diff --git a/libraries/scripting/jvm/src/kotlin/script/experimental/jvm/util/jvmClassLoaderUtil.kt b/libraries/scripting/jvm/src/kotlin/script/experimental/jvm/util/jvmClassLoaderUtil.kt
index 92abbdb9a68..3f82c3c4778 100644
--- a/libraries/scripting/jvm/src/kotlin/script/experimental/jvm/util/jvmClassLoaderUtil.kt
+++ b/libraries/scripting/jvm/src/kotlin/script/experimental/jvm/util/jvmClassLoaderUtil.kt
@@ -62,12 +62,14 @@ internal val pathElementPattern = if (File.separatorChar == '/') "[^/]*" else "[
 internal val pathSeparatorPattern = if (File.separatorChar == '/') "/" else "[/${File.separatorChar.escape()}]."
 internal val specialPatternChars = patternCharsToEscape + pathSeparatorChars
 
+private fun String.toUniversalSeparator(): String = if (File.separatorChar == '/') this else replace(File.separatorChar, '/')
+
 internal fun forAllMatchingFilesInDirectory(baseDir: File, namePattern: String, body: (String, InputStream) -> Unit) {
     val patternStart = namePattern.indexOfAny(wildcardChars)
     if (patternStart < 0) {
         // assuming a single file
         baseDir.resolve(namePattern).takeIf { it.exists() && it.isFile }?.let { file ->
-            body(file.relativeToOrSelf(baseDir).path, file.inputStream())
+            body(file.relativeToOrSelf(baseDir).path.toUniversalSeparator(), file.inputStream())
         }
     } else {
         val patternDirStart = namePattern.lastIndexOfAny(pathSeparatorChars, patternStart)
@@ -77,7 +79,7 @@ internal fun forAllMatchingFilesInDirectory(baseDir: File, namePattern: String,
             root.walkTopDown().filter {
                 re.matches(it.relativeToOrSelf(root).path)
             }.forEach { file ->
-                body(file.relativeToOrSelf(baseDir).path, file.inputStream())
+                body(file.relativeToOrSelf(baseDir).path.toUniversalSeparator(), file.inputStream())
             }
         }
     }
diff --git a/libraries/scripting/jvm/test/kotlin/script/experimental/jvm/test/utilsTest.kt b/libraries/scripting/jvm/test/kotlin/script/experimental/jvm/test/utilsTest.kt
index 2302f3bf40e..c158ff9d538 100644
--- a/libraries/scripting/jvm/test/kotlin/script/experimental/jvm/test/utilsTest.kt
+++ b/libraries/scripting/jvm/test/kotlin/script/experimental/jvm/test/utilsTest.kt
@@ -18,7 +18,7 @@ class UtilsTest : TestCase() {
     fun testPatternConversionWildcards() {
         assertPattern("a${pathSeparatorPattern}b\\.$pathElementPattern", "a/b.*")
         assertPattern("a$pathSeparatorPattern$pathElementPattern\\.txt", "a/*.txt")
-        assertPattern("a$pathSeparatorPattern.*/b", "a/**/b")
+        assertPattern("a$pathSeparatorPattern.*${pathSeparatorPattern}b", "a/**/b")
         assertPattern("a${pathSeparatorPattern}b.\\.txt", "a/b?.txt")
         assertPattern("$pathElementPattern/b\\.txt", "*/b.txt")
         assertPattern(".*${pathSeparatorPattern}b\\.txt", "**/b.txt")