diff --git a/ci/images/get-jdk-url.sh b/ci/images/get-jdk-url.sh
new file mode 100755
index 00000000000..3d96ea44b84
--- /dev/null
+++ b/ci/images/get-jdk-url.sh
@@ -0,0 +1,14 @@
+#!/bin/bash
+set -e
+
+case "$1" in
+	java8)
+		 echo "https://github.com/AdoptOpenJDK/openjdk8-binaries/releases/download/jdk8u192-b12/OpenJDK8U-jdk_x64_linux_hotspot_8u192b12.tar.gz"
+	;;
+	java11)
+		 echo "https://github.com/AdoptOpenJDK/openjdk11-binaries/releases/download/jdk-11.0.1%2B13/OpenJDK11U-jdk_x64_linux_hotspot_11.0.1_13.tar.gz"
+	;;
+	*)
+		echo $"Unknown java version"
+		exit 1
+esac
\ No newline at end of file
diff --git a/ci/images/setup.sh b/ci/images/setup.sh
index c7ef5d0f417..db43070cf5a 100755
--- a/ci/images/setup.sh
+++ b/ci/images/setup.sh
@@ -15,14 +15,12 @@ curl https://raw.githubusercontent.com/spring-io/concourse-java-scripts/v0.0.2/c
 ###########################################################
 # JAVA
 ###########################################################
-
+JDK_URL=$( ./get-jdk-url.sh $1 )
 case "$1" in
 	java8)
-		 JDK_URL=https://github.com/AdoptOpenJDK/openjdk8-binaries/releases/download/jdk8u192-b12/OpenJDK8U-jdk_x64_linux_hotspot_8u192b12.tar.gz
 		 COMPONENTS=2
 	;;
 	java11)
-		 JDK_URL=https://github.com/AdoptOpenJDK/openjdk11-binaries/releases/download/jdk-11.0.1%2B13/OpenJDK11U-jdk_x64_linux_hotspot_11.0.1_13.tar.gz
 		 COMPONENTS=1
 	;;
 	*)
diff --git a/ci/images/spring-boot-ci-image/Dockerfile b/ci/images/spring-boot-ci-image/Dockerfile
index 8367030419d..a914c5a5b3a 100644
--- a/ci/images/spring-boot-ci-image/Dockerfile
+++ b/ci/images/spring-boot-ci-image/Dockerfile
@@ -1,6 +1,7 @@
 FROM ubuntu:bionic-20181018
 
 ADD setup.sh /setup.sh
+ADD get-jdk-url.sh /get-jdk-url.sh
 RUN ./setup.sh java8
 
 ENV JAVA_HOME /opt/openjdk
diff --git a/ci/images/spring-boot-jdk11-ci-image/Dockerfile b/ci/images/spring-boot-jdk11-ci-image/Dockerfile
index 9d0174941e8..7aad8b6072a 100644
--- a/ci/images/spring-boot-jdk11-ci-image/Dockerfile
+++ b/ci/images/spring-boot-jdk11-ci-image/Dockerfile
@@ -1,6 +1,7 @@
 FROM ubuntu:bionic-20181018
 
 ADD setup.sh /setup.sh
+ADD get-jdk-url.sh /get-jdk-url.sh
 RUN ./setup.sh java11
 
