diff --git a/.github/workflows/python-deps.yml b/.github/workflows/python-deps.yml
new file mode 100644
index 000000000..dba136bf8
--- /dev/null
+++ b/.github/workflows/python-deps.yml
@@ -0,0 +1,81 @@
+name: Test Python Package Installation
+
+on:
+  push:
+    branches: [main, v1]
+  pull_request:
+
+jobs:
+
+  test-setup-python-scripts:
+    runs-on: ubuntu-latest
+    strategy:
+        fail-fast: false
+        matrix:
+          include:
+            - test_dir: python-setup/tests/pipenv/requests-2
+              test_script: $GITHUB_WORKSPACE/python-setup/tests/check_requests_123.sh 2
+            - test_dir: python-setup/tests/pipenv/requests-3
+              test_script: $GITHUB_WORKSPACE/python-setup/tests/check_requests_123.sh 3
+
+            - test_dir: python-setup/tests/poetry/requests-2
+              test_script: $GITHUB_WORKSPACE/python-setup/tests/check_requests_123.sh 2
+            - test_dir: python-setup/tests/poetry/requests-3
+              test_script: $GITHUB_WORKSPACE/python-setup/tests/check_requests_123.sh 3
+
+            - test_dir: python-setup/tests/requirements/requests-2
+              test_script: $GITHUB_WORKSPACE/python-setup/tests/check_requests_123.sh 2
+            - test_dir: python-setup/tests/requirements/requests-3
+              test_script: $GITHUB_WORKSPACE/python-setup/tests/check_requests_123.sh 3
+
+            - test_dir: python-setup/tests/setup_py/requests-2
+              test_script: $GITHUB_WORKSPACE/python-setup/tests/check_requests_123.sh 2
+            - test_dir: python-setup/tests/setup_py/requests-3
+              test_script: $GITHUB_WORKSPACE/python-setup/tests/check_requests_123.sh 3
+
+            # This one shouldn't fail, but also won't install packages
+            - test_dir: python-setup/tests/requirements/non-standard-location
+              test_script: test -z $LGTM_INDEX_IMPORT_PATH
+
+            # All of these should fail
+            - test_dir: python-setup/tests/pipenv/python-version-not-available
+              test_script: /bin/false
+            - test_dir: python-setup/tests/poetry/python-version-not-available
+              test_script: /bin/false
+            - test_dir: python-setup/tests/requirements/invalid-package
+              test_script: /bin/false
+            - test_dir: python-setup/tests/requirements/invalid-version
+              test_script: /bin/false
+            - test_dir: python-setup/tests/setup_py/invalid-version
+              test_script: /bin/false
+            - test_dir: python-setup/tests/setup_py/invalid-file
+              test_script: /bin/false
+            - test_dir: python-setup/tests/setup_py/extra-require-not-installed
+              test_script: $GITHUB_WORKSPACE/python-setup/tests/check_requests_123.sh 3
+            - test_dir: python-setup/tests/setup_py/wrong-python-version
+              test_script: /bin/false
+
+    steps:
+    # Checks-out your repository under $GITHUB_WORKSPACE, so your job can access it
+    - uses: actions/checkout@v2
+
+    - name: Initialize CodeQL
+      uses: github/codeql-action/init@v1
+      with:
+        languages: python
+
+    - name: Test Auto Package Installation
+      run: |
+        set -x
+        $GITHUB_WORKSPACE/python-setup/install_tools.sh
+        echo -e '\n\n\n\n\n' && sleep 0.5
+        cd $GITHUB_WORKSPACE/${{ matrix.test_dir }}
