diff --git a/.gitlab/deploy_containers/deploy_containers_a7.yml b/.gitlab/deploy_containers/deploy_containers_a7.yml
index 5f1f8f9d137fe..2d18d21dcf1ba 100644
--- a/.gitlab/deploy_containers/deploy_containers_a7.yml
+++ b/.gitlab/deploy_containers/deploy_containers_a7.yml
@@ -32,6 +32,17 @@ include:
     - if [[ "$FLAVOR" == "-linux" ]]; then export IMG_SOURCES="${IMG_LINUX_SOURCES}"; elif [[ "$FLAVOR" == "-servercore" ]]; then export IMG_SOURCES="${IMG_WINDOWS_SOURCES}"; else export IMG_SOURCES="${IMG_LINUX_SOURCES},${IMG_WINDOWS_SOURCES}"; fi
     - export IMG_DESTINATIONS="${AGENT_REPOSITORY}:${VERSION}${FLAVOR}${JMX}"
 
+.deploy_containers-a7_win_only_image:
+  extends: .docker_publish_job_definition
+  stage: deploy_containers
+  dependencies: []
+  before_script:
+    - OS=$(echo $OS_LTSC_MAPPING | cut -d ':' -f 1)
+    - LTSC_VERSION=$(echo $OS_LTSC_MAPPING | cut -d ':' -f 2)
+    - if [[ "$VERSION" == "" ]]; then VERSION="$(inv agent.version --major-version 7 --url-safe --pipeline-id $PARENT_PIPELINE_ID)" || exit $?; fi
+    - IMG_BASE_SRC="${SRC_AGENT}:v${PARENT_PIPELINE_ID}-${CI_COMMIT_SHORT_SHA}"
+    - export IMG_SOURCES="${IMG_BASE_SRC}-7${JMX}-win${OS}${FLAVOR}-amd64"
+    - export IMG_DESTINATIONS="${AGENT_REPOSITORY}:${VERSION}${FLAVOR}-ltsc${LTSC_VERSION}${JMX}"
 
 .deploy_containers-a7_external:
   extends: .deploy_containers-a7-base
@@ -45,6 +56,20 @@ include:
           - "-servercore"
           - "-linux"
 
+.deploy_containers-a7_win_only_external:
+  extends: .deploy_containers-a7_win_only_image
+  parallel:
+    matrix:
+      - JMX:
+          - ""
+          - "-jmx"
+        OS_LTSC_MAPPING:
+          - "ltsc2022:2022"
+          - "1809:2019"
+        FLAVOR:
+          - ""
+          - "-servercore"
+
 .deploy_containers-a7-base-ot:
   extends: .docker_publish_job_definition
   stage: deploy_containers
@@ -59,6 +84,11 @@ deploy_containers-a7:
   rules:
     !reference [.manual_on_deploy_auto_on_rc]
 
+deploy_containers-a7-win-only:
+  extends: .deploy_containers-a7_win_only_external
+  rules:
+    !reference [.manual_on_deploy_auto_on_rc]
+
 deploy_containers-a7-ot:
   extends: .deploy_containers-a7-base-ot
   rules:
@@ -76,6 +106,13 @@ deploy_containers-a7-rc:
   variables:
     VERSION: 7-rc
 
+deploy_containers-a7-win-only-rc:
+  extends: .deploy_containers-a7_win_only_external
+  rules:
+    !reference [.on_rc]
+  variables:
+    VERSION: 7-rc
+
 deploy_containers-a7-ot-rc:
   extends: .deploy_containers-a7-base-ot
   rules:
@@ -159,6 +196,25 @@ deploy_containers_latest-a7:
       - IMG_VARIABLES: "BASE=${SRC_AGENT}:v${PARENT_PIPELINE_ID}-${CI_COMMIT_SHORT_SHA}-7-jmx"
         IMG_SOURCES: "%BASE%-win1809-servercore-amd64,%BASE%-winltsc2022-servercore-amd64"
         IMG_DESTINATIONS: ${AGENT_REPOSITORY}:7-servercore-jmx,${AGENT_REPOSITORY}:latest-servercore-jmx
