diff --git a/esphome/components/animation/__init__.py b/esphome/components/animation/__init__.py
index 52e14f0a4..9151d6e56 100644
--- a/esphome/components/animation/__init__.py
+++ b/esphome/components/animation/__init__.py
@@ -151,7 +151,7 @@ async def to_code(config):
         pos = 0
         for frameIndex in range(frames):
             image.seek(frameIndex)
-            frame = image.convert("LA", dither=Image.NONE)
+            frame = image.convert("LA", dither=Image.Dither.NONE)
             if CONF_RESIZE in config:
                 frame = frame.resize([width, height])
             pixels = list(frame.getdata())
@@ -259,7 +259,7 @@ async def to_code(config):
             if transparent:
                 alpha = image.split()[-1]
                 has_alpha = alpha.getextrema()[0] < 0xFF
-            frame = image.convert("1", dither=Image.NONE)
+            frame = image.convert("1", dither=Image.Dither.NONE)
             if CONF_RESIZE in config:
                 frame = frame.resize([width, height])
                 if transparent:
diff --git a/esphome/components/font/__init__.py b/esphome/components/font/__init__.py
index e6244d8d4..2bd6beeae 100644
--- a/esphome/components/font/__init__.py
+++ b/esphome/components/font/__init__.py
@@ -67,18 +67,13 @@ def validate_pillow_installed(value):
     except ImportError as err:
         raise cv.Invalid(
             "Please install the pillow python package to use this feature. "
-            '(pip install pillow">4.0.0,<10.0.0")'
+            '(pip install "pillow==10.0.1")'
         ) from err
 
-    if version.parse(PIL.__version__) < version.parse("4.0.0"):
+    if version.parse(PIL.__version__) != version.parse("10.0.1"):
         raise cv.Invalid(
-            "Please update your pillow installation to at least 4.0.x. "
-            '(pip install pillow">4.0.0,<10.0.0")'
-        )
-    if version.parse(PIL.__version__) >= version.parse("10.0.0"):
-        raise cv.Invalid(
-            "Please downgrade your pillow installation to below 10.0.0. "
-            '(pip install pillow">4.0.0,<10.0.0")'
+            "Please update your pillow installation to 10.0.1. "
+            '(pip install "pillow==10.0.1")'
         )
 
     return value
diff --git a/esphome/components/ili9xxx/display.py b/esphome/components/ili9xxx/display.py
index 1a18978d9..241f56e01 100644
--- a/esphome/components/ili9xxx/display.py
+++ b/esphome/components/ili9xxx/display.py
@@ -1,7 +1,7 @@
 import esphome.codegen as cg
 import esphome.config_validation as cv
 from esphome import core, pins
-from esphome.components import display, spi
+from esphome.components import display, spi, font
 from esphome.core import CORE, HexInt
 from esphome.const import (
     CONF_COLOR_PALETTE,
@@ -84,6 +84,7 @@ def _validate(config):
 
 
 CONFIG_SCHEMA = cv.All(
+    font.validate_pillow_installed,
     display.FULL_DISPLAY_SCHEMA.extend(
         {
             cv.GenerateID(): cv.declare_id(ili9XXXSPI),
@@ -162,7 +163,7 @@ async def to_code(config):
             x = x + i.width
 
         # reduce the colors on combined image to 256.
-        converted = ref_image.convert("P", palette=Image.ADAPTIVE, colors=256)
+        converted = ref_image.convert("P", palette=Image.Palette.ADAPTIVE, colors=256)
         # if you want to verify how the images look use
         # ref_image.save("ref_in.png")
         # converted.save("ref_out.png")
diff --git a/esphome/components/image/__init__.py b/esphome/components/image/__init__.py
index aa402ee32..1b7c654b0 100644
--- a/esphome/components/image/__init__.py
+++ b/esphome/components/image/__init__.py
@@ -255,7 +255,11 @@ async def to_code(config):
 
     transparent = config[CONF_USE_TRANSPARENCY]
 
-    dither = Image.NONE if config[CONF_DITHER] == "NONE" else Image.FLOYDSTEINBERG
+    dither = (
+        Image.Dither.NONE
+        if config[CONF_DITHER] == "NONE"
+        else Image.Dither.FLOYDSTEINBERG
+    )
     if config[CONF_TYPE] == "GRAYSCALE":
         image = image.convert("LA", dither=dither)
         pixels = list(image.getdata())
diff --git a/requirements_optional.txt b/requirements_optional.txt
index 8bbf0a680..236f5e3f1 100644
--- a/requirements_optional.txt
+++ b/requirements_optional.txt
@@ -1,3 +1,3 @@
-pillow>4.0.0,<10.0.0
+pillow==10.0.1
 cairosvg>=2.2.0
 cryptography>=2.0.0,<4
diff --git a/tests/test2.yaml b/tests/test2.yaml
index fe577c218..fe1ad91f8 100644
--- a/tests/test2.yaml
+++ b/tests/test2.yaml
@@ -760,6 +760,11 @@ image:
     file: mdi:alert-outline
     type: BINARY
 
+font:
+  - file: "gfonts://Roboto"
+    id: roboto
+    size: 20
+
 graph:
   - id: my_graph
     sensor: ha_hello_world_temperature