diff --git a/ext/node/ops/require.rs b/ext/node/ops/require.rs
index 43867053b0..7524fb43c7 100644
--- a/ext/node/ops/require.rs
+++ b/ext/node/ops/require.rs
@@ -529,12 +529,16 @@ where
     return Ok(None);
   };
 
-  let referrer = Url::from_file_path(parent_path).unwrap();
+  let referrer = if parent_path.is_empty() {
+    None
+  } else {
+    Some(Url::from_file_path(parent_path).unwrap())
+  };
   let r = node_resolver.package_exports_resolve(
     &pkg.path,
     &format!(".{expansion}"),
     exports,
-    Some(&referrer),
+    referrer.as_ref(),
     NodeModuleKind::Cjs,
     REQUIRE_CONDITIONS,
     NodeResolutionMode::Execution,
diff --git a/ext/node/polyfills/01_require.js b/ext/node/polyfills/01_require.js
index 5b0980c310..7935903a8d 100644
--- a/ext/node/polyfills/01_require.js
+++ b/ext/node/polyfills/01_require.js
@@ -523,17 +523,13 @@ function resolveExports(
     return;
   }
 
-  if (!parentPath) {
-    return false;
-  }
-
   return op_require_resolve_exports(
     usesLocalNodeModulesDir,
     modulesPath,
     request,
     name,
     expansion,
-    parentPath,
+    parentPath ?? "",
   ) ?? false;
 }
 
diff --git a/tests/registry/npm/@denotest/cjs-multiple-exports/1.0.0/package.json b/tests/registry/npm/@denotest/cjs-multiple-exports/1.0.0/package.json
new file mode 100644
index 0000000000..43f07a2351
--- /dev/null
+++ b/tests/registry/npm/@denotest/cjs-multiple-exports/1.0.0/package.json
@@ -0,0 +1,8 @@
+{
+  "name": "@denotest/cjs-multiple-exports",
+  "version": "1.0.0",
+  "exports": {
+    ".": "./src/index.js",
+    "./add": "./src/add.js"
+  }
+}
\ No newline at end of file
diff --git a/tests/registry/npm/@denotest/cjs-multiple-exports/1.0.0/src/add.js b/tests/registry/npm/@denotest/cjs-multiple-exports/1.0.0/src/add.js
new file mode 100644
index 0000000000..42c8a7c604
--- /dev/null
+++ b/tests/registry/npm/@denotest/cjs-multiple-exports/1.0.0/src/add.js
@@ -0,0 +1,3 @@
+module.exports = function add(a, b) {
+  return a + b;
+};
\ No newline at end of file
diff --git a/tests/registry/npm/@denotest/cjs-multiple-exports/1.0.0/src/index.js b/tests/registry/npm/@denotest/cjs-multiple-exports/1.0.0/src/index.js
new file mode 100644
index 0000000000..432ed652ed
--- /dev/null
+++ b/tests/registry/npm/@denotest/cjs-multiple-exports/1.0.0/src/index.js
@@ -0,0 +1,3 @@
+module.exports = {
+  hello: "world"
+};
\ No newline at end of file
diff --git a/tests/specs/node/require_export_from_parent_with_no_filename/__test__.jsonc b/tests/specs/node/require_export_from_parent_with_no_filename/__test__.jsonc
new file mode 100644
index 0000000000..a3de08e460
--- /dev/null
+++ b/tests/specs/node/require_export_from_parent_with_no_filename/__test__.jsonc
@@ -0,0 +1,13 @@
+{
+  "tempDir": true,
+  "steps": [
+    {
+      "args": "install",
+      "output": "[WILDCARD]"
+    },
+    {
+      "args": "run -A main.cjs",
+      "output": "3\n"
+    }
+  ]
+}
diff --git a/tests/specs/node/require_export_from_parent_with_no_filename/main.cjs b/tests/specs/node/require_export_from_parent_with_no_filename/main.cjs
new file mode 100644
index 0000000000..3335ae1bf9
--- /dev/null
+++ b/tests/specs/node/require_export_from_parent_with_no_filename/main.cjs
@@ -0,0 +1,16 @@
+const path = require("node:path");
+const Module = require("node:module");
+function requireFromString(code, filename) {
+  const paths = Module._nodeModulePaths((0, path.dirname)(filename));
+  const m = new Module(filename, module.parent);
+  m.paths = paths;
+  m._compile(code, filename);
+  return m.exports;
+}
+
+const code = `
+const add = require("@denotest/cjs-multiple-exports/add");
+
+console.log(add(1, 2));
+`;
+requireFromString(code, "fake.js");
diff --git a/tests/specs/node/require_export_from_parent_with_no_filename/package.json b/tests/specs/node/require_export_from_parent_with_no_filename/package.json
new file mode 100644
index 0000000000..9cd6438953
--- /dev/null
+++ b/tests/specs/node/require_export_from_parent_with_no_filename/package.json
@@ -0,0 +1,5 @@
+{
+  "dependencies": {
+    "@denotest/cjs-multiple-exports": "1.0.0"
+  }
+}