+      # Windows only images
+      - IMG_VARIABLES: "BASE=${SRC_AGENT}:v${PARENT_PIPELINE_ID}-${CI_COMMIT_SHORT_SHA}-7"
+        IMG_SOURCES: "%BASE%-win1809-amd64"
+        IMG_DESTINATIONS: ${AGENT_REPOSITORY}:7,${AGENT_REPOSITORY}:latest-ltsc2019
+      - IMG_VARIABLES: "BASE=${SRC_AGENT}:v${PARENT_PIPELINE_ID}-${CI_COMMIT_SHORT_SHA}-7"
+        IMG_SOURCES: "%BASE%-winltsc2022-amd64"
+        IMG_DESTINATIONS: ${AGENT_REPOSITORY}:7,${AGENT_REPOSITORY}:latest-ltsc2022
+      - IMG_VARIABLES: "BASE=${SRC_AGENT}:v${PARENT_PIPELINE_ID}-${CI_COMMIT_SHORT_SHA}-7"
+        IMG_SOURCES: "%BASE%-win1809-servercore-amd64"
+        IMG_DESTINATIONS: ${AGENT_REPOSITORY}:7-servercore-ltsc2019,${AGENT_REPOSITORY}:latest-servercore-ltsc2019
+      - IMG_VARIABLES: "BASE=${SRC_AGENT}:v${PARENT_PIPELINE_ID}-${CI_COMMIT_SHORT_SHA}-7"
+        IMG_SOURCES: "BASE%-winltsc2022-servercore-amd64"
+        IMG_DESTINATIONS: ${AGENT_REPOSITORY}:7-servercore-ltsc2022,${AGENT_REPOSITORY}:latest-servercore-ltsc2022
+      - IMG_VARIABLES: "BASE=${SRC_AGENT}:v${PARENT_PIPELINE_ID}-${CI_COMMIT_SHORT_SHA}-7-jmx"
+        IMG_SOURCES: "%BASE%-winltsc2022-servercore-amd64"
+        IMG_DESTINATIONS: ${AGENT_REPOSITORY}:7-servercore-ltsc2022-jmx,${AGENT_REPOSITORY}:latest-servercore-ltsc2022-jmx
+      - IMG_VARIABLES: "BASE=${SRC_AGENT}:v${PARENT_PIPELINE_ID}-${CI_COMMIT_SHORT_SHA}-7-jmx"
+        IMG_SOURCES: "%BASE%-winltsc1809-servercore-amd64"
+        IMG_DESTINATIONS: ${AGENT_REPOSITORY}:7-servercore-ltsc2019-jmx,${AGENT_REPOSITORY}:latest-servercore-ltsc2019-jmx
 
 deploy_containers_latest-a7_internal:
   extends: .docker_publish_job_definition
diff --git a/.gitlab/dev_container_deploy/docker_windows.yml b/.gitlab/dev_container_deploy/docker_windows.yml
index 850df67aee5b5..734c81cacd36c 100644
--- a/.gitlab/dev_container_deploy/docker_windows.yml
+++ b/.gitlab/dev_container_deploy/docker_windows.yml
@@ -20,6 +20,7 @@ dev_branch-a7-windows:
     IMG_REGISTRIES: dev
   parallel:
     matrix:
+      # Multi-arch
       - IMG_VARIABLES: "BASE=${SRC_AGENT}:v${CI_PIPELINE_ID}-${CI_COMMIT_SHORT_SHA}-7"
         IMG_SOURCES: "%BASE%-win1809-amd64,%BASE%-winltsc2022-amd64"
         IMG_DESTINATIONS: agent-dev:${CI_COMMIT_REF_SLUG}-py3-win
@@ -32,6 +33,32 @@ dev_branch-a7-windows:
       - IMG_VARIABLES: "BASE=${SRC_AGENT}:v${CI_PIPELINE_ID}-${CI_COMMIT_SHORT_SHA}-7-jmx"
         IMG_SOURCES: "%BASE%-win1809-servercore-amd64,%BASE%-winltsc2022-servercore-amd64"
         IMG_DESTINATIONS: agent-dev:${CI_COMMIT_REF_SLUG}-py3-jmx-win-servercore
+      # ltsc2019
+      - IMG_VARIABLES: "BASE=${SRC_AGENT}:v${CI_PIPELINE_ID}-${CI_COMMIT_SHORT_SHA}-7"
+        IMG_SOURCES: "%BASE%-win1809-amd64"
+        IMG_DESTINATIONS: agent-dev:${CI_COMMIT_REF_SLUG}-py3-win-ltsc2019
