diff --git a/.hadolint.yaml b/.hadolint.yaml
index 90dc550567ba7..8f746efecc08b 100644
--- a/.hadolint.yaml
+++ b/.hadolint.yaml
@@ -20,3 +20,4 @@ ignored:
   - DL3008
   - DL3005
   - DL3013
+  - SC1091
diff --git a/BREEZE.rst b/BREEZE.rst
index 3fa459f218130..2352aded8f4de 100644
--- a/BREEZE.rst
+++ b/BREEZE.rst
@@ -1279,6 +1279,14 @@ This is the current syntax for  `./breeze <./breeze>`_:
 
                  linux/amd64
 
+
+  -d, --debian DEBIAN_VERSION
+          Debian version used for the image. This is always name of the debian distribution version.
+
+          One of:
+
+                 buster bullseye
+
   -a, --install-airflow-version INSTALL_AIRFLOW_VERSION
           Uses different version of Airflow when building PROD image.
 
@@ -1486,6 +1494,14 @@ This is the current syntax for  `./breeze <./breeze>`_:
 
                  linux/amd64
 
+
+  -d, --debian DEBIAN_VERSION
+          Debian version used for the image. This is always name of the debian distribution version.
+
+          One of:
+
+                 buster bullseye
+
   -a, --install-airflow-version INSTALL_AIRFLOW_VERSION
           Uses different version of Airflow when building PROD image.
 
@@ -1553,6 +1569,14 @@ This is the current syntax for  `./breeze <./breeze>`_:
 
                  linux/amd64
 
+
+  -d, --debian DEBIAN_VERSION
+          Debian version used for the image. This is always name of the debian distribution version.
+
+          One of:
+
+                 buster bullseye
+
   -I, --production-image
           Use production image for entering the environment and builds (not for tests).
 
@@ -1627,6 +1651,14 @@ This is the current syntax for  `./breeze <./breeze>`_:
 
                  linux/amd64
 
+
+  -d, --debian DEBIAN_VERSION
+          Debian version used for the image. This is always name of the debian distribution version.
+
+          One of:
+
+                 buster bullseye
+
   -v, --verbose
           Show verbose information about executed docker, kind, kubectl, helm commands. Useful for
           debugging - when you run breeze with --verbose flags you will be able to see the commands
@@ -1671,6 +1703,14 @@ This is the current syntax for  `./breeze <./breeze>`_:
                  linux/amd64
 
 
+  -d, --debian DEBIAN_VERSION
+          Debian version used for the image. This is always name of the debian distribution version.
+
+          One of:
+
+                 buster bullseye
+
+
   ####################################################################################################
 
 
@@ -1872,6 +1912,14 @@ This is the current syntax for  `./breeze <./breeze>`_:
 
                  linux/amd64
 
+
+  -d, --debian DEBIAN_VERSION
+          Debian version used for the image. This is always name of the debian distribution version.
+
+          One of:
+
+                 buster bullseye
+
   -b, --backend BACKEND
           Backend to use for tests - it determines which database is used.
           One of:
@@ -1948,6 +1996,14 @@ This is the current syntax for  `./breeze <./breeze>`_:
 
                  linux/amd64
 
+
+  -d, --debian DEBIAN_VERSION
+          Debian version used for the image. This is always name of the debian distribution version.
+
+          One of:
+
+                 buster bullseye
+
   -F, --force-build-images
           Forces building of the local docker images. The images are rebuilt
           automatically for the first time or when changes are detected in
@@ -2354,6 +2410,14 @@ This is the current syntax for  `./breeze <./breeze>`_:
 
                  linux/amd64
 
+
+  -d, --debian DEBIAN_VERSION
+          Debian version used for the image. This is always name of the debian distribution version.
+
+          One of:
+
+                 buster bullseye
+
   ****************************************************************************************************
    Choose backend to run for Airflow
 
diff --git a/Dockerfile b/Dockerfile
index bb6df2fb50983..269059c9f7e0b 100644
--- a/Dockerfile
+++ b/Dockerfile
@@ -95,7 +95,6 @@ ARG DEV_APT_DEPS="\
      lsb-release \
      nodejs \
      openssh-client \
-     python-selinux \
      sasl2-bin \
      software-properties-common \
      sqlite3 \
@@ -119,21 +118,20 @@ ENV DEV_APT_DEPS=${DEV_APT_DEPS} \
     DEV_APT_COMMAND=${DEV_APT_COMMAND} \
     ADDITIONAL_DEV_APT_COMMAND=${ADDITIONAL_DEV_APT_COMMAND} \
     ADDITIONAL_DEV_APT_ENV=${ADDITIONAL_DEV_APT_ENV}
+COPY scripts/docker/determine_debian_version_specific_variables.sh /scripts/docker/
 
