If you manage to boot off a USB key or something else and discover the
drives, can you then run grub-probe on the device to check if grub
correctly identifies the disk as a crypto disk?

Running the following command:

sudo grub-probe --device=/dev/mapper/<your crypto device>
--target=abstraction

Should get you output a bit like the following:
cryptodisk
luks
gcry_rijndael
gcry_rijndael
gcry_sha256

If not, then the device is not getting recognized properly.

At a glance, my first guess would be that the format changes in LUKS
that happened in 19.04 are causing an issue, but I'm not sure. I would
not have expected this to be a problem on upgrade.

Please report with the output for the command above if possible, so we
can dig in more into what is happening in grub's probing.

** Changed in: grub2 (Ubuntu)
       Status: Confirmed => Incomplete

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https://bugs.launchpad.net/bugs/1813126

Title:
  [19.04] GRUB_ENABLE_CRYPTODISK=y ignored

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