Turns out it's easier than I thought, both in debian and ubuntu:

lxc launch images:debian/sid sid-squid

lxc exec sid-squid bash

apt update && apt install squid -y

tail -f /var/log/squid/cache.log | grep -1 assert

In another terminal:
lxc exec sid-squid bash
squid -k rotate

Watch the crash in the tail:
root@sid-squid:~# tail -f /var/log/squid/cache.log |grep -1 assert
2018/10/04 20:34:14 kid1| logfileRotate: daemon:/var/log/squid/access.log
2018/10/04 20:34:14 kid1| assertion failed: comm.cc:428: "!isOpen(conn->fd)"
2018/10/04 20:34:15 kid1| Set Current Directory to /var/spool/squid


** Changed in: squid (Ubuntu)
   Importance: Medium => High

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https://bugs.launchpad.net/bugs/1794553

Title:
  squid crashed with SIGABRT in xassert()

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