diff --git a/modules/openapi-generator/src/main/resources/python/README_onlypackage.mustache b/modules/openapi-generator/src/main/resources/python/README_onlypackage.mustache
index 2b8bd82e1c1..56dadc84549 100644
--- a/modules/openapi-generator/src/main/resources/python/README_onlypackage.mustache
+++ b/modules/openapi-generator/src/main/resources/python/README_onlypackage.mustache
@@ -26,7 +26,7 @@ This python library package is generated without supporting files like setup.py
 
 To be able to use it, you will need these dependencies in your own package that uses this library:
 
-* urllib3 >= 1.25.3, < 3.0.0
+* urllib3 >= 2.1.0, < 3.0.0
 * python-dateutil >= 2.8.2
 {{#asyncio}}
 * aiohttp >= 3.8.4
diff --git a/modules/openapi-generator/src/main/resources/python/pyproject.mustache b/modules/openapi-generator/src/main/resources/python/pyproject.mustache
index 8dab7dec7c4..7906a1a3df7 100644
--- a/modules/openapi-generator/src/main/resources/python/pyproject.mustache
+++ b/modules/openapi-generator/src/main/resources/python/pyproject.mustache
@@ -12,7 +12,7 @@ include = ["{{packageName}}/py.typed"]
 [tool.poetry.dependencies]
 python = "^3.8"
 
-urllib3 = ">= 1.25.3, < 3.0.0"
+urllib3 = ">= 2.1.0, < 3.0.0"
 python-dateutil = ">= 2.8.2"
 {{#asyncio}}
 aiohttp = ">= 3.8.4"
diff --git a/modules/openapi-generator/src/main/resources/python/requirements.mustache b/modules/openapi-generator/src/main/resources/python/requirements.mustache
index 82746ec2248..a936e455bea 100644
--- a/modules/openapi-generator/src/main/resources/python/requirements.mustache
+++ b/modules/openapi-generator/src/main/resources/python/requirements.mustache
@@ -1,4 +1,4 @@
-urllib3 >= 1.25.3, < 3.0.0
+urllib3 >= 2.1.0, < 3.0.0
 python_dateutil >= 2.8.2
 {{#asyncio}}
 aiohttp >= 3.8.4
diff --git a/modules/openapi-generator/src/main/resources/python/setup.mustache b/modules/openapi-generator/src/main/resources/python/setup.mustache
index 7bdd68477ab..bb5dd1cca64 100644
--- a/modules/openapi-generator/src/main/resources/python/setup.mustache
+++ b/modules/openapi-generator/src/main/resources/python/setup.mustache
@@ -14,7 +14,7 @@ NAME = "{{{projectName}}}"
 VERSION = "{{packageVersion}}"
 PYTHON_REQUIRES = ">= 3.8"
 REQUIRES = [
-    "urllib3 >= 1.25.3, < 3.0.0",
+    "urllib3 >= 2.1.0, < 3.0.0",
     "python-dateutil >= 2.8.2",
 {{#asyncio}}
     "aiohttp >= 3.8.4",
diff --git a/samples/client/echo_api/python-disallowAdditionalPropertiesIfNotPresent/pyproject.toml b/samples/client/echo_api/python-disallowAdditionalPropertiesIfNotPresent/pyproject.toml
index 89df0faa8de..fc1e819f23a 100644
--- a/samples/client/echo_api/python-disallowAdditionalPropertiesIfNotPresent/pyproject.toml
+++ b/samples/client/echo_api/python-disallowAdditionalPropertiesIfNotPresent/pyproject.toml
@@ -12,7 +12,7 @@ include = ["openapi_client/py.typed"]
 [tool.poetry.dependencies]
 python = "^3.8"
 
