Lots to cover. First, stop crimping. It isn't necessary for a 9mm round. I suggest the use of the crimping die to correct for an over-expanded case. Otherwise the neck tension alone is sufficient to hold the bullet in place.
Second, do you own a caliper? If so, you obviously need to track the OAL that you are setting, especially when you get it right. If you don't own a caliper, please purchase one.
Third, do a search on the board for "Plunk Test." You'll find a very nice graphic, usually authored by "UncleNick" who is extremely knowledgeable and can lecture on the dynamics of just about anything ballistic related. Pull your barrel and perform the plunk test using the graphic. It's easier than trying to chamber the rounds manually and safer as well.
Fourth, those on the board who pointed out that chambers can be different in size are spot on. If you happen to own a CZ or Canik as an example, you will find their chambers are smaller than normal such that the OAL of your round won't even reach the minimum requirement in the data. So, you need to determine what OAL works in your firearm which leads me to item Five...
Make notes in your load manual, preferably on the appropriate caliber page so that you know what OAL matches to the type of bullet you may be using. Also noted by others, different bullet types may be different sizes so that affects your OAL. Make notes.
Sixth, brass is not consistent in size. Test this theory with your caliper and you will find the various manufacturers are within fractions of an inch of one another. This too affects your OAL so you must allow for slight variations.
Seventh, do not load max or near max until you sort our your OAL issue. If you compress the powder in an effort to get the bullet to chamber, well, anything is possible and it may not go well with you. I suggest worst case is to be a mid-point, or lower, until you figure this out.
Your initial note stated that you had the case expanded such that it accepted the bullet. That is exactly right. The bullet barely fits inside the case and your press does the rest of the work.
Good luck. Be safe. Measure, measure, measure and take notes.