diff --git a/.github/workflows/data/clickhouse/matrix.yml b/.github/workflows/data/clickhouse/matrix.yml
index 9c8c558ba..15c6bffd5 100644
--- a/.github/workflows/data/clickhouse/matrix.yml
+++ b/.github/workflows/data/clickhouse/matrix.yml
@@ -25,16 +25,16 @@ matrix:
       clickhouse-version: 23.6.1-alpine
       <<: *max
   full:
-  # the lowest supported Clickhouse version by JDBC driver
+    # Clickhouse version with proper DateTime > DateTime64 comparison
     - clickhouse-image: yandex/clickhouse-server
-      clickhouse-version: '20.7'
+      clickhouse-version: '21.1'
       <<: *min
     - clickhouse-image: clickhouse/clickhouse-server
       clickhouse-version: 23.6.1-alpine
       <<: *max
   nightly:
     - clickhouse-image: yandex/clickhouse-server
-      clickhouse-version: '20.7'
+      clickhouse-version: '21.1'
       <<: *min
     - clickhouse-image: clickhouse/clickhouse-server
       clickhouse-version: latest-alpine
diff --git a/docs/changelog/next_release/267.breaking.rst b/docs/changelog/next_release/267.breaking.rst
new file mode 100644
index 000000000..5ce301393
--- /dev/null
+++ b/docs/changelog/next_release/267.breaking.rst
@@ -0,0 +1,26 @@
+Serialize DateTimeHWM to Clickhouse's ``DateTime64(6)`` (precision up to microseconds) instead of ``DateTime`` (precision up to seconds).
+
+For Clickhouse below 21.1 comparing column of type ``DateTime`` with a value of type ``DateTime64`` was not supported, returning an empty dataframe.
+To avoid this, replace:
+
+.. code:: python
+
+    DBReader(
+        ...,
+        hwm=DBReader.AutoDetectHWM(
+            name="my_hwm",
+            expression="hwm_column",  # <--
+        ),
+    )
+
+with:
+
+.. code:: python
+
+    DBReader(
+        ...,
+        hwm=DBReader.AutoDetectHWM(
+            name="my_hwm",
+            expression="CAST(hwm_column AS DateTime64)",  # <--
+        ),
+    )
diff --git a/docs/connection/db_connection/clickhouse/prerequisites.rst b/docs/connection/db_connection/clickhouse/prerequisites.rst
index 654add047..f7ade0341 100644
--- a/docs/connection/db_connection/clickhouse/prerequisites.rst
+++ b/docs/connection/db_connection/clickhouse/prerequisites.rst
@@ -6,7 +6,7 @@ Prerequisites
 Version Compatibility
 ---------------------
 
-* Clickhouse server versions: 20.7 or higher
+* Clickhouse server versions: 21.1 or higher
 * Spark versions: 2.3.x - 3.5.x
 * Java versions: 8 - 20
 
diff --git a/onetl/connection/db_connection/clickhouse/dialect.py b/onetl/connection/db_connection/clickhouse/dialect.py
index 187b2e787..2c03620d3 100644
--- a/onetl/connection/db_connection/clickhouse/dialect.py
+++ b/onetl/connection/db_connection/clickhouse/dialect.py
@@ -26,9 +26,11 @@ def get_min_value(self, value: Any) -> str:
         return f"minOrNull({result})"
 
     def _serialize_datetime(self, value: datetime) -> str:
-        result = value.strftime("%Y-%m-%d %H:%M:%S")
-        return f"CAST('{result}' AS DateTime)"
+        # this requires at least Clickhouse 21.1, see:
+        # https://github.com/ClickHouse/ClickHouse/issues/16655
+        result = value.strftime("%Y-%m-%d %H:%M:%S.%f")
+        return f"toDateTime64('{result}', 6)"
 
     def _serialize_date(self, value: date) -> str:
         result = value.strftime("%Y-%m-%d")
-        return f"CAST('{result}' AS Date)"
+        return f"toDate('{result}')"
diff --git a/tests/fixtures/processing/clickhouse.py b/tests/fixtures/processing/clickhouse.py
index 2b3e4cec1..bf0b2f3e7 100644
--- a/tests/fixtures/processing/clickhouse.py
+++ b/tests/fixtures/processing/clickhouse.py
@@ -20,7 +20,7 @@ class ClickhouseProcessing(BaseProcessing):
         "text_string": "String",
         "hwm_int": "Int32",
         "hwm_date": "Date",
-        "hwm_datetime": "DateTime",
+        "hwm_datetime": "DateTime64(6)",
         "float_value": "Float32",
     }
 
diff --git a/tests/tests_integration/tests_strategy_integration/tests_incremental_strategy_integration/test_strategy_increment_clickhouse.py b/tests/tests_integration/tests_strategy_integration/tests_incremental_strategy_integration/test_strategy_increment_clickhouse.py
index 77ec071b3..67e67b065 100644
--- a/tests/tests_integration/tests_strategy_integration/tests_incremental_strategy_integration/test_strategy_increment_clickhouse.py
+++ b/tests/tests_integration/tests_strategy_integration/tests_incremental_strategy_integration/test_strategy_increment_clickhouse.py
@@ -302,12 +302,37 @@ def test_clickhouse_strategy_incremental_explicit_hwm_type(
             ColumnDateHWM,
             lambda x: x.isoformat(),
         ),
+        pytest.param(
+            "hwm_date",
+            "CAST(text_string AS Date32)",
+            ColumnDateHWM,
+            lambda x: x.isoformat(),
+            marks=pytest.mark.xfail(reason="Date32 type was added in ClickHouse 21.9"),
+        ),
         (
             "hwm_datetime",
             "CAST(text_string AS DateTime)",
             ColumnDateTimeHWM,
             lambda x: x.isoformat(),
         ),
+        (
+            "hwm_datetime",
+            "CAST(text_string AS DateTime64)",
+            ColumnDateTimeHWM,
+            lambda x: x.isoformat(),
+        ),
+        (
+            "hwm_datetime",
+            "CAST(text_string AS DateTime64(3))",
+            ColumnDateTimeHWM,
+            lambda x: x.isoformat(),
+        ),
+        (
+            "hwm_datetime",
+            "CAST(text_string AS DateTime64(6))",
+            ColumnDateTimeHWM,
+            lambda x: x.isoformat(),
+        ),
     ],
 )
 def test_clickhouse_strategy_incremental_with_hwm_expr(