diff --git a/azure-pipelines/pipelines.yaml b/azure-pipelines/pipelines.yaml
index c0f61e38..96a8928a 100644
--- a/azure-pipelines/pipelines.yaml
+++ b/azure-pipelines/pipelines.yaml
@@ -37,8 +37,6 @@ jobs:
 
       strategy:
           matrix:
-              py27:
-                  python.version: "2.7"
               py35:
                   python.version: "3.5"
               py36:
@@ -70,8 +68,6 @@ jobs:
 
       strategy:
           matrix:
-              py27:
-                  python.version: "2.7"
               py35:
                   python.version: "3.5"
               py36:
@@ -126,8 +122,6 @@ jobs:
 
       strategy:
           matrix:
-              py27:
-                  python.version: "2.7"
               py35:
                   python.version: "3.5"
               py36:
@@ -140,9 +134,6 @@ jobs:
                   python.version: "3.9"
               py310:
                   python.version: "3.10"
-              py27_32:
-                  python.version: "2.7"
-                  architecture: "x86"
               py39_32:
                   python.version: "3.9"
                   architecture: "x86"
diff --git a/setup.py b/setup.py
index e7487100..974bb9b5 100644
--- a/setup.py
+++ b/setup.py
@@ -155,10 +155,9 @@ if __name__ == "__main__":
         author="Microsoft Corporation",
         author_email="ptvshelp@microsoft.com",
         url="https://aka.ms/debugpy",
-        python_requires=">=2.7,!=3.0.*,!=3.1.*,!=3.2.*,!=3.3.*,!=3.4.*",
+        python_requires=">=3.5",
         classifiers=[
             "Development Status :: 5 - Production/Stable",
-            "Programming Language :: Python :: 2.7",
             "Programming Language :: Python :: 3.5",
             "Programming Language :: Python :: 3.6",
             "Programming Language :: Python :: 3.7",
diff --git a/tests/requirements.txt b/tests/requirements.txt
index f2aa554a..4857f4bb 100644
--- a/tests/requirements.txt
+++ b/tests/requirements.txt
@@ -1,4 +1,4 @@
-setuptools>=57.4.0
+setuptools
 
 ## Used to run the tests:
 
@@ -16,4 +16,4 @@ psutil
 django
 requests
 gevent
-flask>=1.1.2
+flask
diff --git a/tests/requirements27.txt b/tests/requirements27.txt
deleted file mode 100644
index 8881ac32..00000000
--- a/tests/requirements27.txt
+++ /dev/null
@@ -1,21 +0,0 @@
-## Used to run the tests:
-
-# pytest>=5 does not support Python 2.7
-pytest<5
-
-# pytest-xdist>=2 does not support Python 2.7
-pytest-xdist<2
-
-pytest-cov
-pytest-timeout
-
-## Used by test helpers:
-
-psutil
-
-## Used in Python code that is run/debugged by the tests:
-
-django
-requests
-gevent
-flask>=1.1.2
diff --git a/tests/requirements35.txt b/tests/requirements35.txt
deleted file mode 100644
index 0cd311ca..00000000
--- a/tests/requirements35.txt
+++ /dev/null
@@ -1,19 +0,0 @@
-setuptools
-
-## Used to run the tests:
-
-pytest
-pytest-xdist
-pytest-cov
-pytest-timeout
-
-## Used by test helpers:
-
-psutil
-
-## Used in Python code that is run/debugged by the tests:
-
-django
-requests
-gevent
-flask>=1.1.2
diff --git a/tox.ini b/tox.ini
index 6b1d63ee..acd721f2 100644
--- a/tox.ini
+++ b/tox.ini
@@ -1,5 +1,5 @@
 [tox]
-envlist = py{27,35,36,37,38,39,310}{,-cov}
+envlist = py{35,36,37,38,39,310}{,-cov}
 
 [testenv]
 deps = -rtests/requirements.txt
@@ -8,10 +8,4 @@ setenv =
     DEBUGPY_TEST=1
 commands =
     !cov: pytest {posargs}
-    cov: pytest --cov --cov-append --cov-config=.coveragerc {posargs}
-
-[testenv:py27]
-deps = -rtests/requirements27.txt
-
-[testenv:py35]
-deps = -rtests/requirements35.txt
+    cov: pytest --cov --cov-append --cov-config=.coveragerc {posargs}
\ No newline at end of file