diff --git a/dev/breeze/src/airflow_breeze/utils/docker_command_utils.py b/dev/breeze/src/airflow_breeze/utils/docker_command_utils.py
index 3dd9b4ffb639d..d0394674f6b9c 100644
--- a/dev/breeze/src/airflow_breeze/utils/docker_command_utils.py
+++ b/dev/breeze/src/airflow_breeze/utils/docker_command_utils.py
@@ -145,6 +145,16 @@ def get_extra_docker_flags(mount_sources: str, include_mypy_volume: bool = False
     return extra_docker_flags
 
 
+def is_docker_rootless():
+    response = run_command(
+        ["docker", "info", "-f", "{{println .SecurityOptions}}"], capture_output=True, check=True, text=True
+    )
+    if "rootless" in response.stdout.strip():
+        get_console().print("[info]Docker is running in rootless mode.[/]\n")
+        return True
+    return False
+
+
 def check_docker_resources(airflow_image_name: str) -> RunCommandResult:
     """
     Check if we have enough resources to run docker. This is done via running script embedded in our image.
@@ -571,6 +581,7 @@ def update_expected_environment_variables(env: dict[str, str]) -> None:
     set_value_to_default_if_not_set(env, "COLLECT_ONLY", "false")
     set_value_to_default_if_not_set(env, "DB_RESET", "false")
     set_value_to_default_if_not_set(env, "DEFAULT_BRANCH", AIRFLOW_BRANCH)
+    set_value_to_default_if_not_set(env, "DOCKER_IS_ROOTLESS", "false")
     set_value_to_default_if_not_set(env, "ENABLED_SYSTEMS", "")
     set_value_to_default_if_not_set(env, "ENABLE_TEST_COVERAGE", "false")
     set_value_to_default_if_not_set(env, "HELM_TEST_PACKAGE", "")
@@ -706,6 +717,8 @@ def prepare_broker_url(params, env_variables):
 def perform_environment_checks():
     check_docker_is_running()
     check_docker_version()
+    if is_docker_rootless():
+        os.environ["DOCKER_IS_ROOTLESS"] = "true"
     check_docker_compose_version()
 
 
diff --git a/scripts/ci/docker-compose/_docker.env b/scripts/ci/docker-compose/_docker.env
index aa21804e9b6f8..f0efac7768fc4 100644
--- a/scripts/ci/docker-compose/_docker.env
+++ b/scripts/ci/docker-compose/_docker.env
@@ -37,6 +37,7 @@ DB_RESET
 DEFAULT_BRANCH
 DEFAULT_CONSTRAINTS_BRANCH
 DEV_MODE
+DOCKER_IS_ROOTLESS
 ENABLED_SYSTEMS
 ENABLE_TEST_COVERAGE
 GITHUB_ACTIONS
diff --git a/scripts/ci/docker-compose/base.yml b/scripts/ci/docker-compose/base.yml
index 1ce740d80138a..d3a18f9027139 100644
--- a/scripts/ci/docker-compose/base.yml
+++ b/scripts/ci/docker-compose/base.yml
@@ -47,6 +47,7 @@ services:
       - DEFAULT_BRANCH=${DEFAULT_BRANCH}
       - DEFAULT_CONSTRAINTS_BRANCH=${DEFAULT_CONSTRAINTS_BRANCH}
       - DEV_MODE=${DEV_MODE}
+      - DOCKER_IS_ROOTLESS=${DOCKER_IS_ROOTLESS}
       - ENABLED_SYSTEMS=${ENABLED_SYSTEMS}
       - ENABLE_TEST_COVERAGE=${ENABLE_TEST_COVERAGE}
       - GITHUB_ACTIONS=${GITHUB_ACTIONS}
diff --git a/scripts/ci/docker-compose/devcontainer.env b/scripts/ci/docker-compose/devcontainer.env
index f71a0e1e390b8..a297d7579cb1b 100644
--- a/scripts/ci/docker-compose/devcontainer.env
+++ b/scripts/ci/docker-compose/devcontainer.env
@@ -35,6 +35,7 @@ DB_RESET="false"
 DEFAULT_BRANCH="main"
 DEFAULT_CONSTRAINTS_BRANCH="constraints-main"
 DEV_MODE="true"
+DOCKER_IS_ROOTLESS="false"
 ENABLED_SYSTEMS=
 ENABLE_TEST_COVERAGE="false"
 GITHUB_ACTIONS="false"
diff --git a/scripts/in_container/_in_container_utils.sh b/scripts/in_container/_in_container_utils.sh
index 2ed267dd543c3..c962856827abe 100644
--- a/scripts/in_container/_in_container_utils.sh
+++ b/scripts/in_container/_in_container_utils.sh
@@ -66,6 +66,10 @@ function in_container_script_start() {
 #
 function in_container_fix_ownership() {
     if [[ ${HOST_OS:=} == "linux" ]]; then
+        if [[ ${DOCKER_IS_ROOTLESS=} == "true" ]]; then
+             echo "${COLOR_YELLOW}Skip fixing ownership of generated files: Docker is rootless${COLOR_RESET}"
+             return
+        fi
         DIRECTORIES_TO_FIX=(
             "/dist"
             "/files"