-# Note missing man directories on debian-buster
-# https://bugs.debian.org/cgi-bin/bugreport.cgi?bug=863199
 # Install basic and additional apt dependencies
 RUN apt-get update \
     && apt-get install --no-install-recommends -yqq apt-utils >/dev/null 2>&1 \
-    && apt-get install -y --no-install-recommends curl gnupg2 \
-    && mkdir -pv /usr/share/man/man1 \
-    && mkdir -pv /usr/share/man/man7 \
+    && apt-get install -y --no-install-recommends curl gnupg2 lsb-release \
     && export ${ADDITIONAL_DEV_APT_ENV?} \
+    && source /scripts/docker/determine_debian_version_specific_variables.sh \
     && bash -o pipefail -o errexit -o nounset -o nolog -c "${DEV_APT_COMMAND}" \
     && bash -o pipefail -o errexit -o nounset -o nolog -c "${ADDITIONAL_DEV_APT_COMMAND}" \
     && apt-get update \
     && apt-get install -y --no-install-recommends \
            ${DEV_APT_DEPS} \
+           "${DISTRO_SELINUX}" \
            ${ADDITIONAL_DEV_APT_DEPS} \
     && apt-get autoremove -yqq --purge \
     && apt-get clean \
@@ -375,7 +373,6 @@ ARG RUNTIME_APT_DEPS="\
        gosu \
        krb5-user \
        ldap-utils \
-       libffi6 \
        libldap-2.4-2 \
        libsasl2-2 \
        libsasl2-modules \
@@ -407,20 +404,20 @@ ENV RUNTIME_APT_DEPS=${RUNTIME_APT_DEPS} \
     GUNICORN_CMD_ARGS="--worker-tmp-dir /dev/shm" \
     AIRFLOW_INSTALLATION_METHOD=${AIRFLOW_INSTALLATION_METHOD}
 
-# Note missing man directories on debian-buster
-# https://bugs.debian.org/cgi-bin/bugreport.cgi?bug=863199
+COPY scripts/docker/determine_debian_version_specific_variables.sh /scripts/docker/
+
 # Install basic and additional apt dependencies
 RUN apt-get update \
     && apt-get install --no-install-recommends -yqq apt-utils >/dev/null 2>&1 \
-    && apt-get install -y --no-install-recommends curl gnupg2 \
-    && mkdir -pv /usr/share/man/man1 \
-    && mkdir -pv /usr/share/man/man7 \
+    && apt-get install -y --no-install-recommends curl gnupg2 lsb-release \
     && export ${ADDITIONAL_RUNTIME_APT_ENV?} \
+    && source /scripts/docker/determine_debian_version_specific_variables.sh \
     && bash -o pipefail -o errexit -o nounset -o nolog -c "${RUNTIME_APT_COMMAND}" \
     && bash -o pipefail -o errexit -o nounset -o nolog -c "${ADDITIONAL_RUNTIME_APT_COMMAND}" \
     && apt-get update \
     && apt-get install -y --no-install-recommends \
            ${RUNTIME_APT_DEPS} \
+           "${DISTRO_LIBFFI}" \
            ${ADDITIONAL_RUNTIME_APT_DEPS} \
     && apt-get autoremove -yqq --purge \
     && apt-get clean \
diff --git a/Dockerfile.ci b/Dockerfile.ci
index c631a2c42c38e..005ee8c70daca 100644
--- a/Dockerfile.ci
+++ b/Dockerfile.ci
@@ -51,13 +51,16 @@ ENV DEV_APT_COMMAND=${DEV_APT_COMMAND} \
     ADDITIONAL_DEV_APT_DEPS=${ADDITIONAL_DEV_APT_DEPS} \
     ADDITIONAL_DEV_APT_COMMAND=${ADDITIONAL_DEV_APT_COMMAND}
 