+      - IMG_VARIABLES: "BASE=${SRC_AGENT}:v${CI_PIPELINE_ID}-${CI_COMMIT_SHORT_SHA}-7-jmx"
+        IMG_SOURCES: "%BASE%-win1809-amd64"
+        IMG_DESTINATIONS: agent-dev:${CI_COMMIT_REF_SLUG}-py3-jmx-win-ltsc2019
+      - IMG_VARIABLES: "BASE=${SRC_AGENT}:v${CI_PIPELINE_ID}-${CI_COMMIT_SHORT_SHA}-7"
+        IMG_SOURCES: "%BASE%-win1809-servercore-amd64"
+        IMG_DESTINATIONS: agent-dev:${CI_COMMIT_REF_SLUG}-py3-win-servercore-ltsc2019
+      - IMG_VARIABLES: "BASE=${SRC_AGENT}:v${CI_PIPELINE_ID}-${CI_COMMIT_SHORT_SHA}-7-jmx"
+        IMG_SOURCES: "%BASE%-win1809-servercore-amd64"
+        IMG_DESTINATIONS: agent-dev:${CI_COMMIT_REF_SLUG}-py3-jmx-win-servercore-ltsc2019
+      # ltsc2022
+      - IMG_VARIABLES: "BASE=${SRC_AGENT}:v${CI_PIPELINE_ID}-${CI_COMMIT_SHORT_SHA}-7"
+        IMG_SOURCES: "%BASE%-winltsc2022-amd64"
+        IMG_DESTINATIONS: agent-dev:${CI_COMMIT_REF_SLUG}-py3-win-ltsc2022
+      - IMG_VARIABLES: "BASE=${SRC_AGENT}:v${CI_PIPELINE_ID}-${CI_COMMIT_SHORT_SHA}-7-jmx"
+        IMG_SOURCES: "%BASE%-winltsc2022-amd64"
+        IMG_DESTINATIONS: agent-dev:${CI_COMMIT_REF_SLUG}-py3-jmx-win-ltsc2022
+      - IMG_VARIABLES: "BASE=${SRC_AGENT}:v${CI_PIPELINE_ID}-${CI_COMMIT_SHORT_SHA}-7"
+        IMG_SOURCES: "%BASE%-winltsc2022-servercore-amd64"
+        IMG_DESTINATIONS: agent-dev:${CI_COMMIT_REF_SLUG}-py3-win-servercore-ltsc2022
+      - IMG_VARIABLES: "BASE=${SRC_AGENT}:v${CI_PIPELINE_ID}-${CI_COMMIT_SHORT_SHA}-7-jmx"
+        IMG_SOURCES: "%BASE%-winltsc2022-servercore-amd64"
+        IMG_DESTINATIONS: agent-dev:${CI_COMMIT_REF_SLUG}-py3-jmx-win-servercore-ltsc2022
 
 dev_master-a7-windows:
   extends: .docker_publish_job_definition
@@ -51,6 +78,7 @@ dev_master-a7-windows:
     IMG_REGISTRIES: dev
   parallel:
     matrix:
+      # Multi-arch
       - IMG_VARIABLES: "BASE=${SRC_AGENT}:v${CI_PIPELINE_ID}-${CI_COMMIT_SHORT_SHA}-7"
         IMG_SOURCES: "%BASE%-win1809-amd64,%BASE%-winltsc2022-amd64"
         IMG_DESTINATIONS: agent-dev:master-py3-win
@@ -63,6 +91,32 @@ dev_master-a7-windows:
       - IMG_VARIABLES: "BASE=${SRC_AGENT}:v${CI_PIPELINE_ID}-${CI_COMMIT_SHORT_SHA}-7-jmx"
         IMG_SOURCES: "%BASE%-win1809-servercore-amd64,%BASE%-winltsc2022-servercore-amd64"
         IMG_DESTINATIONS: agent-dev:master-py3-jmx-win-servercore
+      # ltsc2019
+      - IMG_VARIABLES: "BASE=${SRC_AGENT}:v${CI_PIPELINE_ID}-${CI_COMMIT_SHORT_SHA}-7"
+        IMG_SOURCES: "%BASE%-win1809-amd64"
+        IMG_DESTINATIONS: agent-dev:${CI_COMMIT_REF_SLUG}-py3-win-ltsc2019
+      - IMG_VARIABLES: "BASE=${SRC_AGENT}:v${CI_PIPELINE_ID}-${CI_COMMIT_SHORT_SHA}-7-jmx"
+        IMG_SOURCES: "%BASE%-win1809-amd64"
+        IMG_DESTINATIONS: agent-dev:${CI_COMMIT_REF_SLUG}-py3-jmx-win-ltsc2019
