diff --git a/3rdparty/python/external-tool-upgrade-requirements.txt b/3rdparty/python/external-tool-upgrade-requirements.txt
index f1da99f0115..2a7f60465f0 100644
--- a/3rdparty/python/external-tool-upgrade-requirements.txt
+++ b/3rdparty/python/external-tool-upgrade-requirements.txt
@@ -1,6 +1,6 @@
-packaging==26.0
-requests==2.32.5
+packaging==26.1
+requests==2.33.1
 tqdm==4.67.3
-types-requests==2.32.4.20260107
-types-tqdm==4.67.3.20260205
-pytest==9.0.2
+types-requests==2.33.0.20260408
+types-tqdm==4.67.3.20260408
+pytest==9.0.3
diff --git a/3rdparty/python/flake8-requirements.txt b/3rdparty/python/flake8-requirements.txt
index 08530824817..3bba4c0a70d 100644
--- a/3rdparty/python/flake8-requirements.txt
+++ b/3rdparty/python/flake8-requirements.txt
@@ -1,4 +1,4 @@
-flake8>=5.0.4,<7
-flake8-2020>=1.7.0,<2
+flake8>=7.3.0,<8
+flake8-2020>=1.8.1,<2
 flake8-no-implicit-concat
-flake8-comprehensions>=3.10.0,<4.0
+flake8-comprehensions>=3.17.0,<4.0
diff --git a/3rdparty/python/mypy-requirements.txt b/3rdparty/python/mypy-requirements.txt
index 2381fd6743f..09a72a7ff22 100644
--- a/3rdparty/python/mypy-requirements.txt
+++ b/3rdparty/python/mypy-requirements.txt
@@ -1,2 +1,2 @@
-mypy~=1.19.1
+mypy~=1.20.1
 mypy-typing-asserts==0.1.1
diff --git a/3rdparty/python/pytest-requirements.txt b/3rdparty/python/pytest-requirements.txt
index b2557a54a09..4a9edb6c869 100644
--- a/3rdparty/python/pytest-requirements.txt
+++ b/3rdparty/python/pytest-requirements.txt
@@ -1,5 +1,5 @@
-pytest==8.4.1
-pytest-cov==6.2.1
+pytest==9.0.3
+pytest-cov==7.1.0
 pytest-xdist==3.8.0
 ipdb
 pytest-asyncio
diff --git a/3rdparty/python/requirements.txt b/3rdparty/python/requirements.txt
index 3490129ce5f..47cf015ed71 100644
--- a/3rdparty/python/requirements.txt
+++ b/3rdparty/python/requirements.txt
@@ -9,24 +9,24 @@ chevron==0.14.0
 fasteners==0.20.0
 freezegun==1.5.5
 hdrhistogram==0.10.3
-ijson==3.4.0.post0
-packaging==26.0
-psutil==5.9.8
+ijson==3.5.0
+packaging==26.1
+psutil==7.2.2
 # This should be compatible with pytest.py, although it can be looser so that we don't
 # over-constrain pantsbuild.pants.testutil
-pytest>=7,<9,!=7.1.0,!=7.1.1
+pytest!=7.1.0,!=7.1.1,>=9.0.3,<10
 python-lsp-jsonrpc==1.1.2
-PyYAML>=6.0,<7.0
-requests[security]==2.32.5
+PyYAML>=6.0.3,<7.0
+requests[security]==2.33.1
 setproctitle==1.3.7
-setuptools>=63.1.0,<82.0
+setuptools>=82.0.1,<83.0
 toml==0.10.2
-types-PyYAML==6.0.12.20250915
-types-requests==2.32.4.20260107
-types-setuptools==82.0.0.20260210
-types-toml==0.10.8.20240310
+types-PyYAML==6.0.12.20260408
+types-requests==2.33.0.20260408
+types-setuptools==82.0.0.20260408
+types-toml==0.10.8.20260408
 typing-extensions==4.15
-mypy~=1.19.1
+mypy~=1.20.1
 mypy-typing-asserts==0.1.1
 node-semver==0.9.0
 
@@ -36,17 +36,17 @@ elfdeps==0.2.0  # see: pants.backends.nfpm.native_libs.elfdeps
 # These dependencies are only for debugging Pants itself (in VSCode/PyCharm respectively),
 # and should never be imported.
 debugpy==1.8.20
-pydevd-pycharm==261.20362.36
+pydevd-pycharm==261.23567.35
 
 # These dependencies must only be used from the explorer backend, and no code outside that backend
 # may import anything from it, so these libraries are not ending up as requirements of Pants itself.
-fastapi==0.120.1
-starlette==0.49.1
-strawberry-graphql[fastapi]==0.284.1
-uvicorn[standard]==0.38.0
+fastapi==0.135.3
+starlette==1.0.0
+strawberry-graphql[fastapi]==0.314.3
+uvicorn[standard]==0.44.0
 
-beautifulsoup4==4.11.1 # Util for webcrawling for pulling in tool versions
-python-gnupg==0.5.5 # For validating signatures
+beautifulsoup4==4.14.3 # Util for webcrawling for pulling in tool versions
+python-gnupg==0.5.6 # For validating signatures
 
 # Only used for release management
-PyGithub==2.8.1
+PyGithub==2.9.1