+        $GITHUB_WORKSPACE/python-setup/auto_install_packages.py /opt/hostedtoolcache/CodeQL/0.0.0-20200826/x64/codeql/
+    - name: Setup for extractor
+      run: |
+        echo $CODEQL_PYTHON
+        # only run if $CODEQL_PYTHON is set
+        test ! -z $CODEQL_PYTHON && $GITHUB_WORKSPACE/python-setup/tests/from_python_exe.py $CODEQL_PYTHON || /bin/true
+    - name: Verify packages installed
+      run: |
+        ${{ matrix.test_script }}
\ No newline at end of file
diff --git a/python-setup/tests/check_requests_123.sh b/python-setup/tests/check_requests_123.sh
new file mode 100644
index 000000000..f44eb8093
--- /dev/null
+++ b/python-setup/tests/check_requests_123.sh
@@ -0,0 +1,32 @@
+#!/bin/bash
+
+set -e
+
+SCRIPTDIR="$( cd "$( dirname "${BASH_SOURCE[0]}" )" >/dev/null 2>&1 && pwd )"
+
+EXPECTED_VERSION=$1
+
+FOUND_VERSION="$LGTM_PYTHON_SETUP_VERSION"
+FOUND_PYTHONPATH="$LGTM_INDEX_IMPORT_PATH"
+
+echo "FOUND_VERSION=${FOUND_VERSION} FOUND_PYTHONPATH=${FOUND_PYTHONPATH} "
+
+if [[ $FOUND_VERSION != $EXPECTED_VERSION ]]; then
+    echo "Script told us to use Python ${FOUND_VERSION}, but expected ${EXPECTED_VERSION}"
+    exit 1
+else
+    echo "Script told us to use Python ${FOUND_VERSION}, which was expected"
+fi
+
+PYTHON_EXE="python${EXPECTED_VERSION}"
+
+INSTALLED_REQUESTS_VERSION=$(PYTHONPATH="${FOUND_PYTHONPATH}" "${PYTHON_EXE}" -c 'import requests; print(requests.__version__)')
+
+EXPECTED_REQUESTS="1.2.3"
+
+if [[ "$INSTALLED_REQUESTS_VERSION" != "$EXPECTED_REQUESTS" ]]; then
+    echo "Using ${FOUND_PYTHONPATH} as PYTHONPATH, we found version $INSTALLED_REQUESTS_VERSION of requests, but expected $EXPECTED_REQUESTS"
+    exit 1
+else
+    echo "Using ${FOUND_PYTHONPATH} as PYTHONPATH, we found version $INSTALLED_REQUESTS_VERSION of requests, which was expected"
+fi
\ No newline at end of file
diff --git a/python-setup/tests/from_python_exe.py b/python-setup/tests/from_python_exe.py
new file mode 100644
index 000000000..69e2e873e
--- /dev/null
+++ b/python-setup/tests/from_python_exe.py
@@ -0,0 +1,31 @@
+#!/usr/bin/env python3
+
+import sys
+import subprocess
+from typing import Tuple
+
+def get_details(path_to_python_exe: str) -> Tuple[str, str]:
+    import_path = subprocess.check_output(
+        [
+            path_to_python_exe,
+            "-c",
+            "import os; import pip; print(os.path.dirname(os.path.dirname(pip.__file__)))",
+        ],
+        stdin=subprocess.DEVNULL,
+    )
+    version = subprocess.check_output(
+        [path_to_python_exe, "-c", "import sys; print(sys.version_info[0])"],
+        stdin=subprocess.DEVNULL,
+    )
+
+    return version.decode("utf-8").strip(), import_path.decode("utf-8").strip()
+
+
+if __name__ == "__main__":
+    version, import_path = get_details(sys.argv[1])
+
+    print("Setting LGTM_PYTHON_SETUP_VERSION={}".format(version))
+    print("::set-env name=LGTM_PYTHON_SETUP_VERSION::{}".format(version))
+
+    print("Setting LGTM_INDEX_IMPORT_PATH={}".format(import_path))
+    print("::set-env name=LGTM_INDEX_IMPORT_PATH::{}".format(import_path))
\ No newline at end of file
diff --git a/python-setup/tests/pipenv/python-3.8/Pipfile b/python-setup/tests/pipenv/python-3.8/Pipfile
new file mode 100644
index 000000000..b799f0f56
--- /dev/null
+++ b/python-setup/tests/pipenv/python-3.8/Pipfile
@@ -0,0 +1,12 @@
+[[source]]
+name = "pypi"
+url = "https://pypi.org/simple"
+verify_ssl = true
+
+[dev-packages]
+
