You can use a Regex to validate this. I have referred to the regex mentioned in this Stackoverflow answer.
Using Contains
. This will not create an assertion.
cy.get('#hello')
.contains(/^(?:(?:31(\/|-|\.)(?:0?[13578]|1[02]))\1|(?:(?:29|30)(\/|-|\.)(?:0?[13-9]|1[0-2])\2))(?:(?:1[6-9]|[2-9]\d)?\d{2})$|^(?:29(\/|-|\.)0?2\3(?:(?:(?:1[6-9]|[2-9]\d)?(?:0[48]|[2468][048]|[13579][26])|(?:(?:16|[2468][048]|[3579][26])00))))$|^(?:0?[1-9]|1\d|2[0-8])(\/|-|\.)(?:(?:0?[1-9])|(?:1[0-2]))\4(?:(?:1[6-9]|[2-9]\d)?\d{2})$/)
For creating an assertion, You can use should('match', RegEx)
cy.get('#hello').invoke('text')
.should('match', /^(?:(?:31(\/|-|\.)(?:0?[13578]|1[02]))\1|(?:(?:29|30)(\/|-|\.)(?:0?[13-9]|1[0-2])\2))(?:(?:1[6-9]|[2-9]\d)?\d{2})$|^(?:29(\/|-|\.)0?2\3(?:(?:(?:1[6-9]|[2-9]\d)?(?:0[48]|[2468][048]|[13579][26])|(?:(?:16|[2468][048]|[3579][26])00))))$|^(?:0?[1-9]|1\d|2[0-8])(\/|-|\.)(?:(?:0?[1-9])|(?:1[0-2]))\4(?:(?:1[6-9]|[2-9]\d)?\d{2})$/)
I have run both of the above cases locally and both of them are working.

Some of the Test cases(Date Formats) I tried with the Regex, you can check them out here - https://regex101.com/r/duOgew/3