diff --git a/.github/workflows/tests.yml b/.github/workflows/tests.yml
index 1a96d5a14892..59393429306b 100644
--- a/.github/workflows/tests.yml
+++ b/.github/workflows/tests.yml
@@ -34,16 +34,6 @@ jobs:
       - run: uv pip install -r requirements-tests.txt --system
       - run: python ./tests/check_typeshed_structure.py
 
-  new-syntax:
-    name: Ensure new syntax usage
-    runs-on: ubuntu-latest
-    steps:
-      - uses: actions/checkout@v4
-      - uses: actions/setup-python@v5
-        with:
-          python-version: "3.12"
-      - run: ./tests/check_new_syntax.py
-
   pytype:
     name: Run pytype against the stubs
     runs-on: ubuntu-latest
diff --git a/.pre-commit-config.yaml b/.pre-commit-config.yaml
index ba361da9d1ac..5dbeac0d84c6 100644
--- a/.pre-commit-config.yaml
+++ b/.pre-commit-config.yaml
@@ -37,7 +37,7 @@ repos:
       - id: flake8
         additional_dependencies:
           - "flake8-noqa==1.4.0" # must match requirements-tests.txt
-          - "flake8-pyi==24.4.0" # must match requirements-tests.txt
+          - "flake8-pyi==24.4.1" # must match requirements-tests.txt
         types: [file]
         types_or: [python, pyi]
   - repo: meta
diff --git a/requirements-tests.txt b/requirements-tests.txt
index eb9698f2ccf4..eaaa1f42ca6d 100644
--- a/requirements-tests.txt
+++ b/requirements-tests.txt
@@ -4,7 +4,7 @@
 black==24.3.0            # must match .pre-commit-config.yaml
 flake8==7.0.0            # must match .pre-commit-config.yaml
 flake8-noqa==1.4.0       # must match .pre-commit-config.yaml
-flake8-pyi==24.4.0       # must match .pre-commit-config.yaml
+flake8-pyi==24.4.1       # must match .pre-commit-config.yaml
 mypy==1.9.0
 pre-commit-hooks==4.5.0  # must match .pre-commit-config.yaml
 pyright==1.1.358
diff --git a/scripts/runtests.py b/scripts/runtests.py
index 219886aca867..7a17c299f01f 100755
--- a/scripts/runtests.py
+++ b/scripts/runtests.py
@@ -86,8 +86,6 @@ def main() -> None:
 
     print("\nRunning check_typeshed_structure.py...")
     check_structure_result = subprocess.run([sys.executable, "tests/check_typeshed_structure.py"])
-    print("\nRunning check_new_syntax.py...")
-    check_new_syntax_result = subprocess.run([sys.executable, "tests/check_new_syntax.py"])
 
     strict_params = _get_strict_params(path)
     print(f"\nRunning Pyright ({'stricter' if strict_params else 'base' } configs) for Python {python_version}...")
@@ -180,7 +178,6 @@ def main() -> None:
         [
             pre_commit_result.returncode,
             check_structure_result.returncode,
-            check_new_syntax_result.returncode,
             pyright_returncode,
             mypy_result.returncode,
             getattr(stubtest_result, "returncode", 0),
@@ -207,7 +204,6 @@ def main() -> None:
   that the autofixes did sensible things."""
         )
     print("Check structure:", _SUCCESS if check_structure_result.returncode == 0 else _FAILED)
-    print("Check new syntax:", _SUCCESS if check_new_syntax_result.returncode == 0 else _FAILED)
     if pyright_skipped:
         print("Pyright:", _SKIPPED)
     else:
diff --git a/tests/README.md b/tests/README.md
index ae48d19bcb0c..9826e9a58790 100644
--- a/tests/README.md
+++ b/tests/README.md
@@ -9,8 +9,6 @@ tests the stubs with [mypy](https://github.com/python/mypy/)
 stubs, guarding against accidental regressions.
 - `tests/check_typeshed_structure.py` checks that typeshed's directory
 structure and metadata files are correct.
-- `tests/check_new_syntax.py` contains linter-like checks to ensure
-that certain code conventions are followed.
 - `tests/stubtest_stdlib.py` checks standard library stubs against the
 objects at runtime.
 - `tests/stubtest_third_party.py` checks third-party stubs against the
diff --git a/tests/check_new_syntax.py b/tests/check_new_syntax.py
deleted file mode 100755
index 830d1f2e5e2f..000000000000
--- a/tests/check_new_syntax.py
+++ /dev/null
@@ -1,48 +0,0 @@
-#!/usr/bin/env python3
-
-from __future__ import annotations
-
-import ast
-import sys
-from itertools import chain
-from pathlib import Path
-
-
-def check_new_syntax(tree: ast.AST, path: Path, stub: str) -> list[str]:
-    errors: list[str] = []
-
-    class IfFinder(ast.NodeVisitor):
-        def visit_If(self, node: ast.If) -> None:
-            if (
-                isinstance(node.test, ast.Compare)
-                and ast.unparse(node.test).startswith("sys.version_info < ")
-                and node.orelse
-                and not (len(node.orelse) == 1 and isinstance(node.orelse[0], ast.If))  # elif statement (#6728)
-            ):
-                new_syntax = "if " + ast.unparse(node.test).replace("<", ">=", 1)
-                errors.append(
-                    f"{path}:{node.lineno}: When using if/else with sys.version_info, "
-                    f"put the code for new Python versions first, e.g. `{new_syntax}`"
-                )
-            self.generic_visit(node)
-
-    IfFinder().visit(tree)
-    return errors
-
-
-def main() -> None:
-    errors: list[str] = []
-    for path in chain(Path("stdlib").rglob("*.pyi"), Path("stubs").rglob("*.pyi")):
-        with open(path, encoding="UTF-8") as f:
-            stub = f.read()
-            tree = ast.parse(stub)
-        errors.extend(check_new_syntax(tree, path, stub))
-
-    if errors:
-        print("\n".join(errors))
-        sys.exit(1)
-
-
-if __name__ == "__main__":
-    assert sys.version_info >= (3, 9), "Python 3.9+ is required to run this test"
-    main()