diff --git a/python/src/com/jetbrains/python/inspections/PyChainedComparisonsInspection.java b/python/src/com/jetbrains/python/inspections/PyChainedComparisonsInspection.java
index 634d91c6bec5..fe051edba49c 100644
--- a/python/src/com/jetbrains/python/inspections/PyChainedComparisonsInspection.java
+++ b/python/src/com/jetbrains/python/inspections/PyChainedComparisonsInspection.java
@@ -121,11 +121,20 @@ public class PyChainedComparisonsInspection extends PyInspection {
 
     private boolean isRightSimplified(@NotNull final PyBinaryExpression leftExpression,
                                       @NotNull final PyBinaryExpression rightExpression) {
+      final PyExpression leftLeft = leftExpression.getLeftExpression();
       final PyExpression leftRight = leftExpression.getRightExpression();
-      if (leftRight instanceof PyBinaryExpression && PyTokenTypes.AND_KEYWORD == leftExpression.getOperator()) {
-        if (isRightSimplified((PyBinaryExpression)leftRight, rightExpression)) {
-          getInnerRight = true;
-          return true;
+      if (PyTokenTypes.AND_KEYWORD == leftExpression.getOperator()) {
+        if (leftRight instanceof PyBinaryExpression) {
+          if (isRightSimplified((PyBinaryExpression)leftRight, rightExpression)) {
+            getInnerRight = true;
+            return true;
+          }
+        }
+        if (leftLeft instanceof PyBinaryExpression &&
+            PyTokenTypes.RELATIONAL_OPERATIONS.contains(((PyBinaryExpression)leftLeft).getOperator())) {
+          if (isRightSimplified(((PyBinaryExpression)leftLeft), rightExpression)) {
+            return true;
+          }
         }
       }
 
diff --git a/python/testData/inspections/ChainedComparison9.py b/python/testData/inspections/ChainedComparison9.py
new file mode 100644
index 000000000000..b9dfa664cb71
--- /dev/null
+++ b/python/testData/inspections/ChainedComparison9.py
@@ -0,0 +1 @@
+0 < x and True and x < 2
\ No newline at end of file
diff --git a/python/testData/inspections/ChainedComparison9_after.py b/python/testData/inspections/ChainedComparison9_after.py
new file mode 100644
index 000000000000..c105dbc420a2
--- /dev/null
+++ b/python/testData/inspections/ChainedComparison9_after.py
@@ -0,0 +1 @@
+0 < x < 2 and True
\ No newline at end of file
diff --git a/python/testSrc/com/jetbrains/python/PyQuickFixTest.java b/python/testSrc/com/jetbrains/python/PyQuickFixTest.java
index de6b66bcbd50..6ca11277d7ec 100644
--- a/python/testSrc/com/jetbrains/python/PyQuickFixTest.java
+++ b/python/testSrc/com/jetbrains/python/PyQuickFixTest.java
@@ -306,6 +306,11 @@ public class PyQuickFixTest extends PyTestCase {
     doInspectionTest(PyChainedComparisonsInspection.class, "Simplify chained comparison", true, true);
   }
 
+  // PY-29121
+  public void testChainedComparison9() {
+    doInspectionTest(PyChainedComparisonsInspection.class, "Simplify chained comparison", true, true);
+  }
+
   // PY-1362, PY-2585
   public void testStatementEffect() {
     doInspectionTest(PyStatementEffectInspection.class, PyBundle.message("QFIX.statement.effect"), true, true);