-urllib3 = ">= 1.25.3, < 3.0.0"
+urllib3 = ">= 2.1.0, < 3.0.0"
 python-dateutil = ">= 2.8.2"
 pydantic = ">= 2"
 typing-extensions = ">= 4.7.1"
diff --git a/samples/client/echo_api/python-disallowAdditionalPropertiesIfNotPresent/requirements.txt b/samples/client/echo_api/python-disallowAdditionalPropertiesIfNotPresent/requirements.txt
index 67f7f68dfe3..6cbb2b98b16 100644
--- a/samples/client/echo_api/python-disallowAdditionalPropertiesIfNotPresent/requirements.txt
+++ b/samples/client/echo_api/python-disallowAdditionalPropertiesIfNotPresent/requirements.txt
@@ -1,4 +1,4 @@
-urllib3 >= 1.25.3, < 3.0.0
+urllib3 >= 2.1.0, < 3.0.0
 python_dateutil >= 2.8.2
 pydantic >= 2
 typing-extensions >= 4.7.1
diff --git a/samples/client/echo_api/python-disallowAdditionalPropertiesIfNotPresent/setup.py b/samples/client/echo_api/python-disallowAdditionalPropertiesIfNotPresent/setup.py
index 0979b863ca1..281a1c0a16e 100644
--- a/samples/client/echo_api/python-disallowAdditionalPropertiesIfNotPresent/setup.py
+++ b/samples/client/echo_api/python-disallowAdditionalPropertiesIfNotPresent/setup.py
@@ -25,7 +25,7 @@ NAME = "openapi-client"
 VERSION = "1.0.0"
 PYTHON_REQUIRES = ">= 3.8"
 REQUIRES = [
-    "urllib3 >= 1.25.3, < 3.0.0",
+    "urllib3 >= 2.1.0, < 3.0.0",
     "python-dateutil >= 2.8.2",
     "pydantic >= 2",
     "typing-extensions >= 4.7.1",
diff --git a/samples/client/echo_api/python/pyproject.toml b/samples/client/echo_api/python/pyproject.toml
index 89df0faa8de..fc1e819f23a 100644
--- a/samples/client/echo_api/python/pyproject.toml
+++ b/samples/client/echo_api/python/pyproject.toml
@@ -12,7 +12,7 @@ include = ["openapi_client/py.typed"]
 [tool.poetry.dependencies]
 python = "^3.8"
 
-urllib3 = ">= 1.25.3, < 3.0.0"
+urllib3 = ">= 2.1.0, < 3.0.0"
 python-dateutil = ">= 2.8.2"
 pydantic = ">= 2"
 typing-extensions = ">= 4.7.1"
diff --git a/samples/client/echo_api/python/requirements.txt b/samples/client/echo_api/python/requirements.txt
index 67f7f68dfe3..6cbb2b98b16 100644
--- a/samples/client/echo_api/python/requirements.txt
+++ b/samples/client/echo_api/python/requirements.txt
@@ -1,4 +1,4 @@
-urllib3 >= 1.25.3, < 3.0.0
+urllib3 >= 2.1.0, < 3.0.0
 python_dateutil >= 2.8.2
 pydantic >= 2
 typing-extensions >= 4.7.1
diff --git a/samples/client/echo_api/python/setup.py b/samples/client/echo_api/python/setup.py
index 0979b863ca1..281a1c0a16e 100644
--- a/samples/client/echo_api/python/setup.py
+++ b/samples/client/echo_api/python/setup.py
@@ -25,7 +25,7 @@ NAME = "openapi-client"
 VERSION = "1.0.0"
 PYTHON_REQUIRES = ">= 3.8"
 REQUIRES = [
-    "urllib3 >= 1.25.3, < 3.0.0",
+    "urllib3 >= 2.1.0, < 3.0.0",
     "python-dateutil >= 2.8.2",
     "pydantic >= 2",
     "typing-extensions >= 4.7.1",
diff --git a/samples/openapi3/client/petstore/python-aiohttp/pyproject.toml b/samples/openapi3/client/petstore/python-aiohttp/pyproject.toml
index 58157165aee..398c27b4f01 100644
--- a/samples/openapi3/client/petstore/python-aiohttp/pyproject.toml
+++ b/samples/openapi3/client/petstore/python-aiohttp/pyproject.toml
@@ -12,7 +12,7 @@ include = ["petstore_api/py.typed"]
 [tool.poetry.dependencies]
 python = "^3.8"
 
