diff --git a/openapi-generator/templates/python/README_onlypackage.mustache b/openapi-generator/templates/python/README_onlypackage.mustache
index 18b198d93..149360d07 100644
--- a/openapi-generator/templates/python/README_onlypackage.mustache
+++ b/openapi-generator/templates/python/README_onlypackage.mustache
@@ -24,7 +24,7 @@ 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 >= 1.15
+* urllib3 >= 1.15, < 2.6
 * six >= 1.10
 * certifi
 * python-dateutil
diff --git a/openapi-generator/templates/python/python-experimental/README_onlypackage.mustache b/openapi-generator/templates/python/python-experimental/README_onlypackage.mustache
index 11c002c9a..37aa1eb83 100644
--- a/openapi-generator/templates/python/python-experimental/README_onlypackage.mustache
+++ b/openapi-generator/templates/python/python-experimental/README_onlypackage.mustache
@@ -25,7 +25,7 @@ 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 >= 1.15
+* urllib3 >= 1.15, < 2.6
 * six >= 1.10
 * certifi
 * python-dateutil
diff --git a/openapi-generator/templates/python/python-experimental/requirements.mustache b/openapi-generator/templates/python/python-experimental/requirements.mustache
index a56bedffb..3b219f8ce 100644
--- a/openapi-generator/templates/python/python-experimental/requirements.mustache
+++ b/openapi-generator/templates/python/python-experimental/requirements.mustache
@@ -4,4 +4,4 @@ future; python_version<="2.7"
 six >= 1.10
 python_dateutil >= 2.5.3
 setuptools >= 21.0.0
-urllib3 >= 1.15.1
+urllib3 >= 1.15.1, < 2.6
diff --git a/openapi-generator/templates/python/python-experimental/setup.mustache b/openapi-generator/templates/python/python-experimental/setup.mustache
index 656e5b1ec..d6b586867 100644
--- a/openapi-generator/templates/python/python-experimental/setup.mustache
+++ b/openapi-generator/templates/python/python-experimental/setup.mustache
@@ -17,7 +17,7 @@ VERSION = "{{packageVersion}}"
 # http://pypi.python.org/pypi/setuptools
 
 REQUIRES = [
-  "urllib3 >= 1.15",
+  "urllib3>=1.15,<2.6",
   "six >= 1.10",
   "certifi",
   "python-dateutil",
diff --git a/openapi-generator/templates/python/requirements.mustache b/openapi-generator/templates/python/requirements.mustache
index eb358efd5..86611d576 100644
--- a/openapi-generator/templates/python/requirements.mustache
+++ b/openapi-generator/templates/python/requirements.mustache
@@ -3,4 +3,4 @@ future; python_version<="2.7"
 six >= 1.10
 python_dateutil >= 2.5.3
 setuptools >= 21.0.0
-urllib3 >= 1.15.1
+urllib3 >= 1.15.1, < 2.6
diff --git a/openapi-generator/templates/python/setup.mustache b/openapi-generator/templates/python/setup.mustache
index de5fd3f9a..9fc8bec83 100644
--- a/openapi-generator/templates/python/setup.mustache
+++ b/openapi-generator/templates/python/setup.mustache
@@ -16,7 +16,7 @@ VERSION = "{{packageVersion}}"
 # prerequisite: setuptools
 # http://pypi.python.org/pypi/setuptools
 
-REQUIRES = ["urllib3 >= 1.15", "six >= 1.10", "certifi", "python-dateutil"]
+REQUIRES = ["urllib3>=1.15,<2.6", "six >= 1.10", "certifi", "python-dateutil"]
 {{#asyncio}}
 REQUIRES.append("aiohttp >= 3.0.0")
 {{/asyncio}}