+COPY scripts/docker/determine_debian_version_specific_variables.sh /scripts/docker/
+
 # Install basic and additional apt dependencies
 RUN apt-get update \
     && apt-get install --no-install-recommends -yqq apt-utils >/dev/null 2>&1 \
-    && apt-get install -y --no-install-recommends curl gnupg2 \
+    && apt-get install -y --no-install-recommends curl gnupg2 lsb-release \
     && mkdir -pv /usr/share/man/man1 \
     && mkdir -pv /usr/share/man/man7 \
     && export ${ADDITIONAL_DEV_ENV_VARS?} \
+    && source /scripts/docker/determine_debian_version_specific_variables.sh \
     && bash -o pipefail -o errexit -o nounset -o nolog -c "${DEV_APT_COMMAND}" \
     && bash -o pipefail -o errexit -o nounset -o nolog -c "${ADDITIONAL_DEV_APT_COMMAND}" \
     && apt-get update \
@@ -79,7 +82,7 @@ RUN apt-get update \
            libsasl2-dev \
            libsasl2-modules \
            libssl-dev \
-           libenchant-dev \
+           "${DISTRO_LIBENCHANT}" \
            locales  \
            netcat \
            nodejs \
@@ -112,7 +115,6 @@ RUN bash /scripts/docker/install_mysql.sh prod \
     && chmod 0440 /etc/sudoers.d/airflow
 
 ARG RUNTIME_APT_DEPS="\
-      libgcc-8-dev \
       apt-transport-https \
       bash-completion \
       ca-certificates \
@@ -160,16 +162,14 @@ ENV RUNTIME_APT_DEP=${RUNTIME_APT_DEPS} \
     AIRFLOW_HOME=${AIRFLOW_HOME} \
     AIRFLOW_SOURCES=${AIRFLOW_SOURCES}
 
-# Note missing man directories on debian-buster
-# https://bugs.debian.org/cgi-bin/bugreport.cgi?bug=863199
-RUN mkdir -pv /usr/share/man/man1 \
-    && mkdir -pv /usr/share/man/man7 \
-    && export ${ADDITIONAL_DEV_APT_ENV?} \
+RUN export ${ADDITIONAL_DEV_APT_ENV?} \
     && export ${ADDITIONAL_RUNTIME_APT_ENV?} \
+    && source /scripts/docker/determine_debian_version_specific_variables.sh \
     && bash -o pipefail -o errexit -o nounset -o nolog -c "${RUNTIME_APT_COMMAND}" \
     && bash -o pipefail -o errexit -o nounset -o nolog -c "${ADDITIONAL_RUNTIME_APT_COMMAND}" \
     && apt-get update \
     && apt-get install --no-install-recommends -y \
+      "${DISTRO_LIBGCC}" \
       ${RUNTIME_APT_DEPS} \
       ${ADDITIONAL_RUNTIME_APT_DEPS} \
     && apt-get autoremove -yqq --purge \
diff --git a/INSTALL b/INSTALL
index 208e6cd762731..4354d5e33f558 100644
--- a/INSTALL
+++ b/INSTALL
@@ -5,7 +5,7 @@ This is a generic installation method that requires a number of dependencies to
 Depending on your system you might need different prerequisites, but the following
 systems/prerequisites are known to work:
 
-Linux (Debian Buster and Linux Mint Tricia):
+Linux (Debian Bullseye and Linux Mint Debbie):
 