+[packages]
+requests = "*"
+
+[requires]
+python_version = "3.8"
diff --git a/python-setup/tests/pipenv/python-3.8/Pipfile.lock b/python-setup/tests/pipenv/python-3.8/Pipfile.lock
new file mode 100644
index 000000000..519591de8
--- /dev/null
+++ b/python-setup/tests/pipenv/python-3.8/Pipfile.lock
@@ -0,0 +1,28 @@
+{
+    "_meta": {
+        "hash": {
+            "sha256": "2296b1fab66570fa3660c5e6a4e923332dcd7785814624c584be6623bc62c0e7"
+        },
+        "pipfile-spec": 6,
+        "requires": {
+            "python_version": "3.8"
+        },
+        "sources": [
+            {
+                "name": "pypi",
+                "url": "https://pypi.org/simple",
+                "verify_ssl": true
+            }
+        ]
+    },
+    "default": {
+        "requests": {
+            "hashes": [
+                "sha256:156bf3ec27ba9ec7e0cf8fbe02808718099d218de403eb64a714d73ba1a29ab1"
+            ],
+            "index": "pypi",
+            "version": "==1.2.3"
+        }
+    },
+    "develop": {}
+}
diff --git a/python-setup/tests/pipenv/python-version-not-available/Pipfile b/python-setup/tests/pipenv/python-version-not-available/Pipfile
new file mode 100644
index 000000000..336c2301b
--- /dev/null
+++ b/python-setup/tests/pipenv/python-version-not-available/Pipfile
@@ -0,0 +1,12 @@
+[[source]]
+name = "pypi"
+url = "https://pypi.org/simple"
+verify_ssl = true
+
+[dev-packages]
+
+[packages]
+requests = "*"
+
+[requires]
+python_version = "3.100"
diff --git a/python-setup/tests/pipenv/python-version-not-available/Pipfile.lock b/python-setup/tests/pipenv/python-version-not-available/Pipfile.lock
new file mode 100644
index 000000000..519591de8
--- /dev/null
+++ b/python-setup/tests/pipenv/python-version-not-available/Pipfile.lock
@@ -0,0 +1,28 @@
+{
+    "_meta": {
+        "hash": {
+            "sha256": "2296b1fab66570fa3660c5e6a4e923332dcd7785814624c584be6623bc62c0e7"
+        },
+        "pipfile-spec": 6,
+        "requires": {
+            "python_version": "3.8"
+        },
+        "sources": [
+            {
+                "name": "pypi",
+                "url": "https://pypi.org/simple",
+                "verify_ssl": true
+            }
+        ]
+    },
+    "default": {
+        "requests": {
+            "hashes": [
+                "sha256:156bf3ec27ba9ec7e0cf8fbe02808718099d218de403eb64a714d73ba1a29ab1"
+            ],
+            "index": "pypi",
+            "version": "==1.2.3"
+        }
+    },
+    "develop": {}
+}
diff --git a/python-setup/tests/pipenv/requests-2/Pipfile b/python-setup/tests/pipenv/requests-2/Pipfile
new file mode 100644
index 000000000..c9450bcf7
--- /dev/null
+++ b/python-setup/tests/pipenv/requests-2/Pipfile
@@ -0,0 +1,12 @@
+[[source]]
+name = "pypi"
+url = "https://pypi.org/simple"
+verify_ssl = true
+
+[dev-packages]
+
+[packages]
+requests = "*"
+
+[requires]
+python_version = "2.7"
diff --git a/python-setup/tests/pipenv/requests-2/Pipfile.lock b/python-setup/tests/pipenv/requests-2/Pipfile.lock
new file mode 100644
index 000000000..789382967
--- /dev/null
+++ b/python-setup/tests/pipenv/requests-2/Pipfile.lock
@@ -0,0 +1,28 @@
+{
+    "_meta": {
+        "hash": {
+            "sha256": "fba50410545d38a2f88b8d6964eb292055389e363b5c75a56b01ec80e7de14c1"
+        },
+        "pipfile-spec": 6,
+        "requires": {
+            "python_version": "2.7"
+        },
+        "sources": [
