diff --git a/tests/connect/test_with_column.py b/tests/connect/test_with_column.py
new file mode 100644
index 0000000000..ad237339b2
--- /dev/null
+++ b/tests/connect/test_with_column.py
@@ -0,0 +1,19 @@
+from __future__ import annotations
+
+from pyspark.sql.functions import col
+
+
+def test_with_column(spark_session):
+    # Create DataFrame from range(10)
+    df = spark_session.range(10)
+
+    # Add a new column that's a boolean indicating if id > 2
+    df_with_col = df.withColumn("double_id", col("id") > 2)
+
+    # Verify the schema has both columns
+    assert "id" in df_with_col.schema.names, "Original column should still exist"
+    assert "double_id" in df_with_col.schema.names, "New column should be added"
+
+    # Verify the data is correct
+    df_pandas = df_with_col.toPandas()
+    assert (df_pandas["double_id"] == (df_pandas["id"] > 2)).all(), "New column should be greater than 2 comparison"