 sudo apt install build-essential python3-dev libsqlite3-dev openssl \
                  sqlite default-libmysqlclient-dev libmysqlclient-dev postgresql
diff --git a/breeze b/breeze
index 64a2daa0b9b05..48bae1eb1fc7c 100755
--- a/breeze
+++ b/breeze
@@ -515,6 +515,7 @@ EOF
         fi
         cat <<EOF
                                Python version:         ${PYTHON_MAJOR_MINOR_VERSION}
+                               Debian version:         ${DEBIAN_VERSION}
                                Backend:                ${BACKEND} ${backend_version}
 EOF
         if [[ -n ${USE_AIRFLOW_VERSION=} ]]; then
@@ -629,6 +630,7 @@ export HOST_USER_ID=${HOST_USER_ID}
 export HOST_GROUP_ID=${HOST_GROUP_ID}
 export COMPOSE_FILE="${compose_file}"
 export PYTHON_MAJOR_MINOR_VERSION="${PYTHON_MAJOR_MINOR_VERSION}"
+export DEBIAN_VERSION="${DEBIAN_VERSION}"
 export BACKEND="${BACKEND}"
 export AIRFLOW_VERSION="${AIRFLOW_VERSION}"
 export INSTALL_AIRFLOW_VERSION="${INSTALL_AIRFLOW_VERSION}"
@@ -679,7 +681,12 @@ EOF
 #######################################################################################################
 function breeze::prepare_command_files() {
     local main_ci_docker_compose_file=${SCRIPTS_CI_DIR}/docker-compose/base.yml
-    local backend_docker_compose_file=${SCRIPTS_CI_DIR}/docker-compose/backend-${BACKEND}.yml
+    if [[ ${BACKEND} == "mssql" ]]; then
+        local backend_docker_compose_file=${SCRIPTS_CI_DIR}/docker-compose/backend-${BACKEND}-${DEBIAN_VERSION}.yml
+    else
+        local backend_docker_compose_file=${SCRIPTS_CI_DIR}/docker-compose/backend-${BACKEND}.yml
+    fi
+
     local backend_port_docker_compose_file=${SCRIPTS_CI_DIR}/docker-compose/backend-${BACKEND}-port.yml
     local local_docker_compose_file=${SCRIPTS_CI_DIR}/docker-compose/local.yml
     local local_all_sources_docker_compose_file=${SCRIPTS_CI_DIR}/docker-compose/local-all-sources.yml
@@ -687,6 +694,7 @@ function breeze::prepare_command_files() {
     local remove_sources_docker_compose_file=${SCRIPTS_CI_DIR}/docker-compose/remove-sources.yml
     local forward_credentials_docker_compose_file=${SCRIPTS_CI_DIR}/docker-compose/forward-credentials.yml
 
+
     if [[ ${BACKEND} == "mssql" ]]; then
         local docker_filesystem
         docker_filesystem=$(stat "-f" "-c" "%T" /var/lib/docker 2>/dev/null || echo "unknown")
@@ -816,6 +824,12 @@ function breeze::parse_arguments() {
             echo
             shift 2
             ;;
+        -d | --debian-version)
+            export DEBIAN_VERSION="${2}"
+            echo "Debian version: ${DEBIAN_VERSION}"
+            echo
+            shift 2
+            ;;
         -b | --backend)
             export BACKEND="${2}"
             echo "Backend: ${BACKEND}"
@@ -940,7 +954,7 @@ function breeze::parse_arguments() {
             echo
             shift 2
             ;;
-        -d | --db-reset)
+        --db-reset)
             echo "Resetting the DB!"
             echo
             export DB_RESET="true"
@@ -1544,6 +1558,10 @@ function breeze::prepare_formatted_versions() {
         fold -w "${indented_screen_width}" -s | sed "s/^/${list_prefix}/")
     readonly FORMATTED_PYTHON_MAJOR_MINOR_VERSIONS
 
+    FORMATTED_DEBIAN_VERSIONS=$(echo "${_breeze_allowed_debian_versions=""}" | tr '\n' ' ' |
+        fold -w "${indented_screen_width}" -s | sed "s/^/${list_prefix}/")
+    readonly FORMATTED_DEBIAN_VERSIONS
+
     FORMATTED_BACKENDS=$(echo "${_breeze_allowed_backends=""}" | tr '\n' ' ' |
         fold -w "${indented_screen_width}" -s | sed "s/^/${list_prefix}/")
     readonly FORMATTED_BACKENDS
@@ -2260,6 +2278,14 @@ ${FORMATTED_PYTHON_MAJOR_MINOR_VERSIONS}
 
 ${FORMATTED_PLATFORMS}
 
+
+-d, --debian DEBIAN_VERSION
+        Debian version used for the image. This is always name of the debian distribution version.
+
+        One of:
+
+${FORMATTED_DEBIAN_VERSIONS}
+
 "
 }
 
diff --git a/breeze-complete b/breeze-complete
index 203a3131ff76c..2733e63661e53 100644
--- a/breeze-complete
+++ b/breeze-complete
@@ -23,6 +23,7 @@
 # Those cannot be made read-only as the breeze-complete must be re-sourceable
 
