diff --git a/Dockerfile.ci b/Dockerfile.ci
index e4c095be2f665..1dc88c6966ff5 100644
--- a/Dockerfile.ci
+++ b/Dockerfile.ci
@@ -1067,6 +1067,8 @@ EOF
 # The content below is automatically copied from scripts/docker/entrypoint_ci.sh
 COPY <<"EOF" /entrypoint_ci.sh
 #!/usr/bin/env bash
+export SQLALCHEMY_ENGINE_DEBUG="true"
+
 function set_verbose() {
     if [[ ${VERBOSE_COMMANDS:="false"} == "true" ]]; then
         set -x
diff --git a/airflow-core/pyproject.toml b/airflow-core/pyproject.toml
index 3cf114af0bfc7..c4f1734df75ef 100644
--- a/airflow-core/pyproject.toml
+++ b/airflow-core/pyproject.toml
@@ -135,8 +135,8 @@ dependencies = [
     "rich-argparse>=1.0.0",
     "rich>=13.6.0",
     "setproctitle>=1.3.3",
-    # The issue tracking deprecations for sqlalchemy 2 is https://github.com/apache/airflow/issues/28723
-    "sqlalchemy[asyncio]>=1.4.49",
+    # SQLAlchemy >=2.0.36 fixes Python 3.13 TypingOnly import AssertionError caused by new typing attributes (__static_attributes__, __firstlineno__)
+    "sqlalchemy[asyncio]>=2.0.36",
     "sqlalchemy-jsonfield>=1.0",
     "sqlalchemy-utils>=0.41.2",
     "svcs>=25.1.0",
diff --git a/providers/fab/docs/index.rst b/providers/fab/docs/index.rst
index c69c88b46f69c..30e9550ea55ac 100644
--- a/providers/fab/docs/index.rst
+++ b/providers/fab/docs/index.rst
@@ -116,7 +116,6 @@ PIP package                                 Version required
 ``flask-session``                           ``>=0.8.0; python_version < "3.13"``
 ``msgpack``                                 ``>=1.0.0; python_version < "3.13"``
 ``flask-sqlalchemy``                        ``>=3.0.5; python_version < "3.13"``
-``sqlalchemy``                              ``>=1.4.36,<2; python_version < "3.13"``
 ``flask-wtf``                               ``>=1.1.0; python_version < "3.13"``
 ``connexion[flask]``                        ``>=2.14.2,<3.0; python_version < "3.13"``
 ``jmespath``                                ``>=0.7.0; python_version < "3.13"``
diff --git a/providers/fab/pyproject.toml b/providers/fab/pyproject.toml
index 604dd9617eb25..b6fecf6522259 100644
--- a/providers/fab/pyproject.toml
+++ b/providers/fab/pyproject.toml
@@ -73,12 +73,9 @@ dependencies = [
     # In particular, make sure any breaking changes, for example any new methods, are accounted for.
     "flask-appbuilder==5.0.1; python_version < '3.13'",
     "flask-login>=0.6.2; python_version < '3.13'",
-    # Flask-Session 0.6 add new arguments into the SqlAlchemySessionInterface constructor as well as
-    # all parameters now are mandatory which make AirflowDatabaseSessionInterface incompatible with this version.
     "flask-session>=0.8.0; python_version < '3.13'",
     "msgpack>=1.0.0; python_version < '3.13'",
     "flask-sqlalchemy>=3.0.5; python_version < '3.13'",
-    "sqlalchemy>=1.4.36,<2; python_version < '3.13'",
     "flask-wtf>=1.1.0; python_version < '3.13'",
     "connexion[flask]>=2.14.2,<3.0; python_version < '3.13'",
     "jmespath>=0.7.0; python_version < '3.13'",
diff --git a/scripts/docker/entrypoint_ci.sh b/scripts/docker/entrypoint_ci.sh
index ab339400aea04..49d2b2d12d509 100755
--- a/scripts/docker/entrypoint_ci.sh
+++ b/scripts/docker/entrypoint_ci.sh
@@ -15,6 +15,8 @@
 # KIND, either express or implied.  See the License for the
 # specific language governing permissions and limitations
 # under the License.
+export SQLALCHEMY_ENGINE_DEBUG="true"
+
 function set_verbose() {
     if [[ ${VERBOSE_COMMANDS:="false"} == "true" ]]; then
         set -x