+      - IMG_VARIABLES: "BASE=${SRC_AGENT}:v${CI_PIPELINE_ID}-${CI_COMMIT_SHORT_SHA}-7"
+        IMG_SOURCES: "%BASE%-win1809-servercore-amd64"
+        IMG_DESTINATIONS: agent-dev:${CI_COMMIT_REF_SLUG}-py3-win-servercore-ltsc2019
+      - IMG_VARIABLES: "BASE=${SRC_AGENT}:v${CI_PIPELINE_ID}-${CI_COMMIT_SHORT_SHA}-7-jmx"
+        IMG_SOURCES: "%BASE%-win1809-servercore-amd64"
+        IMG_DESTINATIONS: agent-dev:${CI_COMMIT_REF_SLUG}-py3-jmx-win-servercore-ltsc2019
+      # ltsc2022
+      - IMG_VARIABLES: "BASE=${SRC_AGENT}:v${CI_PIPELINE_ID}-${CI_COMMIT_SHORT_SHA}-7"
+        IMG_SOURCES: "%BASE%-winltsc2022-amd64"
+        IMG_DESTINATIONS: agent-dev:${CI_COMMIT_REF_SLUG}-py3-win-ltsc2022
+      - IMG_VARIABLES: "BASE=${SRC_AGENT}:v${CI_PIPELINE_ID}-${CI_COMMIT_SHORT_SHA}-7-jmx"
+        IMG_SOURCES: "%BASE%-winltsc2022-amd64"
+        IMG_DESTINATIONS: agent-dev:${CI_COMMIT_REF_SLUG}-py3-jmx-win-ltsc2022
+      - IMG_VARIABLES: "BASE=${SRC_AGENT}:v${CI_PIPELINE_ID}-${CI_COMMIT_SHORT_SHA}-7"
+        IMG_SOURCES: "%BASE%-winltsc2022-servercore-amd64"
+        IMG_DESTINATIONS: agent-dev:${CI_COMMIT_REF_SLUG}-py3-win-servercore-ltsc2022
+      - IMG_VARIABLES: "BASE=${SRC_AGENT}:v${CI_PIPELINE_ID}-${CI_COMMIT_SHORT_SHA}-7-jmx"
+        IMG_SOURCES: "%BASE%-winltsc2022-servercore-amd64"
+        IMG_DESTINATIONS: agent-dev:${CI_COMMIT_REF_SLUG}-py3-jmx-win-servercore-ltsc2022
 
 dev_nightly-a7-windows:
   extends: .docker_publish_job_definition
@@ -82,6 +136,7 @@ dev_nightly-a7-windows:
     IMG_REGISTRIES: dev
   parallel:
     matrix:
+      # Multi-arch
       - IMG_VARIABLES: "BASE=${SRC_AGENT}:v${CI_PIPELINE_ID}-${CI_COMMIT_SHORT_SHA}-7"
         IMG_SOURCES: "%BASE%-win1809-amd64,%BASE%-winltsc2022-amd64"
         IMG_DESTINATIONS: agent-dev:nightly-${CI_COMMIT_SHORT_SHA}-py3-win
@@ -94,3 +149,29 @@ dev_nightly-a7-windows:
       - IMG_VARIABLES: "BASE=${SRC_AGENT}:v${CI_PIPELINE_ID}-${CI_COMMIT_SHORT_SHA}-7-jmx"
         IMG_SOURCES: "%BASE%-win1809-servercore-amd64,%BASE%-winltsc2022-servercore-amd64"
         IMG_DESTINATIONS: agent-dev:nightly-${CI_COMMIT_SHORT_SHA}-py3-jmx-win-servercore
+      # ltsc2019
+      - IMG_VARIABLES: "BASE=${SRC_AGENT}:v${CI_PIPELINE_ID}-${CI_COMMIT_SHORT_SHA}-7"
+        IMG_SOURCES: "%BASE%-win1809-amd64"
+        IMG_DESTINATIONS: agent-dev:${CI_COMMIT_REF_SLUG}-py3-win-ltsc2019
+      - IMG_VARIABLES: "BASE=${SRC_AGENT}:v${CI_PIPELINE_ID}-${CI_COMMIT_SHORT_SHA}-7-jmx"
+        IMG_SOURCES: "%BASE%-win1809-amd64"
+        IMG_DESTINATIONS: agent-dev:${CI_COMMIT_REF_SLUG}-py3-jmx-win-ltsc2019
+      - IMG_VARIABLES: "BASE=${SRC_AGENT}:v${CI_PIPELINE_ID}-${CI_COMMIT_SHORT_SHA}-7"
+        IMG_SOURCES: "%BASE%-win1809-servercore-amd64"
+        IMG_DESTINATIONS: agent-dev:${CI_COMMIT_REF_SLUG}-py3-win-servercore-ltsc2019
