diff --git a/src/main/java/com/cronutils/model/time/SingleExecutionTime.java b/src/main/java/com/cronutils/model/time/SingleExecutionTime.java
index b9faa39e..3e124c27 100755
--- a/src/main/java/com/cronutils/model/time/SingleExecutionTime.java
+++ b/src/main/java/com/cronutils/model/time/SingleExecutionTime.java
@@ -308,7 +308,7 @@ private ExecutionTimeResult potentialPreviousClosestMatch(final ZonedDateTime da
         final List<Integer> year = yearsValueGenerator.generateCandidates(date.getYear(), date.getYear());
         final Optional<TimeNode> optionalDays = generateDays(cronDefinition, date);
         TimeNode days;
-        if (optionalDays.isPresent()) {
+        if (optionalDays.isPresent() && optionalDays.get().getValues().stream().anyMatch(i -> i <= date.getDayOfMonth())) {
             days = optionalDays.get();
         } else {
             return new ExecutionTimeResult(toEndOfPreviousMonth(date), false);
diff --git a/src/test/java/com/cronutils/Issue424Test.java b/src/test/java/com/cronutils/Issue424Test.java
deleted file mode 100644
index c775c60d..00000000
--- a/src/test/java/com/cronutils/Issue424Test.java
+++ /dev/null
@@ -1,31 +0,0 @@
-package com.cronutils;
-
-import com.cronutils.model.CronType;
-import com.cronutils.model.definition.CronDefinition;
-import com.cronutils.model.definition.CronDefinitionBuilder;
-import com.cronutils.model.time.ExecutionTime;
-import com.cronutils.parser.CronParser;
-import org.junit.Ignore;
-import org.junit.Test;
-
-import java.time.*;
-import java.time.temporal.TemporalAdjusters;
-
-import static org.junit.Assert.assertEquals;
-
-@Ignore
-public class Issue424Test {
-    @Test
-    public void test() {
-        CronDefinition cronDefinition = CronDefinitionBuilder.instanceDefinitionFor(CronType.QUARTZ);
-        CronParser parser = new CronParser(cronDefinition);
-        ExecutionTime execution = ExecutionTime.forCron(parser.parse("0 0 12 ? * SUN#4 2020"));
-        LocalDate date = LocalDate.of(2021, 1, 1);
-        LocalTime time = LocalTime.of(0, 0, 0);
-        ZonedDateTime dateTime = ZonedDateTime.of(date, time, ZoneOffset.UTC);
-        for (int index = 0, size = 12; index < size; index++) {
-            dateTime = execution.lastExecution(dateTime).orElse(null);
-            assertEquals(LocalDateTime.of(2020, 12 - index, 1, 12, 0, 0).with(TemporalAdjusters.dayOfWeekInMonth(4, DayOfWeek.SUNDAY)), dateTime.toLocalDateTime());
-        }
-    }
-}
diff --git a/src/test/java/com/cronutils/model/time/ExecutionTimeQuartzIntegrationTest.java b/src/test/java/com/cronutils/model/time/ExecutionTimeQuartzIntegrationTest.java
index a570f148..bb423956 100755
--- a/src/test/java/com/cronutils/model/time/ExecutionTimeQuartzIntegrationTest.java
+++ b/src/test/java/com/cronutils/model/time/ExecutionTimeQuartzIntegrationTest.java
@@ -25,6 +25,7 @@
 import java.time.ZonedDateTime;
 import java.time.format.DateTimeFormatter;
 import java.time.temporal.ChronoUnit;
+import java.time.temporal.TemporalAdjusters;
 import java.util.Date;
 import java.util.Optional;
 import java.util.TimeZone;
@@ -841,6 +842,24 @@ public void testLastExecutionIssue312() {
         }
     }
 
+    /**
+     * Issue #424
+     * https://github.com/jmrozanec/cron-utils/issues/424
+     * Last execution time incorrectly calculated when using day of week expression
+     */
+    @Test
+    public void testLastExecutionIssue424() {
+        // Every day at 20:00
+        ExecutionTime executionTime = ExecutionTime.forCron(parser.parse("0 0 12 ? * SUN#4 2020"));
+        LocalDate date = LocalDate.of(2021, 1, 1);
+        LocalTime time = LocalTime.of(0, 0, 0);
+        ZonedDateTime dateTime = ZonedDateTime.of(date, time, ZoneOffset.UTC);
+        for (int index = 0, size = 12; index < size; index++) {
+            dateTime = executionTime.lastExecution(dateTime).orElse(null);
+            assertEquals(LocalDateTime.of(2020, 12 - index, 1, 12, 0, 0).with(TemporalAdjusters.dayOfWeekInMonth(4, DayOfWeek.SUNDAY)), dateTime.toLocalDateTime());
+        }
+    }
+
     private Duration getMinimumInterval(final String quartzPattern) {
         final ExecutionTime executionTime = ExecutionTime.forCron(parser.parse(quartzPattern));
         final ZonedDateTime coolDay = ZonedDateTime.of(2016, 1, 1, 0, 0, 0, 0, UTC);