diff --git a/spring-boot-project/spring-boot-tools/spring-boot-loader-tools/src/main/java/org/springframework/boot/loader/tools/RunProcess.java b/spring-boot-project/spring-boot-tools/spring-boot-loader-tools/src/main/java/org/springframework/boot/loader/tools/RunProcess.java
index c4438a06f89..1c35c755592 100644
--- a/spring-boot-project/spring-boot-tools/spring-boot-loader-tools/src/main/java/org/springframework/boot/loader/tools/RunProcess.java
+++ b/spring-boot-project/spring-boot-tools/spring-boot-loader-tools/src/main/java/org/springframework/boot/loader/tools/RunProcess.java
@@ -113,13 +113,33 @@ public class RunProcess {
 	 * @return {@code true} if stopped
 	 */
 	public boolean handleSigInt() {
-		// if the process has just ended, probably due to this SIGINT, consider handled.
-		if (hasJustEnded()) {
+		if (allowChildToHandleSigInt()) {
 			return true;
 		}
 		return doKill();
 	}
 
+	private boolean allowChildToHandleSigInt() {
+		Process process = this.process;
+		if (process == null) {
+			return true;
+		}
+		long end = System.currentTimeMillis() + 5000;
+		while (System.currentTimeMillis() < end) {
+			if (!process.isAlive()) {
+				return true;
+			}
+			try {
+				Thread.sleep(500);
+			}
+			catch (InterruptedException ex) {
+				Thread.currentThread().interrupt();
+				return false;
+			}
+		}
+		return false;
+	}
+
 	/**
 	 * Kill this process.
 	 */