diff --git a/src/ValidationError.js b/src/ValidationError.js
index d9648db..764ea21 100644
--- a/src/ValidationError.js
+++ b/src/ValidationError.js
@@ -53,6 +53,91 @@ function filterChildren(children) {
   return newChildren;
 }
 
+/**
+ * Find all children errors
+ * @param children
+ * @param {string[]} schemaPaths
+ * @return {number} returns index of first child
+ */
+function findAllChildren(children, schemaPaths) {
+  let i = children.length - 1;
+  const predicate = (schemaPath) =>
+    children[i].schemaPath.indexOf(schemaPath) !== 0;
+
+  while (i > -1 && !schemaPaths.every(predicate)) {
+    if (children[i].keyword === 'anyOf' || children[i].keyword === 'oneOf') {
+      const refs = extractRefs(children[i]);
+      const childrenStart = findAllChildren(
+        children.slice(0, i),
+        refs.concat(children[i].schemaPath)
+      );
+      i = childrenStart - 1;
+    } else {
+      i -= 1;
+    }
+  }
+
+  return i + 1;
+}
+
+/**
+ * Extracts all refs from schema
+ * @param error
+ * @return {string[]}
+ */
+function extractRefs(error) {
+  const { schema } = error;
+
+  if (!Array.isArray(schema)) {
+    return [];
+  }
+
+  return schema.map(({ $ref }) => $ref).filter((s) => s);
+}
+
+/**
+ * Groups children by their first level parent (assuming that error is root)
+ * @param children
+ * @return {any[]}
+ */
+function groupChildrenByFirstChild(children) {
+  const result = [];
+  let i = children.length - 1;
+
+  while (i > 0) {
+    const child = children[i];
+
+    if (child.keyword === 'anyOf' || child.keyword === 'oneOf') {
+      const refs = extractRefs(child);
+      const childrenStart = findAllChildren(
+        children.slice(0, i),
+        refs.concat(child.schemaPath)
+      );
+
+      if (childrenStart !== i) {
+        result.push(
+          Object.assign({}, child, {
+            children: children.slice(childrenStart, i),
+          })
+        );
+        i = childrenStart;
+      } else {
+        result.push(child);
+      }
+    } else {
+      result.push(child);
+    }
+
+    i -= 1;
+  }
+
+  if (i === 0) {
+    result.push(children[i]);
+  }
+
+  return result.reverse();
+}
+
 function indent(str, prefix) {
   return str.replace(/\n(?!$)/g, `\n${prefix}`);
 }
@@ -767,12 +852,14 @@ class ValidationError extends Error {
             );
           }
 
-          const children = filterChildren(error.children);
+          let children = filterChildren(error.children);
 
           if (children.length === 1) {
             return this.formatValidationError(children[0]);
           }
 
+          children = groupChildrenByFirstChild(children);
+
           return `${dataPath} should be one of these:\n${this.getSchemaPartText(
             error.parentSchema
           )}\nDetails:\n${children
diff --git a/test/__snapshots__/index.test.js.snap b/test/__snapshots__/index.test.js.snap
index 424352d..467632f 100644
--- a/test/__snapshots__/index.test.js.snap
+++ b/test/__snapshots__/index.test.js.snap
@@ -163,16 +163,14 @@ exports[`Validation should fail validation for anyOf 1`] = `
    Details:
     * configuration.anyOfKeyword should be an object:
       object { foo?, … }
-    * configuration.anyOfKeyword should be a non-empty string.
-      -> An entry point without name. The string is resolved to a module which is loaded upon startup.
-    * configuration.anyOfKeyword should be an array:
-      [non-empty string, ...] (should not have fewer than 1 item, should not have duplicate items)
-      -> A non-empty array of non-empty strings
     * configuration.anyOfKeyword should be one of these:
-      [non-empty string, ...] (should not have fewer than 1 item, should not have duplicate items)
-      -> An entry point without name. All modules are loaded upon startup. The last one is exported.
-    * configuration.anyOfKeyword should be one of these:
-      non-empty string | [non-empty string, ...] (should not have fewer than 1 item, should not have duplicate items)"
+      non-empty string | [non-empty string, ...] (should not have fewer than 1 item, should not have duplicate items)
+      Details:
+       * configuration.anyOfKeyword should be a non-empty string.
+         -> An entry point without name. The string is resolved to a module which is loaded upon startup.
+       * configuration.anyOfKeyword should be an array:
+         [non-empty string, ...] (should not have fewer than 1 item, should not have duplicate items)
+         -> A non-empty array of non-empty strings"
 `;
 
 exports[`Validation should fail validation for array #1 1`] = `
@@ -905,8 +903,6 @@ exports[`Validation should fail validation for module 1`] = `
       [RegExp | non-empty string | function | [(recursive), ...] | object { and?, exclude?, include?, not?, or?, test? }, ...]
     * configuration.module.rules[0].compiler should be an object:
       object { and?, exclude?, include?, not?, or?, test? }
-    * configuration.module.rules[0].compiler should be one of these:
-      RegExp | non-empty string | function | [(recursive), ...] | object { and?, exclude?, include?, not?, or?, test? }
     * configuration.module.rules[0].compiler should be an array:
       [RegExp | non-empty string | function | [(recursive), ...] | object { and?, exclude?, include?, not?, or?, test? }, ...]"
 `;
@@ -1143,23 +1139,48 @@ exports[`Validation should fail validation for one const 1`] = `
  - configuration.oneConst should be equal to constant [\\"foo\\"]"
 `;
 
