "wrong" site we share a lot of the same community individuals, so it is likely to still be answered, and we can migrate if needed, as @Chenmunka said.