diff --git a/x-pack/plugin/esql/src/main/java/org/elasticsearch/xpack/esql/optimizer/LogicalPlanOptimizer.java b/x-pack/plugin/esql/src/main/java/org/elasticsearch/xpack/esql/optimizer/LogicalPlanOptimizer.java
index af8ad7a1fc435..93505fa4f20fc 100644
--- a/x-pack/plugin/esql/src/main/java/org/elasticsearch/xpack/esql/optimizer/LogicalPlanOptimizer.java
+++ b/x-pack/plugin/esql/src/main/java/org/elasticsearch/xpack/esql/optimizer/LogicalPlanOptimizer.java
@@ -46,7 +46,6 @@
 import org.elasticsearch.xpack.ql.expression.predicate.logical.Or;
 import org.elasticsearch.xpack.ql.expression.predicate.regex.RegexMatch;
 import org.elasticsearch.xpack.ql.optimizer.OptimizerRules;
-import org.elasticsearch.xpack.ql.optimizer.OptimizerRules.BooleanFunctionEqualsElimination;
 import org.elasticsearch.xpack.ql.optimizer.OptimizerRules.ConstantFolding;
 import org.elasticsearch.xpack.ql.optimizer.OptimizerRules.LiteralsOnTheRight;
 import org.elasticsearch.xpack.ql.optimizer.OptimizerRules.PruneLiteralsInOrderBy;
@@ -127,7 +126,7 @@ protected static Batch<LogicalPlan> operators() {
             // needs to occur before BinaryComparison combinations (see class)
             new org.elasticsearch.xpack.esql.optimizer.OptimizerRules.PropagateEquals(),
             new PropagateNullable(),
-            new BooleanFunctionEqualsElimination(),
+            new org.elasticsearch.xpack.esql.optimizer.OptimizerRules.BooleanFunctionEqualsElimination(),
             new org.elasticsearch.xpack.esql.optimizer.OptimizerRules.CombineDisjunctionsToIn(),
             new SimplifyComparisonsArithmetics(EsqlDataTypes::areCompatible),
             // prune/elimination
diff --git a/x-pack/plugin/esql/src/main/java/org/elasticsearch/xpack/esql/optimizer/OptimizerRules.java b/x-pack/plugin/esql/src/main/java/org/elasticsearch/xpack/esql/optimizer/OptimizerRules.java
index 3ae662580a200..38ac596135abb 100644
--- a/x-pack/plugin/esql/src/main/java/org/elasticsearch/xpack/esql/optimizer/OptimizerRules.java
+++ b/x-pack/plugin/esql/src/main/java/org/elasticsearch/xpack/esql/optimizer/OptimizerRules.java
@@ -41,10 +41,12 @@
 import org.elasticsearch.xpack.ql.expression.Expression;
 import org.elasticsearch.xpack.ql.expression.Expressions;
 import org.elasticsearch.xpack.ql.expression.Literal;
+import org.elasticsearch.xpack.ql.expression.function.Function;
 import org.elasticsearch.xpack.ql.expression.predicate.Predicates;
 import org.elasticsearch.xpack.ql.expression.predicate.Range;
 import org.elasticsearch.xpack.ql.expression.predicate.logical.And;
 import org.elasticsearch.xpack.ql.expression.predicate.logical.BinaryLogic;
+import org.elasticsearch.xpack.ql.expression.predicate.logical.Not;
 import org.elasticsearch.xpack.ql.expression.predicate.logical.Or;
 import org.elasticsearch.xpack.ql.expression.predicate.operator.comparison.BinaryComparison;
 import org.elasticsearch.xpack.ql.plan.QueryPlan;
@@ -65,6 +67,7 @@
 import java.util.Set;
 
 import static org.elasticsearch.xpack.ql.common.Failure.fail;
+import static org.elasticsearch.xpack.ql.expression.Literal.FALSE;
 import static org.elasticsearch.xpack.ql.expression.Literal.TRUE;
 import static org.elasticsearch.xpack.ql.expression.predicate.Predicates.combineOr;
 import static org.elasticsearch.xpack.ql.expression.predicate.Predicates.splitOr;
@@ -257,6 +260,35 @@ protected Expression rule(Or or) {
         }
     }
 