+            {
+                "name": "pypi",
+                "url": "https://pypi.org/simple",
+                "verify_ssl": true
+            }
+        ]
+    },
+    "default": {
+        "requests": {
+            "hashes": [
+                "sha256:156bf3ec27ba9ec7e0cf8fbe02808718099d218de403eb64a714d73ba1a29ab1"
+            ],
+            "index": "pypi",
+            "version": "==1.2.3"
+        }
+    },
+    "develop": {}
+}
diff --git a/python-setup/tests/pipenv/requests-3/Pipfile b/python-setup/tests/pipenv/requests-3/Pipfile
new file mode 100644
index 000000000..fcab73720
--- /dev/null
+++ b/python-setup/tests/pipenv/requests-3/Pipfile
@@ -0,0 +1,11 @@
+[[source]]
+name = "pypi"
+url = "https://pypi.org/simple"
+verify_ssl = true
+
+[dev-packages]
+
+[packages]
+requests = "*"
+
+[requires]
diff --git a/python-setup/tests/pipenv/requests-3/Pipfile.lock b/python-setup/tests/pipenv/requests-3/Pipfile.lock
new file mode 100644
index 000000000..519591de8
--- /dev/null
+++ b/python-setup/tests/pipenv/requests-3/Pipfile.lock
@@ -0,0 +1,28 @@
+{
+    "_meta": {
+        "hash": {
+            "sha256": "2296b1fab66570fa3660c5e6a4e923332dcd7785814624c584be6623bc62c0e7"
+        },
+        "pipfile-spec": 6,
+        "requires": {
+            "python_version": "3.8"
+        },
+        "sources": [
+            {
+                "name": "pypi",
+                "url": "https://pypi.org/simple",
+                "verify_ssl": true
+            }
+        ]
+    },
+    "default": {
+        "requests": {
+            "hashes": [
+                "sha256:156bf3ec27ba9ec7e0cf8fbe02808718099d218de403eb64a714d73ba1a29ab1"
+            ],
+            "index": "pypi",
+            "version": "==1.2.3"
+        }
+    },
+    "develop": {}
+}
diff --git a/python-setup/tests/poetry/python-3.8/poetry.lock b/python-setup/tests/poetry/python-3.8/poetry.lock
new file mode 100644
index 000000000..cda1a33c2
--- /dev/null
+++ b/python-setup/tests/poetry/python-3.8/poetry.lock
@@ -0,0 +1,16 @@
+[[package]]
+category = "main"
+description = "Python HTTP for Humans."
+name = "requests"
+optional = false
+python-versions = "^3.8"
+version = "1.2.3"
+
+[metadata]
+content-hash = "b1abdce30bbdad3ac786dafe6840129df522cae3c5988f9ba8061320e3c1a34e"
+python-versions = "^3.8"
+
+[metadata.files]
+requests = [
+    {file = "requests-1.2.3.tar.gz", hash = "sha256:156bf3ec27ba9ec7e0cf8fbe02808718099d218de403eb64a714d73ba1a29ab1"},
+]
diff --git a/python-setup/tests/poetry/python-3.8/pyproject.toml b/python-setup/tests/poetry/python-3.8/pyproject.toml
new file mode 100644
index 000000000..8d82c19db
--- /dev/null
+++ b/python-setup/tests/poetry/python-3.8/pyproject.toml
@@ -0,0 +1,15 @@
+[tool.poetry]
+name = "autoinstall-test"
+version = "0.1.0"
+description = ""
+authors = ["Your Name <you@example.com>"]
+
+[tool.poetry.dependencies]
+python = "^3.8"
+requests = "*"
+
+[tool.poetry.dev-dependencies]
+
+[build-system]
+requires = ["poetry>=0.12"]
+build-backend = "poetry.masonry.api"
diff --git a/python-setup/tests/poetry/python-version-not-available/poetry.lock b/python-setup/tests/poetry/python-version-not-available/poetry.lock
new file mode 100644
index 000000000..6db68ee77
--- /dev/null
+++ b/python-setup/tests/poetry/python-version-not-available/poetry.lock
@@ -0,0 +1,16 @@
+[[package]]
+category = "main"
+description = "Python HTTP for Humans."
