diff --git a/lib/galaxy/dependencies/dev-requirements.txt b/lib/galaxy/dependencies/dev-requirements.txt
index 729ba91a0bb6..887712fdf353 100644
--- a/lib/galaxy/dependencies/dev-requirements.txt
+++ b/lib/galaxy/dependencies/dev-requirements.txt
@@ -197,7 +197,7 @@ typing-extensions==4.14.0
 tzdata==2025.2 ; sys_platform == 'win32'
 url-normalize==2.2.1
 urllib3==1.26.20 ; python_full_version < '3.10'
-urllib3==2.4.0 ; python_full_version >= '3.10'
+urllib3==2.5.0 ; python_full_version >= '3.10'
 watchdog==6.0.0
 wcwidth==0.2.13
 webencodings==0.5.1
diff --git a/lib/galaxy/dependencies/pinned-requirements.txt b/lib/galaxy/dependencies/pinned-requirements.txt
index 61c3b77ca100..9a981257eb9e 100644
--- a/lib/galaxy/dependencies/pinned-requirements.txt
+++ b/lib/galaxy/dependencies/pinned-requirements.txt
@@ -208,7 +208,7 @@ tzdata==2025.2
 tzlocal==5.3.1
 ubiquerg==0.8.1
 urllib3==1.26.20 ; python_full_version < '3.10'
-urllib3==2.4.0 ; python_full_version >= '3.10'
+urllib3==2.5.0 ; python_full_version >= '3.10'
 uvicorn==0.34.3
 uvloop==0.21.0
 vine==5.1.0
diff --git a/lib/galaxy/dependencies/pinned-test-requirements.txt b/lib/galaxy/dependencies/pinned-test-requirements.txt
index 510098054f45..e834ea3e3a37 100644
--- a/lib/galaxy/dependencies/pinned-test-requirements.txt
+++ b/lib/galaxy/dependencies/pinned-test-requirements.txt
@@ -145,7 +145,7 @@ typing-extensions==4.14.0
 tzdata==2025.2 ; sys_platform == 'win32'
 url-normalize==2.2.1
 urllib3==1.26.20 ; python_full_version < '3.10'
-urllib3==2.4.0 ; python_full_version >= '3.10'
+urllib3==2.5.0 ; python_full_version >= '3.10'
 watchdog==6.0.0
 wcwidth==0.2.13
 webencodings==0.5.1
diff --git a/lib/galaxy/dependencies/pinned-typecheck-requirements.txt b/lib/galaxy/dependencies/pinned-typecheck-requirements.txt
index ffda49298388..c8b7e4fb38f3 100644
--- a/lib/galaxy/dependencies/pinned-typecheck-requirements.txt
+++ b/lib/galaxy/dependencies/pinned-typecheck-requirements.txt
@@ -34,4 +34,4 @@ types-six==1.17.0.20250515
 types-urllib3==1.26.25.14 ; python_full_version < '3.10'
 typing-extensions==4.14.0
 typing-inspection==0.4.1
-urllib3==2.4.0 ; python_full_version >= '3.10'
+urllib3==2.5.0 ; python_full_version >= '3.10'