diff --git a/compiler/tests-common-new/tests/org/jetbrains/kotlin/test/services/JUnit5Assertions.kt b/compiler/tests-common-new/tests/org/jetbrains/kotlin/test/services/JUnit5Assertions.kt
index 502f7ce638a..62d566bad34 100644
--- a/compiler/tests-common-new/tests/org/jetbrains/kotlin/test/services/JUnit5Assertions.kt
+++ b/compiler/tests-common-new/tests/org/jetbrains/kotlin/test/services/JUnit5Assertions.kt
@@ -54,7 +54,7 @@ object JUnit5Assertions : AssertionsService() {
 
     override fun assertAll(exceptions: List<Throwable>) {
         exceptions.singleOrNull()?.let { throw it }
-        JUnit5PlatformAssertions.assertAll(exceptions.map { Executable { throw it } })
+        JUnit5PlatformAssertions.assertAll(exceptions.sortedWith(FileComparisonFailureFirst).map { Executable { throw it } })
     }
 
     override fun assertNotNull(value: Any?, message: (() -> String)?) {
@@ -68,4 +68,10 @@ object JUnit5Assertions : AssertionsService() {
     override fun fail(message: () -> String): Nothing {
         org.junit.jupiter.api.fail(message)
     }
+
+    private object FileComparisonFailureFirst : Comparator<Throwable> {
+        override fun compare(o1: Throwable?, o2: Throwable?): Int {
+            return if (o1 is FileComparisonFailure) -1 else 0
+        }
+    }
 }