+name = "requests"
+optional = false
+python-versions = "^3.100"
+version = "1.2.3"
+
+[metadata]
+content-hash = "b1abdce30bbdad3ac786dafe6840129df522cae3c5988f9ba8061320e3c1a34e"
+python-versions = "^3.100"
+
+[metadata.files]
+requests = [
+    {file = "requests-1.2.3.tar.gz", hash = "sha256:156bf3ec27ba9ec7e0cf8fbe02808718099d218de403eb64a714d73ba1a29ab1"},
+]
diff --git a/python-setup/tests/poetry/python-version-not-available/pyproject.toml b/python-setup/tests/poetry/python-version-not-available/pyproject.toml
new file mode 100644
index 000000000..86007afea
--- /dev/null
+++ b/python-setup/tests/poetry/python-version-not-available/pyproject.toml
@@ -0,0 +1,15 @@
+[tool.poetry]
+name = "autoinstall-test"
+version = "0.1.0"
+description = ""
+authors = ["Your Name <you@example.com>"]
+
+[tool.poetry.dependencies]
+python = "^3.100"
+requests = "*"
+
+[tool.poetry.dev-dependencies]
+
+[build-system]
+requires = ["poetry>=0.12"]
+build-backend = "poetry.masonry.api"
diff --git a/python-setup/tests/poetry/requests-2/poetry.lock b/python-setup/tests/poetry/requests-2/poetry.lock
new file mode 100644
index 000000000..c16b09b4c
--- /dev/null
+++ b/python-setup/tests/poetry/requests-2/poetry.lock
@@ -0,0 +1,16 @@
+[[package]]
+category = "main"
+description = "Python HTTP for Humans."
+name = "requests"
+optional = false
+python-versions = "*"
+version = "1.2.3"
+
+[metadata]
+content-hash = "b8c27a00aece20cb2ff6b3dcd394b1b5ef5e4acc3d7a059cfeb9f9cc11c9eff4"
+python-versions = "^2.7"
+
+[metadata.files]
+requests = [
+    {file = "requests-1.2.3.tar.gz", hash = "sha256:156bf3ec27ba9ec7e0cf8fbe02808718099d218de403eb64a714d73ba1a29ab1"},
+]
diff --git a/python-setup/tests/poetry/requests-2/pyproject.toml b/python-setup/tests/poetry/requests-2/pyproject.toml
new file mode 100644
index 000000000..890d59147
--- /dev/null
+++ b/python-setup/tests/poetry/requests-2/pyproject.toml
@@ -0,0 +1,15 @@
+[tool.poetry]
+name = "autoinstall-test"
+version = "0.1.0"
+description = ""
+authors = ["Your Name <you@example.com>"]
+
+[tool.poetry.dependencies]
+python = "^2.7"
+requests = "*"
+
+[tool.poetry.dev-dependencies]
+
+[build-system]
+requires = ["poetry>=0.12"]
+build-backend = "poetry.masonry.api"
diff --git a/python-setup/tests/poetry/requests-3/poetry.lock b/python-setup/tests/poetry/requests-3/poetry.lock
new file mode 100644
index 000000000..ecc2ca3b6
--- /dev/null
+++ b/python-setup/tests/poetry/requests-3/poetry.lock
@@ -0,0 +1,16 @@
+[[package]]
+category = "main"
+description = "Python HTTP for Humans."