+      - IMG_VARIABLES: "BASE=${SRC_AGENT}:v${CI_PIPELINE_ID}-${CI_COMMIT_SHORT_SHA}-7-jmx"
+        IMG_SOURCES: "%BASE%-win1809-servercore-amd64"
+        IMG_DESTINATIONS: agent-dev:${CI_COMMIT_REF_SLUG}-py3-jmx-win-servercore-ltsc2019
+      # ltsc2022
+      - IMG_VARIABLES: "BASE=${SRC_AGENT}:v${CI_PIPELINE_ID}-${CI_COMMIT_SHORT_SHA}-7"
+        IMG_SOURCES: "%BASE%-winltsc2022-amd64"
+        IMG_DESTINATIONS: agent-dev:${CI_COMMIT_REF_SLUG}-py3-win-ltsc2022
+      - IMG_VARIABLES: "BASE=${SRC_AGENT}:v${CI_PIPELINE_ID}-${CI_COMMIT_SHORT_SHA}-7-jmx"
+        IMG_SOURCES: "%BASE%-winltsc2022-amd64"
+        IMG_DESTINATIONS: agent-dev:${CI_COMMIT_REF_SLUG}-py3-jmx-win-ltsc2022
+      - IMG_VARIABLES: "BASE=${SRC_AGENT}:v${CI_PIPELINE_ID}-${CI_COMMIT_SHORT_SHA}-7"
+        IMG_SOURCES: "%BASE%-winltsc2022-servercore-amd64"
+        IMG_DESTINATIONS: agent-dev:${CI_COMMIT_REF_SLUG}-py3-win-servercore-ltsc2022
+      - IMG_VARIABLES: "BASE=${SRC_AGENT}:v${CI_PIPELINE_ID}-${CI_COMMIT_SHORT_SHA}-7-jmx"
+        IMG_SOURCES: "%BASE%-winltsc2022-servercore-amd64"
+        IMG_DESTINATIONS: agent-dev:${CI_COMMIT_REF_SLUG}-py3-jmx-win-servercore-ltsc2022
diff --git a/releasenotes/notes/add-ltsc2019-and-ltsc2022-images-b261c1821cc50116.yaml b/releasenotes/notes/add-ltsc2019-and-ltsc2022-images-b261c1821cc50116.yaml
new file mode 100644
index 0000000000000..6fa6a8f0be750
--- /dev/null
+++ b/releasenotes/notes/add-ltsc2019-and-ltsc2022-images-b261c1821cc50116.yaml
@@ -0,0 +1,29 @@
+# Each section from every release note are combined when the
+# CHANGELOG.rst is rendered. So the text needs to be worded so that
+# it does not depend on any information only available in another
+# section. This may mean repeating some details, but each section
+# must be readable independently of the other.
+#
+# Each section note must be formatted as reStructuredText.
+---
+features:
+  - |
+    Add new windows images for LTSC 2019 and LTSC 2022:
+    - `datadog-agent:7-servercore-ltsc2019-amd64`
+    - `datadog-agent:7-servercore-ltsc2022-amd64`
+    - `datadog-agent:7-servercore-ltsc2019-jmx-amd64`
+    - `datadog-agent:7-servercore-ltsc2022-jmx-amd64`
+    - `datadog-agent:latest-servercore-ltsc2019-jmx`
+    - `datadog-agent:latest-servercore-ltsc2022-jmx`
+    - `datadog-agent:latest-servercore-ltsc2019`
+    - `datadog-agent:latest-servercore-ltsc2022`
+    - `datadog-agent:7.X.Y-ltsc2019`
+    - `datadog-agent:7.X.Y-ltsc2022`
+    - `datadog-agent:7.X.Y-ltsc2019-jmx`
+    - `datadog-agent:7.X.Y-ltsc2022-jmx`
+    - `datadog-agent:7.X.Y-servercore-ltsc2019`
+    - `datadog-agent:7.X.Y-servercore-ltsc2022`
+    - `datadog-agent:7.X.Y-servercore-ltsc2019-jmx`
+    - `datadog-agent:7.X.Y-servercore-ltsc2022-jmx`
+    - `datadog-agent:latest-ltsc2019`
+    - `datadog-agent:latest-ltsc2022`