diff --git a/spring-boot-project/spring-boot/src/main/java/org/springframework/boot/context/logging/LoggingApplicationListener.java b/spring-boot-project/spring-boot/src/main/java/org/springframework/boot/context/logging/LoggingApplicationListener.java
index d2b6a987c4..27b1a5fea2 100644
--- a/spring-boot-project/spring-boot/src/main/java/org/springframework/boot/context/logging/LoggingApplicationListener.java
+++ b/spring-boot-project/spring-boot/src/main/java/org/springframework/boot/context/logging/LoggingApplicationListener.java
@@ -16,6 +16,7 @@
 
 package org.springframework.boot.context.logging;
 
+import java.io.FileNotFoundException;
 import java.util.Collections;
 import java.util.List;
 import java.util.Map;
@@ -53,7 +54,6 @@ import org.springframework.core.env.Environment;
 import org.springframework.core.log.LogMessage;
 import org.springframework.util.LinkedMultiValueMap;
 import org.springframework.util.MultiValueMap;
-import org.springframework.util.ResourceUtils;
 import org.springframework.util.StringUtils;
 
 /**
@@ -307,13 +307,17 @@ public class LoggingApplicationListener implements GenericApplicationListener {
 		}
 		else {
 			try {
-				ResourceUtils.getURL(logConfig).openStream().close();
 				system.initialize(initializationContext, logConfig, logFile);
 			}
 			catch (Exception ex) {
+				Throwable exceptionToReport = ex;
+				while (exceptionToReport != null && !(exceptionToReport instanceof FileNotFoundException)) {
+					exceptionToReport = exceptionToReport.getCause();
+				}
+				exceptionToReport = (exceptionToReport != null) ? exceptionToReport : ex;
 				// NOTE: We can't use the logger here to report the problem
 				System.err.println("Logging system failed to initialize using configuration from '" + logConfig + "'");
-				ex.printStackTrace(System.err);
+				exceptionToReport.printStackTrace(System.err);
 				throw new IllegalStateException(ex);
 			}
 		}
diff --git a/spring-boot-project/spring-boot/src/test/java/org/springframework/boot/context/logging/LoggingApplicationListenerTests.java b/spring-boot-project/spring-boot/src/test/java/org/springframework/boot/context/logging/LoggingApplicationListenerTests.java
index 8fbf491f56..c102dd85c0 100644
--- a/spring-boot-project/spring-boot/src/test/java/org/springframework/boot/context/logging/LoggingApplicationListenerTests.java
+++ b/spring-boot-project/spring-boot/src/test/java/org/springframework/boot/context/logging/LoggingApplicationListenerTests.java
@@ -173,9 +173,10 @@ class LoggingApplicationListenerTests {
 		addPropertiesToEnvironment(this.context, "logging.config=doesnotexist.xml");
 		assertThatIllegalStateException().isThrownBy(() -> {
 			this.initializer.initialize(this.context.getEnvironment(), this.context.getClassLoader());
-			assertThat(this.output)
-					.contains("Logging system failed to initialize using configuration from 'doesnotexist.xml'");
 		});
+		assertThat(this.output)
+				.contains("Logging system failed to initialize using configuration from 'doesnotexist.xml'")
+				.doesNotContain("JoranException");
 	}
 
 	@Test