diff --git a/.appveyor.yml b/.appveyor.yml
index da8c1708b..0cf10597a 100644
--- a/.appveyor.yml
+++ b/.appveyor.yml
@@ -25,8 +25,6 @@ environment:
   - PYTHON: C:/Python36-x64
   - PYTHON: C:/Python35
   - PYTHON: C:/Python35-x64
-  - PYTHON: C:/Python34
-  - PYTHON: C:/Python34-x64
   - PYTHON: C:/msys64/mingw32
     EXECUTABLE: bin/python3
     PIP_DIR: bin
diff --git a/.travis.yml b/.travis.yml
index b0fcea755..85bb87862 100644
--- a/.travis.yml
+++ b/.travis.yml
@@ -47,9 +47,6 @@ matrix:
       name: "3.5 Trusty PYTHONOPTIMIZE=2"
       dist: trusty
       env: PYTHONOPTIMIZE=2
-    - python: '3.4'
-      name: "3.4 Trusty"
-      dist: trusty
     - env: DOCKER="alpine" DOCKER_TAG="master"
     - env: DOCKER="arch" DOCKER_TAG="master" # contains PyQt5
     - env: DOCKER="ubuntu-trusty-x86" DOCKER_TAG="master"
diff --git a/Tests/test_image_access.py b/Tests/test_image_access.py
index 481ec5935..7384c685d 100644
--- a/Tests/test_image_access.py
+++ b/Tests/test_image_access.py
@@ -310,10 +310,8 @@ class TestCffi(AccessTest):
 
 class TestEmbeddable(unittest.TestCase):
     @unittest.skipIf(not sys.platform.startswith('win32') or
-                     sys.version_info[:2] == (3, 4) or
-                     on_appveyor(),   # failing on appveyor when run from
-                                      # subprocess, not from shell
-                     "requires Python 2.7 or >=3.5 for Windows")
+                     on_appveyor(),
+                     "Failing on AppVeyor when run from subprocess, not from shell")
     def test_embeddable(self):
         import subprocess
         import ctypes
diff --git a/docs/installation.rst b/docs/installation.rst
index 8cfb8af57..c100fe312 100644
--- a/docs/installation.rst
+++ b/docs/installation.rst
@@ -26,7 +26,9 @@ Notes
 +--------------------+-------+-------+-------+-------+-------+-------+-------+-------+-------+-------+
 |Pillow 5.0.x - 5.1.x|       |       |       |  Yes  |       |       |  Yes  |  Yes  |  Yes  |       |
 +--------------------+-------+-------+-------+-------+-------+-------+-------+-------+-------+-------+
-|Pillow >= 5.2.0     |       |       |       |  Yes  |       |       |  Yes  |  Yes  |  Yes  |  Yes  |
+|Pillow 5.2.x - 5.5.x|       |       |       |  Yes  |       |       |  Yes  |  Yes  |  Yes  |  Yes  |
++--------------------+-------+-------+-------+-------+-------+-------+-------+-------+-------+-------+
+|Pillow >= 6.0.0     |       |       |       |  Yes  |       |       |       |  Yes  |  Yes  |  Yes  |
 +--------------------+-------+-------+-------+-------+-------+-------+-------+-------+-------+-------+
 
 Basic Installation
@@ -170,7 +172,7 @@ Many of Pillow's features require external libraries:
     the Pillow license, therefore we will not be distributing binaries
     with libimagequant support enabled.
   * Windows support: Libimagequant requires VS2013/MSVC 18 to compile,
-    so it is unlikely to work with any Python prior to 3.5 on Windows.
+    so it is unlikely to work with Python 2.7 on Windows.
 
 * **libraqm** provides complex text layout support.
 
@@ -394,16 +396,16 @@ These platforms are built and tested for every change.
 +----------------------------------+-------------------------------+-----------------------+
 | Fedora 29                        | 2.7                           |x86-64                 |
 +----------------------------------+-------------------------------+-----------------------+
-| Mac OS X 10.10 Yosemite*         | 2.7, 3.4, 3.5, 3.6, 3.7       |x86-64                 |
+| Mac OS X 10.10 Yosemite*         | 2.7, 3.5, 3.6, 3.7            |x86-64                 |
 +----------------------------------+-------------------------------+-----------------------+
 | Ubuntu Linux 16.04 LTS           | 2.7, 3.5, 3.6, 3.7,           |x86-64                 |
 |                                  | PyPy, PyPy3                   |                       |
 +----------------------------------+-------------------------------+-----------------------+
-| Ubuntu Linux 14.04 LTS           | 2.7, 3.4, 3.5, 3.6            |x86-64                 |
+| Ubuntu Linux 14.04 LTS           | 2.7, 3.5, 3.6                 |x86-64                 |
 |                                  +-------------------------------+-----------------------+
 |                                  | 2.7                           |x86                    |
 +----------------------------------+-------------------------------+-----------------------+
-| Windows Server 2012 R2           | 2.7, 3.4, 3.5, 3.6, 3.7       |x86, x86-64            |
+| Windows Server 2012 R2           | 2.7, 3.5, 3.6, 3.7            |x86, x86-64            |
 |                                  +-------------------------------+-----------------------+
 |                                  | PyPy, 3.7/MinGW               |x86                    |
 +----------------------------------+-------------------------------+-----------------------+
diff --git a/mp_compile.py b/mp_compile.py
index 2d5287d77..f50210ba5 100644
--- a/mp_compile.py
+++ b/mp_compile.py
@@ -1,6 +1,6 @@
 # A monkey patch of the base distutils.ccompiler to use parallel builds
 # Tested on 2.7, looks to be identical to 3.3.
-# Only applied on Python < 3.5 because otherwise, it conflicts with Python's
+# Only applied on Python 2.7 because otherwise, it conflicts with Python's
 # own newly-added support for parallel builds.
 
