diff --git a/requirements/dev.txt b/requirements/dev.txt
index 144a2baf45..de9e4c5575 100644
--- a/requirements/dev.txt
+++ b/requirements/dev.txt
@@ -35,7 +35,8 @@ parameterized==0.9.0
 pytest-xdist==3.6.1
 pytest-forked==1.6.0
 pytest-timeout==2.3.1
-pytest-rerunfailures==14.0
+pytest-rerunfailures==15.0;  python_version>="3.9"
+pytest-rerunfailures==14.0;  python_version<"3.9"
 # NOTE (hawflau): DO NOT upgrade pytest-metadata and pytest-json-report unless pytest-json-report addresses https://github.com/numirias/pytest-json-report/issues/89
 pytest-metadata==3.1.1
 # NOTE (lucashuy): `pytest-json-report` was updated to `pytest-json-report-wip` as the original repository does not seem to be maintained anymore, if `-wip` is updated, validate the changes
diff --git a/requirements/pyinstaller-build.txt b/requirements/pyinstaller-build.txt
index 723f6fc153..a915a7e711 100644
--- a/requirements/pyinstaller-build.txt
+++ b/requirements/pyinstaller-build.txt
@@ -1,3 +1,3 @@
 # Executable binary builder requirements
-setuptools==75.3.0
+setuptools==75.6.0
 pyinstaller==6.11.1
diff --git a/requirements/reproducible-linux.txt b/requirements/reproducible-linux.txt
index bec6173cef..a62cb14de5 100644
--- a/requirements/reproducible-linux.txt
+++ b/requirements/reproducible-linux.txt
@@ -1042,7 +1042,7 @@ wheel==0.45.1 \
     # via aws-lambda-builders
 
 # The following packages are considered to be unsafe in a requirements file:
-setuptools==75.3.0 \
-    --hash=sha256:f2504966861356aa38616760c0f66568e535562374995367b4e69c7143cf6bcd \
-    --hash=sha256:fba5dd4d766e97be1b1681d98712680ae8f2f26d7881245f2ce9e40714f1a686
+setuptools==75.6.0 \
+    --hash=sha256:8199222558df7c86216af4f84c30e9b34a61d8ba19366cc914424cdbd28252f6 \
+    --hash=sha256:ce74b49e8f7110f9bf04883b730f4765b774ef3ef28f722cce7c273d253aaf7d
     # via aws-lambda-builders
diff --git a/requirements/reproducible-win.txt b/requirements/reproducible-win.txt
index 8412518c77..414ef19317 100644
--- a/requirements/reproducible-win.txt
+++ b/requirements/reproducible-win.txt
@@ -1055,7 +1055,7 @@ wheel==0.45.1 \
     # via aws-lambda-builders
 
 # The following packages are considered to be unsafe in a requirements file:
-setuptools==75.3.0 \
-    --hash=sha256:f2504966861356aa38616760c0f66568e535562374995367b4e69c7143cf6bcd \
-    --hash=sha256:fba5dd4d766e97be1b1681d98712680ae8f2f26d7881245f2ce9e40714f1a686
+setuptools==75.6.0 \
+    --hash=sha256:8199222558df7c86216af4f84c30e9b34a61d8ba19366cc914424cdbd28252f6 \
+    --hash=sha256:ce74b49e8f7110f9bf04883b730f4765b774ef3ef28f722cce7c273d253aaf7d
     # via aws-lambda-builders