 _breeze_allowed_python_major_minor_versions="3.7 3.8 3.9"
+_breeze_allowed_debian_versions="buster bullseye"
 _breeze_allowed_backends="sqlite mysql postgres mssql"
 _breeze_allowed_integrations="cassandra kerberos mongo openldap pinot rabbitmq redis statsd trino all"
 _breeze_allowed_generate_constraints_modes="source-providers pypi-providers no-providers"
@@ -43,6 +44,7 @@ _breeze_allowed_platforms="linux/amd64"
 # shellcheck disable=SC2034
 {
     # Default values for the commands & flags used
+    _breeze_default_debian_version=$(echo "${_breeze_allowed_debian_versions}" | awk '{print $1}')
     _breeze_default_backend=$(echo "${_breeze_allowed_backends}" | awk '{print $1}')
     _breeze_default_generate_providers_mode=$(echo "${_breeze_allowed_generate_constraints_modes}" | awk '{print $1}')
     _breeze_default_kubernetes_mode=$(echo "${_breeze_allowed_kubernetes_modes}" | awk '{print $1}')
@@ -166,7 +168,7 @@ _breeze_default_github_repository="apache/airflow"
 _breeze_default_github_image_id="latest"
 
 _breeze_short_options="
-h p: b: i:
+h p: d: b: i:
 K: V:
 l a: t: d:
 v y n q f
@@ -177,7 +179,7 @@ S: N:
 "
 
 _breeze_long_options="
-help python: backend: integration: platform:
+help python: debian-version: backend: integration: platform:
 kubernetes-mode: kubernetes-version: helm-version: kind-version:
 skip-mounting-local-sources mount-all-local-sources install-airflow-version: install-airflow-reference: db-reset
 verbose assume-yes assume-no assume-quit forward-credentials init-script:
@@ -256,6 +258,9 @@ function breeze_complete::get_known_values_breeze() {
     -p | --python)
         _breeze_known_values=${_breeze_allowed_python_major_minor_versions}
         ;;
+    -d | --debian-version)
+        _breeze_known_values=${_breeze_allowed_debian_versions}
+        ;;
     -b | --backend)
         _breeze_known_values=${_breeze_allowed_backends}
         ;;
diff --git a/dev/provider_packages/prepare_provider_packages.py b/dev/provider_packages/prepare_provider_packages.py
index ff9b9f4b9aa64..2b44dd9d6d18e 100755
--- a/dev/provider_packages/prepare_provider_packages.py
+++ b/dev/provider_packages/prepare_provider_packages.py
@@ -1039,7 +1039,7 @@ def make_sure_remote_apache_exists_and_fetch(git_update: bool, verbose: bool):
         if not git_update:
             return
     except subprocess.CalledProcessError as ex:
-        if ex.returncode == 128:
+        if ex.returncode == 128 or ex.returncode == 2:
             remote_add_command = [
                 "git",
                 "remote",
diff --git a/docs/docker-stack/build.rst b/docs/docker-stack/build.rst
index e3e40c1abb3b6..131ccaf4fecaf 100644
--- a/docs/docker-stack/build.rst
+++ b/docs/docker-stack/build.rst
@@ -149,8 +149,6 @@ The following example adds ``test_dag.py`` to your image in the ``/opt/airflow/d
     :start-after: [START dag]
     :end-before: [END dag]
 
-
-
 Extending vs. customizing the image
 -----------------------------------
 
@@ -197,6 +195,7 @@ size of the Customized image.
 Airflow Summit 2020's `Production Docker Image <https://youtu.be/wDr3Y7q2XoI>`_ talk provides more
 details about the context, architecture and customization/extension methods for the Production Image.
 
+
 Extending the image
 -------------------
 
@@ -414,6 +413,17 @@ contains specified version of dependencies to add with ``==`` version specifier,
 stable set of requirements, independent if someone releases a newer version. However you have
 to make sure to update those requirements and rebuild the images to account for latest security fixes.
 
