diff --git a/jupyter_server_proxy/standalone/__init__.py b/jupyter_server_proxy/standalone/__init__.py
index 3ce43754..521d733d 100644
--- a/jupyter_server_proxy/standalone/__init__.py
+++ b/jupyter_server_proxy/standalone/__init__.py
@@ -1,3 +1,5 @@
+from __future__ import annotations  # For Python 3.8 compatibility
+
 import argparse
 import logging
 import os
diff --git a/jupyter_server_proxy/standalone/proxy.py b/jupyter_server_proxy/standalone/proxy.py
index a00181fd..24ea63e9 100644
--- a/jupyter_server_proxy/standalone/proxy.py
+++ b/jupyter_server_proxy/standalone/proxy.py
@@ -1,3 +1,5 @@
+from __future__ import annotations  # For Python 3.8 compatibility
+
 import os
 import re
 import ssl
@@ -157,7 +159,7 @@ def __init__(self, *args, **kwargs):
     app = Application(
         [
             # Redirects from the JupyterHub might not contain a slash
-            (f"^{escaped_prefix}$", RedirectHandler, dict(url=f"^{escaped_prefix}/")),
+            (f"^{escaped_prefix}$", RedirectHandler, dict(url=f"{escaped_prefix}/")),
             (f"^{escaped_prefix}/oauth_callback", HubOAuthCallbackHandler),
             (
                 f"^{escaped_prefix}/(.*)",
diff --git a/pyproject.toml b/pyproject.toml
index eff97013..07ebe3f5 100644
--- a/pyproject.toml
+++ b/pyproject.toml
@@ -52,6 +52,7 @@ dependencies = [
 
 [project.optional-dependencies]
 test = [
+    "jupyter-server-proxy[standalone]",
     "pytest",
     "pytest-asyncio",
     "pytest-cov",
diff --git a/tests/test_standalone.py b/tests/test_standalone.py
new file mode 100644
index 00000000..f630bb44
--- /dev/null
+++ b/tests/test_standalone.py
@@ -0,0 +1,125 @@
+import sys
+from pathlib import Path
+
+import pytest
+from tornado import testing
+
+from jupyter_server_proxy.standalone import _default_address_and_port, make_proxy_app
+
+"""
+Test if address and port are identified correctly
+"""
+
+
+def test_address_and_port_with_http_address(monkeypatch):
+    monkeypatch.setenv("JUPYTERHUB_SERVICE_URL", "http://localhost/")
+    address, port = _default_address_and_port()
+
+    assert address == "localhost"
+    assert port == 80
+
+
+def test_address_and_port_with_https_address(monkeypatch):
+    monkeypatch.setenv("JUPYTERHUB_SERVICE_URL", "https://localhost/")
+    address, port = _default_address_and_port()
+
+    assert address == "localhost"
+    assert port == 443
+
+
+def test_address_and_port_with_address_and_port(monkeypatch):
+    monkeypatch.setenv("JUPYTERHUB_SERVICE_URL", "http://localhost:7777/")
+    address, port = _default_address_and_port()
+
+    assert address == "localhost"
+    assert port == 7777
+
+
+def make_app(unix_socket: bool, skip_authentication: bool):
+    command = [
+        sys.executable,
+        str(Path(__file__).parent / "resources" / "httpinfo.py"),
+        "--port={port}",
+        "--unix-socket={unix_socket}",
+    ]
+
+    return make_proxy_app(
+        command=command,
+        prefix="/some/prefix",
+        port=0,
+        unix_socket=unix_socket,
+        environment={},
+        mappath={},
+        timeout=60,
+        skip_authentication=skip_authentication,
+        debug=True,
+        websocket_max_message_size=0,
+    )
+
+
+class TestStandaloneProxyRedirect(testing.AsyncHTTPTestCase):
+    """
+    Ensure requests are proxied to the application. We need to disable authentication here,
+    as we do not want to be redirected to the JupyterHub Login.
+    """
+
+    runTest = None  # Required for Tornado 6.1
+
+    def get_app(self):
+        return make_app(False, True)
+
+    def test_add_slash(self):
+        response = self.fetch("/some/prefix", follow_redirects=False)
+
+        assert response.code == 301
+        assert response.headers.get("Location") == "/some/prefix/"
+
+    def test_without_prefix(self):
+        response = self.fetch("/some/other/prefix")
+
+        assert response.code == 404
+
+    def test_on_prefix(self):
+        response = self.fetch("/some/prefix/")
+        assert response.code == 200
+
+        body = response.body.decode()
+        assert body.startswith("GET /")
+        assert "X-Forwarded-Context: /some/prefix/" in body
+        assert "X-Proxycontextpath: /some/prefix/" in body
+
+
+@pytest.mark.skipif(
+    sys.platform == "win32", reason="Unix socket not supported on Windows"
+)
+class TestStandaloneProxyWithUnixSocket(testing.AsyncHTTPTestCase):
+    runTest = None  # Required for Tornado 6.1
+
+    def get_app(self):
+        return make_app(True, True)
+
+    def test_with_unix_socket(self):
+        response = self.fetch("/some/prefix/")
+        assert response.code == 200
+
+        body = response.body.decode()
+        assert body.startswith("GET /")
+        assert "X-Forwarded-Context: /some/prefix/" in body
+        assert "X-Proxycontextpath: /some/prefix/" in body
+
+
+class TestStandaloneProxyLogin(testing.AsyncHTTPTestCase):
+    """
+    Ensure we redirect to JupyterHub login when authentication is enabled
+    """
+
+    runTest = None  # Required for Tornado 6.1
+
+    def get_app(self):
+        return make_app(False, False)
+
+    def test_redirect_to_login_url(self):
+        response = self.fetch("/some/prefix/", follow_redirects=False)
+
+        assert response.code == 302
+        assert "Location" in response.headers