diff --git a/spring-expression/src/main/java/org/springframework/expression/spel/ast/OperatorMatches.java b/spring-expression/src/main/java/org/springframework/expression/spel/ast/OperatorMatches.java
index 0863716c182d..de277c68eaf6 100644
--- a/spring-expression/src/main/java/org/springframework/expression/spel/ast/OperatorMatches.java
+++ b/spring-expression/src/main/java/org/springframework/expression/spel/ast/OperatorMatches.java
@@ -47,7 +47,7 @@ public class OperatorMatches extends Operator {
 	 * Maximum number of characters permitted in a regular expression.
 	 * @since 5.2.23
 	 */
-	private static final int MAX_REGEX_LENGTH = 256;
+	private static final int MAX_REGEX_LENGTH = 1000;
 
 	private final ConcurrentMap<String, Pattern> patternCache;
 
diff --git a/spring-expression/src/test/java/org/springframework/expression/spel/EvaluationTests.java b/spring-expression/src/test/java/org/springframework/expression/spel/EvaluationTests.java
index 6b5f02a05b69..75d2a25f551f 100644
--- a/spring-expression/src/test/java/org/springframework/expression/spel/EvaluationTests.java
+++ b/spring-expression/src/test/java/org/springframework/expression/spel/EvaluationTests.java
@@ -201,18 +201,24 @@ void matchesWithPatternAccessThreshold() {
 
 	@Test
 	void matchesWithPatternLengthThreshold() {
-		String pattern = "(0123456789012345678901234567890123456789012345678901234567890123456789012345678901234567890123456789" +
-				"0123456789012345678901234567890123456789012345678901234567890123456789012345678901234567890123456789" +
-				"01234567890123456789012345678901234567890123456789|abc)";
-		assertThat(pattern).hasSize(256);
-		Expression expr = parser.parseExpression("'abc' matches '" + pattern + "'");
+		String pattern = String.format("^(%s|X)", repeat("12345", 199));
+		assertThat(pattern).hasSize(1000);
+		Expression expr = parser.parseExpression("'X' matches '" + pattern + "'");
 		assertThat(expr.getValue(context, Boolean.class)).isTrue();
 
 		pattern += "?";
-		assertThat(pattern).hasSize(257);
+		assertThat(pattern).hasSize(1001);
 		evaluateAndCheckError("'abc' matches '" + pattern + "'", Boolean.class, SpelMessage.MAX_REGEX_LENGTH_EXCEEDED);
 	}
 
+	private String repeat(String str, int count) {
+		String result = "";
+		for (int i = 0; i < count; i++) {
+			result += str;
+		}
+		return result;
+	}
+
 	// mixing operators
 	@Test
 	public void testMixingOperators01() {