+Choosing Debian version when customizing the image
+--------------------------------------------------
+
+The reference Airflow image currently uses ``buster`` version of Debian (also known as Debian 10) as base
+image, however when you want to build a custom image, you can also use ``bullseye`` version of base images.
+Airflow supports both versions of Debian. You choose which version of Debian to use by choosing the
+right version of python base image:
+
+* ``--build-arg PYTHON_BASE_IMAGE="python:3.7-slim-buster`` uses buster version of Debian (Debian 10)
+* ``--build-arg PYTHON_BASE_IMAGE="python:3.7-slim-bullseye`` uses bullseye version of Debian (Debian 11)
+
 Examples of image customizing
 -----------------------------
 
diff --git a/scripts/ci/docker-compose/_docker.env b/scripts/ci/docker-compose/_docker.env
index 0f3a940eef378..341d85cef281f 100644
--- a/scripts/ci/docker-compose/_docker.env
+++ b/scripts/ci/docker-compose/_docker.env
@@ -26,6 +26,7 @@ CI_TARGET_REPO
 CI_TARGET_BRANCH
 COMMIT_SHA
 DB_RESET
+DEBIAN_VERSION
 DEFAULT_BRANCH
 DEFAULT_CONSTRAINTS_BRANCH
 ENABLED_INTEGRATIONS
diff --git a/scripts/ci/docker-compose/backend-mssql-bullseye.yml b/scripts/ci/docker-compose/backend-mssql-bullseye.yml
new file mode 100644
index 0000000000000..4cf4d94570192
--- /dev/null
+++ b/scripts/ci/docker-compose/backend-mssql-bullseye.yml
@@ -0,0 +1,60 @@
+# Licensed to the Apache Software Foundation (ASF) under one
+# or more contributor license agreements.  See the NOTICE file
+# distributed with this work for additional information
+# regarding copyright ownership.  The ASF licenses this file
+# to you under the Apache License, Version 2.0 (the
+# "License"); you may not use this file except in compliance
+# with the License.  You may obtain a copy of the License at
+#
+#   http://www.apache.org/licenses/LICENSE-2.0
+#
+# Unless required by applicable law or agreed to in writing,
+# software distributed under the License is distributed on an
+# "AS IS" BASIS, WITHOUT WARRANTIES OR CONDITIONS OF ANY
+# KIND, either express or implied.  See the License for the
+# specific language governing permissions and limitations
+# under the License.
+---
+version: "3.7"
+services:
+  airflow:
+    environment:
+      - BACKEND=mssql
+      - AIRFLOW__CORE__SQL_ALCHEMY_CONN=mssql+pyodbc://sa:Airflow123@mssql:1433/airflow?driver=ODBC+Driver+18+for+SQL+Server&Encrypt=No
+      - AIRFLOW__CELERY__RESULT_BACKEND=db+mssql+pyodbc://sa:Airflow123@mssql:1433/airflow?driver=ODBC+Driver+18+for+SQL+Server&Encrypt=No
+      - AIRFLOW__CORE__EXECUTOR=LocalExecutor
+    depends_on:
+      mssql:
+        condition: service_healthy
+      mssqlsetup:
+        condition: service_completed_successfully
+  mssql:
+    image: mcr.microsoft.com/mssql/server:${MSSQL_VERSION}
+    environment:
+      - ACCEPT_EULA=Y
+      - SA_PASSWORD=Airflow123
+    healthcheck:
+      test: ["CMD", "/opt/mssql-tools/bin/sqlcmd", "-S", "localhost",
+             "-U", "sa", "-P", "Airflow123", "-Q", "SELECT 1"]
+      interval: 10s
+      timeout: 10s
+      retries: 10
+      start_period: 2m
+    restart: always
+  mssqlsetup:
+    image: mcr.microsoft.com/mssql/server:${MSSQL_VERSION}
+    depends_on:
+      mssql:
+        condition: service_healthy
+    entrypoint:
+      - bash
+      - -c
+      - >
+        for i in {1..10};
+        do
+            /opt/mssql-tools/bin/sqlcmd -S mssql -U sa -P Airflow123 -i /mssql_create_airflow_db.sql &&
+                exit 0;
+            sleep 1;
+        done
+    volumes:
+      - ./mssql_create_airflow_db.sql:/mssql_create_airflow_db.sql:ro
diff --git a/scripts/ci/docker-compose/backend-mssql.yml b/scripts/ci/docker-compose/backend-mssql-buster.yml
similarity index 100%
rename from scripts/ci/docker-compose/backend-mssql.yml
rename to scripts/ci/docker-compose/backend-mssql-buster.yml
diff --git a/scripts/ci/docker-compose/base.yml b/scripts/ci/docker-compose/base.yml
index 5125dd691ceb8..2cdc177df8a3b 100644