+    /**
+     * This rule must always be placed after {@link org.elasticsearch.xpack.ql.optimizer.OptimizerRules.LiteralsOnTheRight}, since it looks
+     * at TRUE/FALSE literals' existence on the right hand-side of the {@link Equals}/{@link NotEquals} expressions.
+     */
+    public static final class BooleanFunctionEqualsElimination extends
+        org.elasticsearch.xpack.ql.optimizer.OptimizerRules.OptimizerExpressionRule<BinaryComparison> {
+
+        BooleanFunctionEqualsElimination() {
+            super(org.elasticsearch.xpack.ql.optimizer.OptimizerRules.TransformDirection.UP);
+        }
+
+        @Override
+        protected Expression rule(BinaryComparison bc) {
+            if ((bc instanceof Equals || bc instanceof NotEquals) && bc.left() instanceof Function) {
+                // for expression "==" or "!=" TRUE/FALSE, return the expression itself or its negated variant
+
+                // TODO: Replace use of QL Not with ESQL Not
+                if (TRUE.equals(bc.right())) {
+                    return bc instanceof Equals ? bc.left() : new Not(bc.left().source(), bc.left());
+                }
+                if (FALSE.equals(bc.right())) {
+                    return bc instanceof Equals ? new Not(bc.left().source(), bc.left()) : bc.left();
+                }
+            }
+
+            return bc;
+        }
+    }
+
     /**
      * Propagate Equals to eliminate conjuncted Ranges or BinaryComparisons.
      * When encountering a different Equals, non-containing {@link Range} or {@link BinaryComparison}, the conjunction becomes false.
diff --git a/x-pack/plugin/esql/src/test/java/org/elasticsearch/xpack/esql/optimizer/OptimizerRulesTests.java b/x-pack/plugin/esql/src/test/java/org/elasticsearch/xpack/esql/optimizer/OptimizerRulesTests.java
index 1aac8efbe6f65..01fcd222a5141 100644
--- a/x-pack/plugin/esql/src/test/java/org/elasticsearch/xpack/esql/optimizer/OptimizerRulesTests.java
+++ b/x-pack/plugin/esql/src/test/java/org/elasticsearch/xpack/esql/optimizer/OptimizerRulesTests.java
@@ -23,7 +23,9 @@
 import org.elasticsearch.xpack.ql.expression.predicate.Predicates;
 import org.elasticsearch.xpack.ql.expression.predicate.Range;
 import org.elasticsearch.xpack.ql.expression.predicate.logical.And;
+import org.elasticsearch.xpack.ql.expression.predicate.logical.Not;
 import org.elasticsearch.xpack.ql.expression.predicate.logical.Or;
+import org.elasticsearch.xpack.ql.expression.predicate.operator.comparison.BinaryComparison;
 import org.elasticsearch.xpack.ql.plan.logical.Filter;
 import org.elasticsearch.xpack.ql.plan.logical.LogicalPlan;
 import org.elasticsearch.xpack.ql.tree.Source;
@@ -32,11 +34,10 @@
 import java.util.List;
 
 import static java.util.Arrays.asList;
-import static org.elasticsearch.xpack.ql.TestUtils.equalsOf;
-import static org.elasticsearch.xpack.ql.TestUtils.nullEqualsOf;
 import static org.elasticsearch.xpack.ql.TestUtils.rangeOf;
 import static org.elasticsearch.xpack.ql.TestUtils.relation;
 import static org.elasticsearch.xpack.ql.expression.Literal.FALSE;
+import static org.elasticsearch.xpack.ql.expression.Literal.NULL;
 import static org.elasticsearch.xpack.ql.expression.Literal.TRUE;
 import static org.elasticsearch.xpack.ql.tree.Source.EMPTY;
 import static org.hamcrest.Matchers.contains;
@@ -182,6 +183,39 @@ public void testOrWithNonCombinableExpressions() {
         assertThat(in.list(), contains(ONE, THREE));
     }
 
+    // Test BooleanFunctionEqualsElimination
+    public void testBoolEqualsSimplificationOnExpressions() {
+        OptimizerRules.BooleanFunctionEqualsElimination s = new OptimizerRules.BooleanFunctionEqualsElimination();
+        Expression exp = new GreaterThan(EMPTY, getFieldAttribute(), new Literal(EMPTY, 0, DataTypes.INTEGER), null);
+
+        assertEquals(exp, s.rule(new Equals(EMPTY, exp, TRUE)));
+        // TODO: Replace use of QL Not with ESQL Not
+        assertEquals(new Not(EMPTY, exp), s.rule(new Equals(EMPTY, exp, FALSE)));
+    }
+
+    public void testBoolEqualsSimplificationOnFields() {
+        OptimizerRules.BooleanFunctionEqualsElimination s = new OptimizerRules.BooleanFunctionEqualsElimination();
+
+        FieldAttribute field = getFieldAttribute();
+
+        List<? extends BinaryComparison> comparisons = asList(
+            new Equals(EMPTY, field, TRUE),
+            new Equals(EMPTY, field, FALSE),
+            notEqualsOf(field, TRUE),
+            notEqualsOf(field, FALSE),
+            new Equals(EMPTY, NULL, TRUE),
+            new Equals(EMPTY, NULL, FALSE),
+            notEqualsOf(NULL, TRUE),
+            notEqualsOf(NULL, FALSE)
+        );
+
+        for (BinaryComparison comparison : comparisons) {
+            assertEquals(comparison, s.rule(comparison));
+        }
+    }
+
+    // Test Propagate Equals
+
     // a == 1 AND a == 2 -> FALSE
     public void testDualEqualsConjunction() {
         FieldAttribute fa = getFieldAttribute();