diff --git a/mypy/test/testpep561.py b/mypy/test/testpep561.py
index b8a11d7fc8af..da5025faef03 100644
--- a/mypy/test/testpep561.py
+++ b/mypy/test/testpep561.py
@@ -46,6 +46,28 @@ def virtualenv(python_executable: str = sys.executable) -> Iterator[tuple[str, s
             yield venv_dir, os.path.abspath(os.path.join(venv_dir, "bin", "python"))
 
 
+def upgrade_pip(python_executable: str) -> None:
+    """Install pip>=21.3.1. Required for editable installs with PEP 660."""
+    if (
+        sys.version_info >= (3, 11)
+        or (3, 10, 3) <= sys.version_info < (3, 11)
+        or (3, 9, 11) <= sys.version_info < (3, 10)
+        or (3, 8, 13) <= sys.version_info < (3, 9)
+    ):
+        # Skip for more recent Python releases which come with pip>=21.3.1
+        # out of the box - for performance reasons.
+        return
+
+    install_cmd = [python_executable, "-m", "pip", "install", "pip>=21.3.1"]
+    try:
+        with filelock.FileLock(pip_lock, timeout=pip_timeout):
+            proc = subprocess.run(install_cmd, capture_output=True, env=os.environ)
+    except filelock.Timeout as err:
+        raise Exception(f"Failed to acquire {pip_lock}") from err
+    if proc.returncode != 0:
+        raise Exception(proc.stdout.decode("utf-8") + proc.stderr.decode("utf-8"))
+
+
 def install_package(
     pkg: str, python_executable: str = sys.executable, editable: bool = False
 ) -> None:
@@ -93,6 +115,9 @@ def test_pep561(testcase: DataDrivenTestCase) -> None:
     assert pkgs, "No packages to install for PEP 561 test?"
     with virtualenv(python) as venv:
         venv_dir, python_executable = venv
+        if editable:
+            # Editable installs with PEP 660 require pip>=21.3
+            upgrade_pip(python_executable)
         for pkg in pkgs:
             install_package(pkg, python_executable, editable)
 
diff --git a/test-requirements.txt b/test-requirements.txt
index 8aea01f9e996..51cd62d4064c 100644
--- a/test-requirements.txt
+++ b/test-requirements.txt
@@ -5,7 +5,6 @@ black==23.3.0  # must match version in .pre-commit-config.yaml
 filelock>=3.3.0
 isort[colors]==5.12.0; python_version >= "3.8"   # must match version in .pre-commit-config.yaml
 lxml>=4.9.1; (python_version<'3.11' or sys_platform!='win32') and python_version<'3.12'
-pip>=21.3.1
 pre-commit
 pre-commit-hooks==4.4.0
 psutil>=4.0