+name = "requests"
+optional = false
+python-versions = "^3.5"
+version = "1.2.3"
+
+[metadata]
+content-hash = "b1abdce30bbdad3ac786dafe6840129df522cae3c5988f9ba8061320e3c1a34e"
+python-versions = "^3.5"
+
+[metadata.files]
+requests = [
+    {file = "requests-1.2.3.tar.gz", hash = "sha256:156bf3ec27ba9ec7e0cf8fbe02808718099d218de403eb64a714d73ba1a29ab1"},
+]
diff --git a/python-setup/tests/poetry/requests-3/pyproject.toml b/python-setup/tests/poetry/requests-3/pyproject.toml
new file mode 100644
index 000000000..155de4618
--- /dev/null
+++ b/python-setup/tests/poetry/requests-3/pyproject.toml
@@ -0,0 +1,15 @@
+[tool.poetry]
+name = "autoinstall-test"
+version = "0.1.0"
+description = ""
+authors = ["Your Name <you@example.com>"]
+
+[tool.poetry.dependencies]
+python = "^3.5"
+requests = "*"
+
+[tool.poetry.dev-dependencies]
+
+[build-system]
+requires = ["poetry>=0.12"]
+build-backend = "poetry.masonry.api"
diff --git a/python-setup/tests/requirements/invalid-package/requirements.txt b/python-setup/tests/requirements/invalid-package/requirements.txt
new file mode 100644
index 000000000..4acb6327e
--- /dev/null
+++ b/python-setup/tests/requirements/invalid-package/requirements.txt
@@ -0,0 +1,2 @@
+# non-existing package
+ajsdiofjasodinfkajsndfoiuqwhefoanisdfojnasdofas
diff --git a/python-setup/tests/requirements/invalid-version/requirements.txt b/python-setup/tests/requirements/invalid-version/requirements.txt
new file mode 100644
index 000000000..915977da0
--- /dev/null
+++ b/python-setup/tests/requirements/invalid-version/requirements.txt
@@ -0,0 +1,2 @@
+# valid package with invalid version
+requests==10000
diff --git a/python-setup/tests/requirements/non-standard-location/non-standard/requirements.txt b/python-setup/tests/requirements/non-standard-location/non-standard/requirements.txt
new file mode 100644
index 000000000..134975b53
--- /dev/null
+++ b/python-setup/tests/requirements/non-standard-location/non-standard/requirements.txt
@@ -0,0 +1 @@
+requests==1.2.3
diff --git a/python-setup/tests/requirements/non-standard-location/wat.py b/python-setup/tests/requirements/non-standard-location/wat.py
new file mode 100644
index 000000000..b376c9941
--- /dev/null
+++ b/python-setup/tests/requirements/non-standard-location/wat.py
@@ -0,0 +1 @@
+print('hello')
diff --git a/python-setup/tests/requirements/requests-2/requirements.txt b/python-setup/tests/requirements/requests-2/requirements.txt
new file mode 100644
index 000000000..134975b53
--- /dev/null
+++ b/python-setup/tests/requirements/requests-2/requirements.txt
@@ -0,0 +1 @@
+requests==1.2.3
diff --git a/python-setup/tests/requirements/requests-2/setup.py b/python-setup/tests/requirements/requests-2/setup.py
new file mode 100644
index 000000000..ea6a81184
--- /dev/null
+++ b/python-setup/tests/requirements/requests-2/setup.py
@@ -0,0 +1,3 @@
+# fake setup.py with Trove classifier to fool Python extractor to believe this is Python 2 for sure
+
+# Programming Language :: Python :: 2.7
diff --git a/python-setup/tests/requirements/requests-3/requirements.txt b/python-setup/tests/requirements/requests-3/requirements.txt
new file mode 100644
index 000000000..134975b53
--- /dev/null
+++ b/python-setup/tests/requirements/requests-3/requirements.txt
@@ -0,0 +1 @@
