I also experienced this problem on Ubuntu 17.10. Tried to connect to a
wifi network, that utilized a captive portal, failed miserably. The DNS
redirect to the captive portal would not occur. Manually overwriting
/etc/resolv.conf with nameservers other than "127.0.0.53" got me to the
captive portal login page. I spent a few hours on vacation trying to
workaround this. Really unfortunate problem.

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https://bugs.launchpad.net/bugs/1727237

Title:
  systemd-resolved is not finding a domain

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