diff --git a/exporter/opentelemetry-exporter-http-transport/test-requirements.latest.txt b/exporter/opentelemetry-exporter-http-transport/test-requirements.latest.txt
index d756ca800cd..b90f9e394ee 100644
--- a/exporter/opentelemetry-exporter-http-transport/test-requirements.latest.txt
+++ b/exporter/opentelemetry-exporter-http-transport/test-requirements.latest.txt
@@ -51,7 +51,7 @@ typing-extensions==4.15.0
     #   exceptiongroup
     #   mocket
     #   opentelemetry-api
-urllib3==2.7.0
+urllib3==2.8.0
     # via
     #   mocket
     #   opentelemetry-exporter-http-transport
diff --git a/exporter/opentelemetry-exporter-http-transport/test-requirements.oldest.txt b/exporter/opentelemetry-exporter-http-transport/test-requirements.oldest.txt
index e5fafe16165..f6981cc9c83 100644
--- a/exporter/opentelemetry-exporter-http-transport/test-requirements.oldest.txt
+++ b/exporter/opentelemetry-exporter-http-transport/test-requirements.oldest.txt
@@ -8,7 +8,7 @@
     #   opentelemetry-exporter-http-transport
 certifi==2026.4.22
     # via requests
-chardet==3.0.4
+charset-normalizer==3.5.2
     # via requests
 colorama==0.4.6 ; sys_platform == 'win32'
     # via pytest
@@ -42,7 +42,7 @@ pygments==2.20.0
     # via pytest
 pytest==9.0.3
     # via -r exporter/opentelemetry-exporter-http-transport/test-requirements.in
-requests==2.25.0
+requests==2.30.0
     # via opentelemetry-exporter-http-transport
 tomli==2.4.1 ; python_full_version < '3.11'
     # via pytest
@@ -51,7 +51,7 @@ typing-extensions==4.15.0
     #   exceptiongroup
     #   mocket
     #   opentelemetry-api
-urllib3==1.26.20
+urllib3==2.8.0
     # via
     #   mocket
     #   opentelemetry-exporter-http-transport
diff --git a/exporter/opentelemetry-exporter-otlp-common/test-requirements.latest.txt b/exporter/opentelemetry-exporter-otlp-common/test-requirements.latest.txt
index a965306366d..93e0fdff450 100644
--- a/exporter/opentelemetry-exporter-otlp-common/test-requirements.latest.txt
+++ b/exporter/opentelemetry-exporter-otlp-common/test-requirements.latest.txt
@@ -65,7 +65,7 @@ typing-extensions==4.15.0
     #   opentelemetry-api
     #   opentelemetry-sdk
     #   opentelemetry-semantic-conventions
-urllib3==2.7.0
+urllib3==2.8.0
     # via
     #   mocket
     #   opentelemetry-exporter-http-transport
diff --git a/exporter/opentelemetry-exporter-otlp-common/test-requirements.oldest.txt b/exporter/opentelemetry-exporter-otlp-common/test-requirements.oldest.txt
index 53d1a28a5ff..b95618900cf 100644
--- a/exporter/opentelemetry-exporter-otlp-common/test-requirements.oldest.txt
+++ b/exporter/opentelemetry-exporter-otlp-common/test-requirements.oldest.txt
@@ -20,7 +20,7 @@
     #   opentelemetry-sdk
 certifi==2026.5.20
     # via requests
-chardet==3.0.4
+charset-normalizer==3.5.2
     # via requests
 colorama==0.4.6 ; sys_platform == 'win32'
     # via pytest
@@ -54,7 +54,7 @@ pygments==2.20.0
     # via pytest
 pytest==9.0.3
     # via -r exporter/opentelemetry-exporter-otlp-common/test-requirements.in
-requests==2.25.0
+requests==2.30.0
     # via opentelemetry-exporter-http-transport
 tomli==2.4.1 ; python_full_version < '3.11'
     # via pytest
@@ -65,7 +65,7 @@ typing-extensions==4.15.0
     #   opentelemetry-api
     #   opentelemetry-sdk
     #   opentelemetry-semantic-conventions
-urllib3==1.26.0
+urllib3==2.8.0
     # via
     #   mocket
     #   opentelemetry-exporter-http-transport
diff --git a/exporter/opentelemetry-exporter-otlp-proto-grpc/test-requirements.latest.txt b/exporter/opentelemetry-exporter-otlp-proto-grpc/test-requirements.latest.txt
index fea71187ed5..979aa6c7855 100644
--- a/exporter/opentelemetry-exporter-otlp-proto-grpc/test-requirements.latest.txt
+++ b/exporter/opentelemetry-exporter-otlp-proto-grpc/test-requirements.latest.txt
@@ -92,5 +92,5 @@ typing-extensions==4.15.0
     #   opentelemetry-exporter-otlp-proto-grpc
     #   opentelemetry-sdk
     #   opentelemetry-semantic-conventions
-urllib3==2.7.0
+urllib3==2.8.0
     # via requests
diff --git a/exporter/opentelemetry-exporter-otlp-proto-grpc/test-requirements.oldest.txt b/exporter/opentelemetry-exporter-otlp-proto-grpc/test-requirements.oldest.txt
index 68793194e89..8e2442e65ac 100644
--- a/exporter/opentelemetry-exporter-otlp-proto-grpc/test-requirements.oldest.txt
+++ b/exporter/opentelemetry-exporter-otlp-proto-grpc/test-requirements.oldest.txt
@@ -101,5 +101,5 @@ typing-extensions==4.12.0 ; python_full_version >= '3.14'
     #   opentelemetry-exporter-otlp-proto-grpc
     #   opentelemetry-sdk
     #   opentelemetry-semantic-conventions
-urllib3==1.26.0
+urllib3==2.8.0
     # via requests