--- a/scripts/ci/docker-compose/base.yml
+++ b/scripts/ci/docker-compose/base.yml
@@ -40,6 +40,7 @@ services:
       - CI_TARGET_BRANCH=${CI_TARGET_BRANCH}
       - COMMIT_SHA=${COMMIT_SHA}
       - DB_RESET=${DB_RESET}
+      - DEBIAN_VERSION=${DEBIAN_VERSION}
       - DEFAULT_BRANCH=${DEFAULT_BRANCH}
       - DEFAULT_CONSTRAINTS_BRANCH=${DEFAULT_CONSTRAINTS_BRANCH}
       - ENABLED_INTEGRATIONS=${ENABLED_INTEGRATIONS}
diff --git a/scripts/ci/testing/ci_run_single_airflow_test_in_docker.sh b/scripts/ci/testing/ci_run_single_airflow_test_in_docker.sh
index dd5c27a9aefe4..b60d3d1f8c4ba 100755
--- a/scripts/ci/testing/ci_run_single_airflow_test_in_docker.sh
+++ b/scripts/ci/testing/ci_run_single_airflow_test_in_docker.sh
@@ -83,7 +83,11 @@ function run_airflow_testing_in_docker() {
     echo
     echo "Semaphore grabbed. Running tests for ${TEST_TYPE}"
     echo
-    local backend_docker_compose=("-f" "${SCRIPTS_CI_DIR}/docker-compose/backend-${BACKEND}.yml")
+    if [[ ${BACKEND} == "mssql" ]]; then
+        local backend_docker_compose=("-f" "${SCRIPTS_CI_DIR}/docker-compose/backend-${BACKEND}-${DEBIAN_VERSION}.yml")
+    else
+        local backend_docker_compose=("-f" "${SCRIPTS_CI_DIR}/docker-compose/backend-${BACKEND}.yml")
+    fi
     if [[ ${BACKEND} == "mssql" ]]; then
         local docker_filesystem
         docker_filesystem=$(stat "-f" "-c" "%T" /var/lib/docker 2>/dev/null || echo "unknown")
diff --git a/scripts/docker/determine_debian_version_specific_variables.sh b/scripts/docker/determine_debian_version_specific_variables.sh
new file mode 100644
index 0000000000000..735ee9d7a093c
--- /dev/null
+++ b/scripts/docker/determine_debian_version_specific_variables.sh
@@ -0,0 +1,49 @@
+# Licensed to the Apache Software Foundation (ASF) under one
+# or more contributor license agreements.  See the NOTICE file
+# distributed with this work for additional information
+# regarding copyright ownership.  The ASF licenses this file
+# to you under the Apache License, Version 2.0 (the
+# "License"); you may not use this file except in compliance
+# with the License.  You may obtain a copy of the License at
+#
+#   http://www.apache.org/licenses/LICENSE-2.0
+#
+# Unless required by applicable law or agreed to in writing,
+# software distributed under the License is distributed on an
+# "AS IS" BASIS, WITHOUT WARRANTIES OR CONDITIONS OF ANY
+# KIND, either express or implied.  See the License for the
+# specific language governing permissions and limitations
+# under the License.
+# shellcheck disable=SC2148
+# Determines variables that are specific for different distro versions
+function determine_debian_version_specific_variables() {
+    local color_red
+    color_red=$'\e[31m'
+    local color_reset
+    color_reset=$'\e[0m'
+
+    local debian_version
+    debian_version=$(lsb_release -cs)
+    if [[ ${debian_version} == "buster" ]]; then
+        export DISTRO_LIBENCHANT="libenchant-dev"
+        export DISTRO_LIBGCC="libgcc-8-dev"
+        export DISTRO_SELINUX="python-selinux"
+        export DISTRO_LIBFFI="libffi6"
+        # Note missing man directories on debian-buster
+        # https://bugs.debian.org/cgi-bin/bugreport.cgi?bug=863199
+        mkdir -pv /usr/share/man/man1
+        mkdir -pv /usr/share/man/man7
+    elif [[ ${debian_version} == "bullseye" ]]; then
+        export DISTRO_LIBENCHANT="libenchant-2-2"
+        export DISTRO_LIBGCC="libgcc-10-dev"
+        export DISTRO_SELINUX="python3-selinux"
+        export DISTRO_LIBFFI="libffi7"
+    else
+        echo
+        echo "${color_red}Unknown distro version ${debian_version}${color_reset}"
+        echo
+        exit 1
+    fi
+}
+
+determine_debian_version_specific_variables
diff --git a/scripts/docker/install_mssql.sh b/scripts/docker/install_mssql.sh
index d80eff844cb42..024481d635695 100644
--- a/scripts/docker/install_mssql.sh
+++ b/scripts/docker/install_mssql.sh
@@ -21,24 +21,47 @@ set -euo pipefail
 
