diff --git a/mkosi.images/system/mkosi.conf.d/10-arch/mkosi.conf b/mkosi.images/system/mkosi.conf.d/10-arch/mkosi.conf
index b8a1bc08b4..942db4cb96 100644
--- a/mkosi.images/system/mkosi.conf.d/10-arch/mkosi.conf
+++ b/mkosi.images/system/mkosi.conf.d/10-arch/mkosi.conf
@@ -41,6 +41,7 @@ Packages=
         polkit
         procps-ng
         psmisc
+        python-pexpect
         python-psutil
         quota-tools
         sbsigntools
diff --git a/mkosi.images/system/mkosi.conf.d/10-centos-fedora/mkosi.conf b/mkosi.images/system/mkosi.conf.d/10-centos-fedora/mkosi.conf
index be47b1e635..26b45e8e9c 100644
--- a/mkosi.images/system/mkosi.conf.d/10-centos-fedora/mkosi.conf
+++ b/mkosi.images/system/mkosi.conf.d/10-centos-fedora/mkosi.conf
@@ -53,6 +53,7 @@ Packages=
         policycoreutils
         polkit
         procps-ng
+        python3-pexpect
         quota
         rpm
         rpm-build
diff --git a/mkosi.images/system/mkosi.conf.d/10-debian-ubuntu/mkosi.conf b/mkosi.images/system/mkosi.conf.d/10-debian-ubuntu/mkosi.conf
index a9cdd9e883..7e870ace87 100644
--- a/mkosi.images/system/mkosi.conf.d/10-debian-ubuntu/mkosi.conf
+++ b/mkosi.images/system/mkosi.conf.d/10-debian-ubuntu/mkosi.conf
@@ -64,6 +64,7 @@ Packages=
         policykit-1
         procps
         psmisc
+        python3-pexpect
         python3-psutil
         quota
         sbsigntool
diff --git a/mkosi.images/system/mkosi.conf.d/10-opensuse/mkosi.conf b/mkosi.images/system/mkosi.conf.d/10-opensuse/mkosi.conf
index 78208db9c6..5491c28339 100644
--- a/mkosi.images/system/mkosi.conf.d/10-opensuse/mkosi.conf
+++ b/mkosi.images/system/mkosi.conf.d/10-opensuse/mkosi.conf
@@ -60,6 +60,7 @@ Packages=
         procps4
         psmisc
         python3-pefile
+        python3-pexpect
         python3-psutil
         quota
         rpm-build
diff --git a/test/TEST-69-SHUTDOWN/TEST-69-SHUTDOWN.service b/test/TEST-69-SHUTDOWN/TEST-69-SHUTDOWN.service
index 5ff2842698..1467f7152a 100644
--- a/test/TEST-69-SHUTDOWN/TEST-69-SHUTDOWN.service
+++ b/test/TEST-69-SHUTDOWN/TEST-69-SHUTDOWN.service
@@ -5,6 +5,8 @@ Wants=basic.target multi-user.target
 After=basic.target
 Before=getty-pre.target
 
+ConditionPathExists=/usr/bin/python3
+
 [Service]
 Type=oneshot
-ExecStart=true
+ExecStart=/usr/lib/systemd/tests/testdata/units/TEST-69-SHUTDOWN.py
diff --git a/test/TEST-69-SHUTDOWN/meson.build b/test/TEST-69-SHUTDOWN/meson.build
index ab4a38b13e..75c0446872 100644
--- a/test/TEST-69-SHUTDOWN/meson.build
+++ b/test/TEST-69-SHUTDOWN/meson.build
@@ -3,7 +3,6 @@
 integration_tests += [
         integration_test_template + {
                 'name' : fs.name(meson.current_source_dir()),
-                'enabled' : false,
                 'unit' : files('TEST-69-SHUTDOWN.service'),
         },
 ]
diff --git a/test/units/TEST-69-SHUTDOWN.py b/test/units/TEST-69-SHUTDOWN.py
new file mode 100755
index 0000000000..eb790f45da
--- /dev/null
+++ b/test/units/TEST-69-SHUTDOWN.py
@@ -0,0 +1,58 @@
+#!/usr/bin/python3
+# SPDX-License-Identifier: LGPL-2.1-or-later
+# pylint: disable=broad-except
+
+import logging
+import sys
+
+import pexpect
+
+
+def main():
+    logger = logging.getLogger("test-shutdown")
+
+    consoles = []
+    for _ in range(2):
+        # Use script to allocate a separate pseudo tty to run the login shell in.
+        console = pexpect.spawn(
+            "script", ["--quiet", "--return", "--flush", "--command", "login -f root", "/dev/null"],
+            logfile=sys.stdout,
+            env={"TERM": "dumb"},
+            encoding="utf-8",
+            timeout=60,
+        )
+
+        logger.info("waiting for login prompt")
+        console.expect(".*# ", 10)
+
+        consoles += [console]
+
+    consoles[1].sendline("tty")
+    consoles[1].expect(r"/dev/(pts/\d+)")
+    pty = console.match.group(1)
+    logger.info("window 1 at tty %s", pty)
+
+    logger.info("schedule reboot")
+    consoles[1].sendline("shutdown -r")
+    consoles[1].expect("Reboot scheduled for (?P<date>.*), use 'shutdown -c' to cancel", 2)
+    date = consoles[1].match.group("date")
+    logger.info("reboot scheduled for %s", date)
+
+    logger.info("verify broadcast message")
+    consoles[0].expect(f"Broadcast message from root@H on {pty}", 2)
+    consoles[0].expect(f"The system will reboot at {date}!", 2)
+
+    logger.info("check show output")
+    consoles[1].sendline("shutdown --show")
+    consoles[1].expect(f"Reboot scheduled for {date}, use 'shutdown -c' to cancel", 2)
+
+    logger.info("cancel shutdown")
+    consoles[1].sendline("shutdown -c")
+    consoles[0].expect("System shutdown has been cancelled", 2)
+
+    consoles[0].sendline("> /testok")
+
+if __name__ == "__main__":
+    main()
+
+# vim: sw=4 et