So, in Colorado, kindergarten enrollment requirements (this is data from 2020, so might be slightly different currently, but this is what I could find from a reputable source quickly) are as follows:
A student is expected to be enrolled if they are 5 years old on or before October 1st of the school year. A student must be enrolled when they are 6.
If we combine this info with the known birthdays we have for the boys then for all of them to be enrolled as soon as they are 5 years old on or before October 1st of a school year (to have them all in the same grade, as we know they are) the order would be: Stan at the oldest (Oct 19th) then Kenny (March 22nd), Kyle (May 26th) and youngest Cartman (July 1)
To illustrate this more clearly, a timeline chart of them hypothetically entering kindergarten for a 25-26 school year following these guidelines:
Now, I will say, since Cartman has a summer birthday, he could be the oldest and just was enrolled on the later side—still meeting the compulsory 'enrolled for the first school year that occurs once he is 6' guideline, but not having been enrolled as soon as he was eligible at age 5. See CARTMAN (ALT):
Personally I lean more towards 'Cartman being enrolled at the expected time/as soon as he was eligible, thus making him youngest' view of things, but you could easily make an argument for either depending on how you imagine Liane would handle it!
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