diff -Nru cups-2.2.10/debian/changelog cups-2.2.10/debian/changelog
--- cups-2.2.10/debian/changelog	2019-04-24 17:02:49.000000000 +0200
+++ cups-2.2.10/debian/changelog	2019-05-30 09:51:37.000000000 +0200
@@ -1,3 +1,11 @@
+cups (2.2.10-4ubuntu2) disco; urgency=medium
+
+  * d/p/0045-Fix-an-issue-with-PreserveJobHistory-and-time-values.patch
+    Fix an issue with `PreserveJobHistory` and time values
+    (Issue #5538, Closes: #921741, LP: #1747765)
+
+ -- Dariusz Gadomski <dariusz.gadomski@canonical.com>  Thu, 30 May 2019 09:51:37 +0200
+
 cups (2.2.10-4ubuntu1) disco; urgency=medium
 
   * d/p/systemd-service-for-cupsd-after-sssd.patch: Start cupsd after sssd if
diff -Nru cups-2.2.10/debian/patches/0045-Fix-an-issue-with-PreserveJobHistory-and-time-values.patch cups-2.2.10/debian/patches/0045-Fix-an-issue-with-PreserveJobHistory-and-time-values.patch
--- cups-2.2.10/debian/patches/0045-Fix-an-issue-with-PreserveJobHistory-and-time-values.patch	1970-01-01 01:00:00.000000000 +0100
+++ cups-2.2.10/debian/patches/0045-Fix-an-issue-with-PreserveJobHistory-and-time-values.patch	2019-05-30 09:51:37.000000000 +0200
@@ -0,0 +1,114 @@
+From 917e6f4ff70eed933c80d21eed4c6bfeb2cb68b7 Mon Sep 17 00:00:00 2001
+From: Michael R Sweet <michael.r.sweet@gmail.com>
+Date: Mon, 11 Mar 2019 13:54:46 -0400
+Subject: Fix an issue with `PreserveJobHistory` and time values (Issue #5538)
+
+Closes: #921741
+---
+ scheduler/job.c | 36 ++++++++++++++++++------------------
+ 1 file changed, 18 insertions(+), 18 deletions(-)
+
+diff --git a/scheduler/job.c b/scheduler/job.c
+index cc9283fb8..d4793cbb1 100644
+--- a/scheduler/job.c
++++ b/scheduler/job.c
+@@ -437,10 +437,20 @@ cupsdCleanJobs(void)
+   curtime          = time(NULL);
+   JobHistoryUpdate = 0;
+ 
++  cupsdLogMessage(CUPSD_LOG_DEBUG2, "cupsdCleanJobs: curtime=%d", (int)curtime);
++
+   for (job = (cupsd_job_t *)cupsArrayFirst(Jobs);
+        job;
+        job = (cupsd_job_t *)cupsArrayNext(Jobs))
+   {
++    cupsdLogMessage(CUPSD_LOG_DEBUG2, "cupsdCleanJobs: Job %d, state=%d, printer=%p, history_time=%d, file_time=%d", job->id, (int)job->state_value, (void *)job->printer, (int)job->history_time, (int)job->file_time);
++
++    if ((job->history_time && job->history_time) < JobHistoryUpdate || !JobHistoryUpdate)
++      JobHistoryUpdate = job->history_time;
++
++    if ((job->file_time && job->file_time < JobHistoryUpdate) || !JobHistoryUpdate)
++      JobHistoryUpdate = job->file_time;
++
+     if (job->state_value >= IPP_JOB_CANCELED && !job->printer)
+     {
+      /*
+@@ -456,21 +466,9 @@ cupsdCleanJobs(void)
+       else if (job->file_time && job->file_time <= curtime)
+       {
+         cupsdLogJob(job, CUPSD_LOG_DEBUG, "Removing document files.");
+-        cupsdLogJob(job, CUPSD_LOG_DEBUG2, "curtime=%ld, job->file_time=%ld", (long)curtime, (long)job->file_time);
+         remove_job_files(job);
+ 
+         cupsdMarkDirty(CUPSD_DIRTY_JOBS);
+-
+-        if (job->history_time < JobHistoryUpdate || !JobHistoryUpdate)
+-	  JobHistoryUpdate = job->history_time;
+-      }
+-      else
+-      {
+-        if (job->history_time < JobHistoryUpdate || !JobHistoryUpdate)
+-	  JobHistoryUpdate = job->history_time;
+-
+-	if (job->file_time < JobHistoryUpdate || !JobHistoryUpdate)
+-	  JobHistoryUpdate = job->file_time;
+       }
+     }
+   }
+@@ -1729,7 +1727,7 @@ cupsdLoadJob(cupsd_job_t *job)		/* I - Job */
+     job->completed_time = attr->values[0].integer;
+ 
+     if (JobHistory < INT_MAX)
+-      job->history_time = attr->values[0].integer + JobHistory;
++      job->history_time = job->completed_time + JobHistory;
+     else
+       job->history_time = INT_MAX;
+ 
+@@ -1740,7 +1738,7 @@ cupsdLoadJob(cupsd_job_t *job)		/* I - Job */
+       JobHistoryUpdate = job->history_time;
+ 
+     if (JobFiles < INT_MAX)
+-      job->file_time = attr->values[0].integer + JobFiles;
++      job->file_time = job->completed_time + JobFiles;
+     else
+       job->file_time = INT_MAX;
+ 
+@@ -2862,8 +2860,10 @@ cupsdUpdateJobs(void)
+       * Update history/file expiration times...
+       */
+ 
++      job->completed_time = attr->values[0].integer;
++
+       if (JobHistory < INT_MAX)
+-	job->history_time = attr->values[0].integer + JobHistory;
++	job->history_time = job->completed_time + JobHistory;
+       else
+ 	job->history_time = INT_MAX;
+ 
+@@ -2877,7 +2877,7 @@ cupsdUpdateJobs(void)
+ 	JobHistoryUpdate = job->history_time;
+ 
+       if (JobFiles < INT_MAX)
+-	job->file_time = attr->values[0].integer + JobFiles;
++	job->file_time = job->completed_time + JobFiles;
+       else
+ 	job->file_time = INT_MAX;
+ 
+@@ -4693,7 +4693,7 @@ set_time(cupsd_job_t *job,		/* I - Job to update */
+     job->completed_time = curtime;
+ 
+     if (JobHistory < INT_MAX && attr)
+-      job->history_time = attr->values[0].integer + JobHistory;
++      job->history_time = job->completed_time + JobHistory;
+     else
+       job->history_time = INT_MAX;
+ 
+@@ -4701,7 +4701,7 @@ set_time(cupsd_job_t *job,		/* I - Job to update */
+       JobHistoryUpdate = job->history_time;
+ 
+     if (JobFiles < INT_MAX && attr)
+-      job->file_time = curtime + JobFiles;
++      job->file_time = job->completed_time + JobFiles;
+     else
+       job->file_time = INT_MAX;
+ 
diff -Nru cups-2.2.10/debian/patches/series cups-2.2.10/debian/patches/series
--- cups-2.2.10/debian/patches/series	2019-04-24 17:02:49.000000000 +0200
+++ cups-2.2.10/debian/patches/series	2019-05-30 09:51:37.000000000 +0200
@@ -42,3 +42,4 @@
 0042-Fix-potential-unaligned-accesses-in-the-string-pool-.patch
 manpage-translations.patch
 systemd-service-for-cupsd-after-sssd.patch
+0045-Fix-an-issue-with-PreserveJobHistory-and-time-values.patch