 ENV JAVA_HOME /opt/openjdk
diff --git a/ci/pipeline.yml b/ci/pipeline.yml
index 5161b90b610..a0c517a287c 100644
--- a/ci/pipeline.yml
+++ b/ci/pipeline.yml
@@ -93,6 +93,10 @@ resources:
   type: slack-notification
   source:
     url: ((slack-webhook-url))
+- name: every-wednesday
+  type: time
+  source:
+    days: [Wednesday]
 jobs:
 - name: build-spring-boot-ci-images
   plan:
@@ -106,6 +110,30 @@ jobs:
     params:
       build: ci-images-git-repo/ci/images
       dockerfile: ci-images-git-repo/ci/images/spring-boot-jdk11-ci-image/Dockerfile
+- name: detect-jdk-updates
+  plan:
+  - get: git-repo
+  - get: every-wednesday
+    trigger: true
+  - aggregate:
+    - task: detect-jdk8-update
+      file: git-repo/ci/tasks/detect-jdk-updates.yml
+      params:
+        GITHUB_REPO: spring-boot
+        GITHUB_ORGANIZATION: spring-projects
+        GITHUB_PASSWORD: ((github-password))
+        GITHUB_USERNAME: ((github-username))
+        JDK_VERSION: java8
+      image: spring-boot-ci-image
+    - task: detect-jdk11-update
+      file: git-repo/ci/tasks/detect-jdk-updates.yml
+      params:
+        GITHUB_REPO: spring-boot
+        GITHUB_ORGANIZATION: spring-projects
+        GITHUB_PASSWORD: ((github-password))
+        GITHUB_USERNAME: ((github-username))
+        JDK_VERSION: java11
+      image: spring-boot-ci-image
 - name: build
   serial: true
   public: true
@@ -428,6 +456,6 @@ groups:
 - name: "Release"
   jobs: ["stage-milestone", "stage-rc", "stage-release", "promote-milestone", "promote-rc", "promote-release", "sync-to-maven-central"]
 - name: "CI Images"
-  jobs: ["build-spring-boot-ci-images"]
+  jobs: ["build-spring-boot-ci-images", "detect-jdk-updates"]
 - name: "Build Pull Requests"
   jobs: ["build-pull-requests"]
diff --git a/ci/scripts/detect-jdk-updates.sh b/ci/scripts/detect-jdk-updates.sh
new file mode 100755
index 00000000000..b7c4dfe8ddd
--- /dev/null
+++ b/ci/scripts/detect-jdk-updates.sh
@@ -0,0 +1,39 @@
+#!/bin/bash
+set -e
+
+case "$JDK_VERSION" in
+	java8)
+		 BASE_URL="https://api.adoptopenjdk.net/v2/info/releases/openjdk8"
+	;;
+	java11)
+		 BASE_URL="https://api.adoptopenjdk.net/v2/info/releases/openjdk11"
+	;;
+	*)
+		echo $"Unknown java version"
+		exit 1;
+esac
+
+response=$( curl -s ${BASE_URL}\?openjdk_impl\=hotspot\&os\=linux\&arch\=x64\&release\=latest\&type\=jdk )
+latest=$( jq -r '.binaries[0].binary_link' <<< "$response" )
+
+current=$( git-repo/ci/images/get-jdk-url.sh ${JDK_VERSION} )
+
+if [[ $current = $latest ]]; then
+	echo "Already up-to-date"
+	exit 0;
+fi
+
+existing_issues=$( curl -s https://api.github.com/repos/${GITHUB_ORGANIZATION}/${GITHUB_REPO}/issues\?labels\=${JDK_VERSION}-image-upgrade\&state\=open )
+parsed_issues=$(jq -r '.' <<< "$existing_issues" )
+if [[ ${parsed_issues} = [] ]]; then
+	curl \
+	-s \
+	-u ${GITHUB_USERNAME}:${GITHUB_PASSWORD} \
+	-H "Content-type:application/json" \
+	-d "{\"title\":\"Upgrade ${JDK_VERSION} version in CI image\",\"body\": \"${latest}\",\"labels\":[\"${JDK_VERSION}-image-upgrade\"]}"  \
+	-f \
+	-X \
+	POST "https://api.github.com/repos/${GITHUB_ORGANIZATION}/${GITHUB_REPO}/issues" > /dev/null || { echo "Failed to create issue" >&2; exit 1; }
+else
+	echo "Issue already exists."
+fi
\ No newline at end of file
diff --git a/ci/tasks/detect-jdk-updates.yml b/ci/tasks/detect-jdk-updates.yml
new file mode 100644
index 00000000000..3b0615d7e6a
--- /dev/null
+++ b/ci/tasks/detect-jdk-updates.yml
@@ -0,0 +1,12 @@
+---
+platform: linux
+inputs:
+- name: git-repo
+params:
+  GITHUB_REPO:
+  GITHUB_ORGANIZATION:
+  GITHUB_PASSWORD:
+  GITHUB_USERNAME:
+  JDK_VERSION:
+run:
+  path: git-repo/ci/scripts/detect-jdk-updates.sh