 from __future__ import print_function
@@ -79,6 +79,6 @@ def install():
               "%s processes" % MAX_PROCS)
 
 
-# We monkeypatch only versions earlier than 3.5
-if sys.version_info < (3, 5):
+# We monkeypatch Python 2.7
+if sys.version_info.major < 3:
     install()
diff --git a/setup.py b/setup.py
index 806c9b46b..5d8159a12 100755
--- a/setup.py
+++ b/setup.py
@@ -265,8 +265,8 @@ class pil_build_ext(build_ext):
         if self.debug:
             global DEBUG
             DEBUG = True
-        if sys.version_info >= (3, 5) and not self.parallel:
-            # For Python < 3.5, we monkeypatch distutils to have parallel
+        if sys.version_info.major >= 3 and not self.parallel:
+            # For Python 2.7, we monkeypatch distutils to have parallel
             # builds. If --parallel (or -j) wasn't specified, we want to
             # reproduce the same behavior as before, that is, auto-detect the
             # number of jobs.
@@ -774,14 +774,13 @@ try:
               "Programming Language :: Python :: 2",
               "Programming Language :: Python :: 2.7",
               "Programming Language :: Python :: 3",
-              "Programming Language :: Python :: 3.4",
               "Programming Language :: Python :: 3.5",
               "Programming Language :: Python :: 3.6",
               "Programming Language :: Python :: 3.7",
               "Programming Language :: Python :: Implementation :: CPython",
               "Programming Language :: Python :: Implementation :: PyPy",
           ],
-          python_requires=">=2.7, !=3.0.*, !=3.1.*, !=3.2.*, !=3.3.*",
+          python_requires=">=2.7, !=3.0.*, !=3.1.*, !=3.2.*, !=3.3.*, !=3.4.*",
           cmdclass={"build_ext": pil_build_ext},
           ext_modules=[Extension("PIL._imaging", ["_imaging.c"])],
           include_package_data=True,
diff --git a/tox.ini b/tox.ini
index 3ae11eea0..0baa44f87 100644
--- a/tox.ini
+++ b/tox.ini
@@ -4,7 +4,7 @@
 # and then run "tox" from this directory.
 
 [tox]
-envlist = py27, py34, py35, py36, py37
+envlist = py27, py35, py36, py37
 
 [testenv]
 commands =
diff --git a/winbuild/build_dep.py b/winbuild/build_dep.py
index 2264aef71..bc23e37e7 100644
--- a/winbuild/build_dep.py
+++ b/winbuild/build_dep.py
@@ -265,7 +265,6 @@ setlocal
 """ + vc_setup(compiler, bit) + r"""
 set MSVC_VERSION=""" + {
     "2008": "9",
-    "2010": "10",
     "2015": "14"
 }[compiler['vc_version']] + r"""
 set RCOMP="C:\Program Files (x86)\Microsoft SDKs\Windows\v7.1A\Bin\RC.Exe"
@@ -308,7 +307,6 @@ else:
     # for compiler in all_compilers():
         # add_compiler(compiler)
     add_compiler(compilers[7.0][2008][32], 32)
-    # add_compiler(compilers[7.1][2010][64])
 
 with open('build_deps.cmd', 'w') as f:
     f.write("\n".join(script))
diff --git a/winbuild/config.py b/winbuild/config.py
index 380cb718f..da6f7855b 100644
--- a/winbuild/config.py
+++ b/winbuild/config.py
@@ -5,7 +5,6 @@ PILLOW_DEPENDS_DIR = 'C:\\pillow-depends\\'
 
 pythons = {'27': {'compiler': 7, 'vc': 2008},
            'pypy2': {'compiler': 7, 'vc': 2008},
-           '34': {'compiler': 7.1, 'vc': 2010},
            '35': {'compiler': 7.1, 'vc': 2015},
            '36': {'compiler': 7.1, 'vc': 2015},
            '37': {'compiler': 7.1, 'vc': 2015}}
@@ -104,24 +103,6 @@ compilers = {
         }
     },
     7.1: {
-        2010: {
-            64: {
-                'env_version': 'v7.1',
-                'vc_version': '2010',
-                'env_flags': '/x64 /vista',
-                'inc_dir': 'msvcr10-x64',
-                'platform': 'x64',
-                'webp_platform': 'x64',
-            },
-            32: {
-                'env_version': 'v7.1',
-                'vc_version': '2010',
-                'env_flags': '/x86 /vista',
-                'inc_dir': 'msvcr10-x32',
-                'platform': 'Win32',
-                'webp_platform': 'x86',
-            }
-        },
         2015: {
             64: {
                 'env_version': 'v7.1',