diff --git a/spring-context/src/main/java/org/springframework/scheduling/support/QuartzCronField.java b/spring-context/src/main/java/org/springframework/scheduling/support/QuartzCronField.java
index 19ddf63da0..1d51d485ae 100644
--- a/spring-context/src/main/java/org/springframework/scheduling/support/QuartzCronField.java
+++ b/spring-context/src/main/java/org/springframework/scheduling/support/QuartzCronField.java
@@ -1,5 +1,5 @@
 /*
- * Copyright 2002-2024 the original author or authors.
+ * Copyright 2002-2025 the original author or authors.
  *
  * Licensed under the Apache License, Version 2.0 (the "License");
  * you may not use this file except in compliance with the License.
@@ -318,8 +318,16 @@ final class QuartzCronField extends CronField {
 	private static TemporalAdjuster dayOfWeekInMonth(int ordinal, DayOfWeek dayOfWeek) {
 		TemporalAdjuster adjuster = TemporalAdjusters.dayOfWeekInMonth(ordinal, dayOfWeek);
 		return temporal -> {
-			Temporal result = adjuster.adjustInto(temporal);
-			return rollbackToMidnight(temporal, result);
+			// TemporalAdjusters can overflow to a different month
+			// in this case, attempt the same adjustment with the next/previous month
+			for (int i = 0; i < 12; i++) {
+				Temporal result = adjuster.adjustInto(temporal);
+				if (result.get(ChronoField.MONTH_OF_YEAR) == temporal.get(ChronoField.MONTH_OF_YEAR)) {
+					return rollbackToMidnight(temporal, result);
+				}
+				temporal = result;
+			}
+			return null;
 		};
 	}
 
diff --git a/spring-context/src/test/java/org/springframework/scheduling/support/CronExpressionTests.java b/spring-context/src/test/java/org/springframework/scheduling/support/CronExpressionTests.java
index 57372204cb..3c74291dc2 100644
--- a/spring-context/src/test/java/org/springframework/scheduling/support/CronExpressionTests.java
+++ b/spring-context/src/test/java/org/springframework/scheduling/support/CronExpressionTests.java
@@ -1,5 +1,5 @@
 /*
- * Copyright 2002-2024 the original author or authors.
+ * Copyright 2002-2025 the original author or authors.
  *
  * Licensed under the Apache License, Version 2.0 (the "License");
  * you may not use this file except in compliance with the License.
@@ -39,6 +39,7 @@ import static java.time.temporal.TemporalAdjusters.next;
 import static org.assertj.core.api.Assertions.assertThat;
 
 /**
+ * Tests for {@link CronExpression}.
  * @author Arjen Poutsma
  */
 class CronExpressionTests {
@@ -1092,6 +1093,20 @@ class CronExpressionTests {
 		assertThat(actual.getDayOfWeek()).isEqualTo(FRIDAY);
 	}
 
+	@Test
+	void quartz5thMondayOfTheMonthDayName() {
+		CronExpression expression = CronExpression.parse("0 0 0 ? * MON#5");
+
+		LocalDateTime last = LocalDateTime.of(2025, 1, 1, 0, 0, 0);
+
+		// first occurrence of 5 mondays in a month from last
+		LocalDateTime expected = LocalDateTime.of(2025, 3, 31, 0, 0, 0);
+		LocalDateTime actual = expression.next(last);
+		assertThat(actual).isNotNull();
+		assertThat(actual).isEqualTo(expected);
+		assertThat(actual.getDayOfWeek()).isEqualTo(MONDAY);
+	}
+
 	@Test
 	void quartzFifthWednesdayOfTheMonth() {
 		CronExpression expression = CronExpression.parse("0 0 0 ? * 3#5");