diff --git a/x-pack/plugin/esql/src/internalClusterTest/java/org/elasticsearch/xpack/esql/plugin/CanMatchIT.java b/x-pack/plugin/esql/src/internalClusterTest/java/org/elasticsearch/xpack/esql/plugin/CanMatchIT.java
index 44c4599f910a0..6d8757c7b080e 100644
--- a/x-pack/plugin/esql/src/internalClusterTest/java/org/elasticsearch/xpack/esql/plugin/CanMatchIT.java
+++ b/x-pack/plugin/esql/src/internalClusterTest/java/org/elasticsearch/xpack/esql/plugin/CanMatchIT.java
@@ -87,12 +87,22 @@ public void testCanMatch() {
                 assertThat(queriedIndices, equalTo(Set.of("events_2023")));
                 queriedIndices.clear();
             }
+            try (EsqlQueryResponse resp = run("from events_* | WHERE @timestamp >= date_parse(\"yyyy-MM-dd\", \"2023-01-01\")")) {
+                assertThat(getValuesList(resp), hasSize(4));
+                assertThat(queriedIndices, equalTo(Set.of("events_2023")));
+                queriedIndices.clear();
+            }
 
             try (EsqlQueryResponse resp = run("from events_*", randomPragmas(), new RangeQueryBuilder("@timestamp").lt("2023-01-01"))) {
                 assertThat(getValuesList(resp), hasSize(3));
                 assertThat(queriedIndices, equalTo(Set.of("events_2022")));
                 queriedIndices.clear();
             }
+            try (EsqlQueryResponse resp = run("from events_* | WHERE @timestamp < date_parse(\"yyyy-MM-dd\", \"2023-01-01\")")) {
+                assertThat(getValuesList(resp), hasSize(3));
+                assertThat(queriedIndices, equalTo(Set.of("events_2022")));
+                queriedIndices.clear();
+            }
 
             try (
                 EsqlQueryResponse resp = run(
@@ -105,6 +115,17 @@ public void testCanMatch() {
                 assertThat(queriedIndices, equalTo(Set.of("events_2022", "events_2023")));
                 queriedIndices.clear();
             }
+            try (
+                EsqlQueryResponse resp = run(
+                    "from events_* "
+                        + "| WHERE @timestamp > date_parse(\"yyyy-MM-dd\", \"2022-01-01\") "
+                        + "AND @timestamp < date_parse(\"yyyy-MM-dd\", \"2023-12-31\")"
+                )
+            ) {
+                assertThat(getValuesList(resp), hasSize(7));
+                assertThat(queriedIndices, equalTo(Set.of("events_2022", "events_2023")));
+                queriedIndices.clear();
+            }
 
             try (
                 EsqlQueryResponse resp = run(
@@ -117,6 +138,17 @@ public void testCanMatch() {
                 assertThat(queriedIndices, empty());
                 queriedIndices.clear();
             }
+            try (
+                EsqlQueryResponse resp = run(
+                    "from events_* "
+                        + "| WHERE @timestamp > date_parse(\"yyyy-MM-dd\", \"2023-01-01\") "
+                        + "AND @timestamp < date_parse(\"yyyy-MM-dd\", \"2023-01-01\")"
+                )
+            ) {
+                assertThat(getValuesList(resp), hasSize(0));
+                assertThat(queriedIndices, empty());
+                queriedIndices.clear();
+            }
         } finally {
             for (TransportService transportService : internalCluster().getInstances(TransportService.class)) {
                 as(transportService, MockTransportService.class).clearAllRules();