+requests==1.2.3
diff --git a/python-setup/tests/requirements/requests-3/setup.py b/python-setup/tests/requirements/requests-3/setup.py
new file mode 100644
index 000000000..f2eba6c01
--- /dev/null
+++ b/python-setup/tests/requirements/requests-3/setup.py
@@ -0,0 +1,3 @@
+# fake setup.py with Trove classifier to fool Python extractor to believe this is Python 3 for sure
+
+# Programming Language :: Python :: 3.7
diff --git a/python-setup/tests/setup_py/extra-require-not-installed/setup.py b/python-setup/tests/setup_py/extra-require-not-installed/setup.py
new file mode 100644
index 000000000..f14e3597d
--- /dev/null
+++ b/python-setup/tests/setup_py/extra-require-not-installed/setup.py
@@ -0,0 +1,11 @@
+from setuptools import setup
+
+# has fake Trove classifier to fool Python extractor to believe this is Python 3 for sure
+
+# Programming Language :: Python :: 3.7
+
+setup(
+    name="example-setup.py",
+    install_requires=[],
+    extras_require={"all": ["requests==1.2.3"]}
+)
diff --git a/python-setup/tests/setup_py/invalid-file/setup.py b/python-setup/tests/setup_py/invalid-file/setup.py
new file mode 100644
index 000000000..39f67eb3f
--- /dev/null
+++ b/python-setup/tests/setup_py/invalid-file/setup.py
@@ -0,0 +1 @@
+raise Exception("some kind of error")
diff --git a/python-setup/tests/setup_py/invalid-version/setup.py b/python-setup/tests/setup_py/invalid-version/setup.py
new file mode 100644
index 000000000..f549eac22
--- /dev/null
+++ b/python-setup/tests/setup_py/invalid-version/setup.py
@@ -0,0 +1,6 @@
+from setuptools import setup
+
+setup(
+    name="example-setup.py",
+    install_requires=["requests==10000"],
+)
diff --git a/python-setup/tests/setup_py/requests-2/setup.py b/python-setup/tests/setup_py/requests-2/setup.py
new file mode 100644
index 000000000..26e0d9753
--- /dev/null
+++ b/python-setup/tests/setup_py/requests-2/setup.py
@@ -0,0 +1,12 @@
+from setuptools import setup
+
+# has fake Trove classifier to fool Python extractor to believe this is Python 2 for sure
+
+# Programming Language :: Python :: 2.7
+
+
+setup(
+    name="example-setup.py",
+    install_requires=["requests==1.2.3"],
+    python_requires=">=2.7, <3",
+)
diff --git a/python-setup/tests/setup_py/requests-3/setup.py b/python-setup/tests/setup_py/requests-3/setup.py
new file mode 100644
index 000000000..b401073da
--- /dev/null
+++ b/python-setup/tests/setup_py/requests-3/setup.py
@@ -0,0 +1,12 @@
+from setuptools import setup
+
+# has fake Trove classifier to fool Python extractor to believe this is Python 3 for sure
+
+# Programming Language :: Python :: 3.7
+
+
+setup(
+    name="example-setup.py",
+    install_requires=["requests==1.2.3"],
+    python_requires='>=3.5',
+)
diff --git a/python-setup/tests/setup_py/wrong-python-version/setup.py b/python-setup/tests/setup_py/wrong-python-version/setup.py
new file mode 100644
index 000000000..4b2f68ae5
--- /dev/null
+++ b/python-setup/tests/setup_py/wrong-python-version/setup.py
@@ -0,0 +1,12 @@
+from setuptools import setup
+
+# has fake Trove classifier to fool Python extractor to believe this is Python 3 for sure
+
+# Programming Language :: Python :: 3.7
+
+
+setup(
+    name="example-setup.py",
+    install_requires=["requests==1.2.3"],
+    python_requires=">=2.7, <3",
+)