 COLOR_BLUE=$'\e[34m'
 readonly COLOR_BLUE
+COLOR_YELLOW=$'\e[33m'
+readonly COLOR_YELLOW
 COLOR_RESET=$'\e[0m'
 readonly COLOR_RESET
 
 function install_mssql_client() {
+    # Install MsSQL client from Microsoft repositories
+    if [[ ${INSTALL_MSSQL_CLIENT:="true"} != "true" ]]; then
+        echo
+        echo "${COLOR_BLUE}Skip installing mssql client${COLOR_RESET}"
+        echo
+        return
+    fi
     echo
     echo "${COLOR_BLUE}Installing mssql client${COLOR_RESET}"
     echo
+    local distro
+    local version
+    distro=$(lsb_release -is | tr '[:upper:]' '[:lower:]')
+    version_name=$(lsb_release -cs | tr '[:upper:]' '[:lower:]')
+    version=$(lsb_release -rs)
+    local driver
+    if [[ ${version_name} == "buster" ]]; then
+        driver=msodbcsql17
+    elif [[ ${version_name} == "bullseye" ]]; then
+        driver=msodbcsql18
+    else
+        echo
+        echo "${COLOR_YELLOW}Only Buster or Bullseye are supported. Skipping MSSQL installation${COLOR_RESET}"
+        echo
+        return
+    fi
     curl --silent https://packages.microsoft.com/keys/microsoft.asc | apt-key add - >/dev/null 2>&1
-    curl --silent https://packages.microsoft.com/config/debian/10/prod.list > /etc/apt/sources.list.d/mssql-release.list
+    curl --silent "https://packages.microsoft.com/config/${distro}/${version}/prod.list" > \
+        /etc/apt/sources.list.d/mssql-release.list
     apt-get update -yqq
     apt-get upgrade -yqq
-    ACCEPT_EULA=Y apt-get -yqq install -y --no-install-recommends msodbcsql17 mssql-tools
+    ACCEPT_EULA=Y apt-get -yqq install -y --no-install-recommends "${driver}"
     rm -rf /var/lib/apt/lists/*
     apt-get autoremove -yqq --purge
     apt-get clean && rm -rf /var/lib/apt/lists/*
 }
 
-# Install MsSQL client from Microsoft repositories
-if [[ ${INSTALL_MSSQL_CLIENT:="true"} == "true" ]]; then
-    install_mssql_client "${@}"
-fi
+install_mssql_client "${@}"
diff --git a/scripts/docker/install_mysql.sh b/scripts/docker/install_mysql.sh
index 137b25babff54..de2ecab0a05c2 100644
--- a/scripts/docker/install_mysql.sh
+++ b/scripts/docker/install_mysql.sh
@@ -29,10 +29,6 @@ readonly COLOR_RESET
 : "${INSTALL_MYSQL_CLIENT:?Should be true or false}"
 
 install_mysql_client() {
-    echo
-    echo "${COLOR_BLUE}Installing mysql client version ${MYSQL_VERSION}${COLOR_RESET}"
-    echo
-
     if [[ "${1}" == "dev" ]]; then
         packages=("libmysqlclient-dev" "mysql-client")
     elif [[ "${1}" == "prod" ]]; then
@@ -44,6 +40,10 @@ install_mysql_client() {
         exit 1
     fi
 
+    echo
+    echo "${COLOR_BLUE}Installing mysql client version ${MYSQL_VERSION}: ${1}${COLOR_RESET}"
+    echo
+
     local key="467B942D3A79BD29"
     readonly key