-urllib3 = ">= 1.25.3, < 3.0.0"
+urllib3 = ">= 2.1.0, < 3.0.0"
 python-dateutil = ">= 2.8.2"
 aiohttp = ">= 3.8.4"
 aiohttp-retry = ">= 2.8.3"
diff --git a/samples/openapi3/client/petstore/python-aiohttp/requirements.txt b/samples/openapi3/client/petstore/python-aiohttp/requirements.txt
index 6d5b7fcdd9f..76b1f7272d1 100644
--- a/samples/openapi3/client/petstore/python-aiohttp/requirements.txt
+++ b/samples/openapi3/client/petstore/python-aiohttp/requirements.txt
@@ -1,4 +1,4 @@
-urllib3 >= 1.25.3, < 3.0.0
+urllib3 >= 2.1.0, < 3.0.0
 python_dateutil >= 2.8.2
 aiohttp >= 3.8.4
 aiohttp-retry >= 2.8.3
diff --git a/samples/openapi3/client/petstore/python-aiohttp/setup.py b/samples/openapi3/client/petstore/python-aiohttp/setup.py
index e2ba74d05d4..75ad6b94c03 100644
--- a/samples/openapi3/client/petstore/python-aiohttp/setup.py
+++ b/samples/openapi3/client/petstore/python-aiohttp/setup.py
@@ -24,7 +24,7 @@ NAME = "petstore-api"
 VERSION = "1.0.0"
 PYTHON_REQUIRES = ">= 3.8"
 REQUIRES = [
-    "urllib3 >= 1.25.3, < 3.0.0",
+    "urllib3 >= 2.1.0, < 3.0.0",
     "python-dateutil >= 2.8.2",
     "aiohttp >= 3.8.4",
     "aiohttp-retry >= 2.8.3",
diff --git a/samples/openapi3/client/petstore/python/pyproject.toml b/samples/openapi3/client/petstore/python/pyproject.toml
index 28d95fc5ec3..867c8c1134a 100644
--- a/samples/openapi3/client/petstore/python/pyproject.toml
+++ b/samples/openapi3/client/petstore/python/pyproject.toml
@@ -12,7 +12,7 @@ include = ["petstore_api/py.typed"]
 [tool.poetry.dependencies]
 python = "^3.8"
 
-urllib3 = ">= 1.25.3, < 3.0.0"
+urllib3 = ">= 2.1.0, < 3.0.0"
 python-dateutil = ">= 2.8.2"
 pem = ">= 19.3.0"
 pycryptodome = ">= 3.9.0"
diff --git a/samples/openapi3/client/petstore/python/requirements.txt b/samples/openapi3/client/petstore/python/requirements.txt
index 317eeb2c765..a4d47b80f2c 100755
--- a/samples/openapi3/client/petstore/python/requirements.txt
+++ b/samples/openapi3/client/petstore/python/requirements.txt
@@ -1,4 +1,4 @@
-urllib3 >= 1.25.3, < 3.0.0
+urllib3 >= 2.1.0, < 3.0.0
 python_dateutil >= 2.8.2
 pem >= 19.3.0
 pycryptodome >= 3.9.0
diff --git a/samples/openapi3/client/petstore/python/setup.py b/samples/openapi3/client/petstore/python/setup.py
index c213cac99a6..b73d8ba85ef 100755
--- a/samples/openapi3/client/petstore/python/setup.py
+++ b/samples/openapi3/client/petstore/python/setup.py
@@ -24,7 +24,7 @@ NAME = "petstore-api"
 VERSION = "1.0.0"
 PYTHON_REQUIRES = ">= 3.8"
 REQUIRES = [
-    "urllib3 >= 1.25.3, < 3.0.0",
+    "urllib3 >= 2.1.0, < 3.0.0",
     "python-dateutil >= 2.8.2",
     "pem >= 19.3.0",
     "pycryptodome >= 3.9.0",
diff --git a/samples/openapi3/client/petstore/python/tests/test_api_exception.py b/samples/openapi3/client/petstore/python/tests/test_api_exception.py
index 130f3aa65e3..bf2ce66af1d 100644
--- a/samples/openapi3/client/petstore/python/tests/test_api_exception.py
+++ b/samples/openapi3/client/petstore/python/tests/test_api_exception.py
@@ -14,15 +14,20 @@ import sys
 import unittest
 
 import petstore_api
+from petstore_api import Configuration
 from petstore_api.rest import ApiException
 
 from .util import id_gen
 
+HOST = 'http://localhost/v2'
 
 class ApiExceptionTests(unittest.TestCase):
 
     def setUp(self):
-        self.api_client = petstore_api.ApiClient()
+        config = Configuration()
+        config.host = HOST
+        config.access_token = 'ACCESS_TOKEN'
+        self.api_client = petstore_api.ApiClient(config)
         self.pet_api = petstore_api.PetApi(self.api_client)
         self.setUpModels()