diff --git a/spring-boot-tools/spring-boot-loader/src/main/java/org/springframework/boot/loader/jar/JarURLConnection.java b/spring-boot-tools/spring-boot-loader/src/main/java/org/springframework/boot/loader/jar/JarURLConnection.java
index 584bce227cdd..6630634b16fb 100644
--- a/spring-boot-tools/spring-boot-loader/src/main/java/org/springframework/boot/loader/jar/JarURLConnection.java
+++ b/spring-boot-tools/spring-boot-loader/src/main/java/org/springframework/boot/loader/jar/JarURLConnection.java
@@ -36,6 +36,7 @@
  *
  * @author Phillip Webb
  * @author Andy Wilkinson
+ * @author Rostyslav Dudka
  */
 final class JarURLConnection extends java.net.JarURLConnection {
 
@@ -234,6 +235,21 @@ public Permission getPermission() throws IOException {
 		return this.permission;
 	}
 
+	@Override
+	public long getLastModified() {
+		int defaultTime = 0;
+		if (this.jarFile == null || this.jarEntryName.isEmpty()) {
+			return defaultTime;
+		}
+		try {
+			JarEntry entry = getJarEntry();
+			return (entry == null ? defaultTime : entry.getTime());
+		}
+		catch (IOException ex) {
+			return defaultTime;
+		}
+	}
+
 	static void setUseFastExceptions(boolean useFastExceptions) {
 		JarURLConnection.useFastExceptions.set(useFastExceptions);
 	}
diff --git a/spring-boot-tools/spring-boot-loader/src/test/java/org/springframework/boot/loader/jar/JarURLConnectionTests.java b/spring-boot-tools/spring-boot-loader/src/test/java/org/springframework/boot/loader/jar/JarURLConnectionTests.java
index 15c6df1a6484..ea73baf41eab 100644
--- a/spring-boot-tools/spring-boot-loader/src/test/java/org/springframework/boot/loader/jar/JarURLConnectionTests.java
+++ b/spring-boot-tools/spring-boot-loader/src/test/java/org/springframework/boot/loader/jar/JarURLConnectionTests.java
@@ -35,6 +35,7 @@
  *
  * @author Andy Wilkinson
  * @author Phillip Webb
+ * @author Rostyslav Dudka
  */
 public class JarURLConnectionTests {
 
@@ -150,6 +151,14 @@ public void getContentLengthLongReturnsLengthOfUnderlyingEntry() throws Exceptio
 		assertThat(url.openConnection().getContentLengthLong()).isEqualTo(1);
 	}
 
+	@Test
+	public void getLastModifiedReturnsLastModifiedTimeOfJarEntry() throws Exception {
+		URL url = new URL("jar:file:" + getAbsolutePath() + "!/1.dat");
+		JarURLConnection connection = JarURLConnection.get(url, this.jarFile);
+		assertThat(connection.getLastModified())
+				.isEqualTo(connection.getJarEntry().getTime());
+	}
+
 	private String getAbsolutePath() {
 		return this.rootJarFile.getAbsolutePath().replace('\\', '/');
 	}