-exports[`Validation should fail validation for oneOf 1`] = `
+exports[`Validation should fail validation for oneOf #1 1`] = `
 "Invalid configuration object. Object has been initialised using a configuration object that does not match the API schema.
  - configuration.entry should be one of these:
    function | object { <key>: non-empty string | [non-empty string, ...] (should not have fewer than 1 item, should not have duplicate items) } (should not have fewer than 1 property) | non-empty string | [non-empty string, ...] (should not have fewer than 1 item, should not have duplicate items)
    -> The entry point(s) of the compilation.
    Details:
-    * configuration.entry['foo'] should be a non-empty string.
-      -> The string is resolved to a module which is loaded upon startup.
-    * configuration.entry['foo'] should be an array:
-      [non-empty string, ...] (should not have fewer than 1 item, should not have duplicate items)
-      -> A non-empty array of non-empty strings
-    * configuration.entry['foo'] should be one of these:
-      [non-empty string, ...] (should not have fewer than 1 item, should not have duplicate items)
-      -> All modules are loaded upon startup. The last one is exported.
     * configuration.entry['foo'] should be one of these:
       non-empty string | [non-empty string, ...] (should not have fewer than 1 item, should not have duplicate items)
-      -> An entry point with name"
+      -> An entry point with name
+      Details:
+       * configuration.entry['foo'] should be a non-empty string.
+         -> The string is resolved to a module which is loaded upon startup.
+       * configuration.entry['foo'] should be an array:
+         [non-empty string, ...] (should not have fewer than 1 item, should not have duplicate items)
+         -> A non-empty array of non-empty strings"
+`;
+
+exports[`Validation should fail validation for oneOf #2 1`] = `
+"Invalid configuration object. Object has been initialised using a configuration object that does not match the API schema.
+ - configuration.optimization.runtimeChunk should be one of these:
+   boolean | \\"single\\" | \\"multiple\\" | object { name? }
+   -> Create an additional chunk which contains only the webpack runtime and chunk hash maps
+   Details:
+    * configuration.optimization.runtimeChunk.name should be one of these:
+      string | function
+      -> The name or name factory for the runtime chunks
+      Details:
+       * configuration.optimization.runtimeChunk.name should be a string.
+       * configuration.optimization.runtimeChunk.name should be an instance of function."
+`;
+
+exports[`Validation should fail validation for oneOf #3 1`] = `
+"Invalid configuration object. Object has been initialised using a configuration object that does not match the API schema.
+ - configuration.optimization.runtimeChunk should be one of these:
+   boolean | \\"single\\" | \\"multiple\\" | object { name? }
+   -> Create an additional chunk which contains only the webpack runtime and chunk hash maps
+   Details:
+    * configuration.optimization.runtimeChunk should be a boolean.
+    * configuration.optimization.runtimeChunk should be one of these:
+      \\"single\\" | \\"multiple\\"
+    * configuration.optimization.runtimeChunk should be an object:
+      object { name? }"
 `;
 
 exports[`Validation should fail validation for oneOf with description 1`] = `
diff --git a/test/index.test.js b/test/index.test.js
index 5813d48..5d548e3 100644
--- a/test/index.test.js
+++ b/test/index.test.js
@@ -212,6 +212,14 @@ describe('Validation', () => {
     nonEmptyObject2: { foo: 'test' },
   });
 
+  createSuccessTestCase('oneOf', {
+    optimization: {
+      runtimeChunk: {
+        name: 'fef',
+      },
+    },
+  });
+
   // The "name" option
   createFailedTestCase(
     'webpack name',
@@ -781,13 +789,35 @@ describe('Validation', () => {
   );
 
   createFailedTestCase(
-    'oneOf',
+    'oneOf #1',
     {
       entry: { foo: () => [] },
     },
     (msg) => expect(msg).toMatchSnapshot()
   );
 
+  createFailedTestCase(
+    'oneOf #2',
+    {
+      optimization: {
+        runtimeChunk: {
+          name: /fef/,
+        },
+      },
+    },
+    (msg) => expect(msg).toMatchSnapshot()
+  );
+
+  createFailedTestCase(
+    'oneOf #3',
+    {
+      optimization: {
+        runtimeChunk: (name) => name,
+      },
+    },
+    (msg) => expect(msg).toMatchSnapshot()
+  );
+
   createFailedTestCase(
     'allOf',
     {