diff --git a/.changeset/fluffy-ghosts-drop.md b/.changeset/fluffy-ghosts-drop.md
new file mode 100644
index 0000000000..1b70e3977d
--- /dev/null
+++ b/.changeset/fluffy-ghosts-drop.md
@@ -0,0 +1,5 @@
+---
+'@backstage/plugin-scaffolder-react': patch
+---
+
+Fix field extension validation not working when field is in dependencies in an array field
diff --git a/plugins/scaffolder-react/src/next/components/Stepper/createAsyncValidators.test.ts b/plugins/scaffolder-react/src/next/components/Stepper/createAsyncValidators.test.ts
index f4dab376bc..dc9512ac07 100644
--- a/plugins/scaffolder-react/src/next/components/Stepper/createAsyncValidators.test.ts
+++ b/plugins/scaffolder-react/src/next/components/Stepper/createAsyncValidators.test.ts
@@ -17,6 +17,12 @@ import { JsonObject } from '@backstage/types';
 import { CustomFieldValidator } from '../../../extensions';
 import { createAsyncValidators } from './createAsyncValidators';
 
+type UrlItem = {
+  icon?: string;
+  title?: string;
+  url: string;
+};
+
 describe('createAsyncValidators', () => {
   it('should call the correct functions for validation', async () => {
     const schema: JsonObject = {
@@ -402,6 +408,9 @@ describe('createAsyncValidators', () => {
   });
 
   it('should call validator for array object property from a custom field extension', async () => {
+    let validatorTriggered = false;
+    const validationErrors = [] as string[];
+
     const schema: JsonObject = {
       type: 'object',
       properties: {
@@ -423,7 +432,23 @@ describe('createAsyncValidators', () => {
         },
       },
     };
-    const validators = { CustomLinkField: jest.fn() };
+
+    const validators = {
+      CustomLinkField: (input: unknown) => {
+        const regex = /https?:\/\/(\S+)/;
+        const items = input instanceof Array ? input : [input];
+
+        items.forEach((item: UrlItem) => {
+          if (!regex.test(item.url)) {
+            validationErrors.push(
+              `Url ${item.url} is invalid. Urls must start with http:// or https://`,
+            );
+          }
+        });
+
+        validatorTriggered = true;
+      },
+    };
 
     const validate = createAsyncValidators(schema, validators, {
       apiHolder: { get: jest.fn() },
@@ -433,6 +458,84 @@ describe('createAsyncValidators', () => {
       links: [{ url: 'http://my-url.spotify.com' }],
     });
 
-    expect(validators.CustomLinkField).toHaveBeenCalled();
+    expect(validatorTriggered).toBe(true);
+    expect(validationErrors).toEqual([]);
+  });
+
+  it('should validate field in the dependencies in an array field', async () => {
+    const schema: JsonObject = {
+      title: 'Make a choice',
+      properties: {
+        myArray: {
+          type: 'array',
+          title: 'Array',
+          items: {
+            type: 'object',
+            required: ['selector'],
+            properties: {
+              selector: {
+                title: 'Selector',
+                type: 'string',
+                enum: ['Choice 1', 'Choice 2'],
+              },
+            },
+            dependencies: {
+              selector: {
+                oneOf: [
+                  { properties: { selector: { enum: ['Choice 1'] } } },
+                  {
+                    properties: {
+                      selector: { enum: ['Choice 2'] },
+                      customValidatedField: {
+                        title: 'Custom validated field',
+                        type: 'string',
+                        'ui:field': 'ValidateKebabCase',
+                      },
+                    },
+                  },
+                ],
+              },
+            },
+          },
+        },
+      },
+    };
+
+    const validatorsForChoice1 = { ValidateKebabCase: jest.fn() };
+
+    const validateChoice1 = createAsyncValidators(
+      schema,
+      validatorsForChoice1,
+      {
+        apiHolder: { get: jest.fn() },
+      },
+    );
+
+    await validateChoice1({
+      myArray: [{ selector: 'Choice 1' }],
+    });
+
+    expect(validatorsForChoice1.ValidateKebabCase).not.toHaveBeenCalled();
+
+    const validatorsForChoice2 = { ValidateKebabCase: jest.fn() };
+
+    const validateChoice2 = createAsyncValidators(
+      schema,
+      validatorsForChoice2,
+      {
+        apiHolder: { get: jest.fn() },
+      },
+    );
+
+    await validateChoice2({
+      myArray: [
+        {
+          selector: 'Choice 2',
+          customValidatedField: 'apple',
+        },
+      ],
+    });
+
+    expect(validatorsForChoice2.ValidateKebabCase).toHaveBeenCalled();
   });
 });
diff --git a/plugins/scaffolder-react/src/next/components/Stepper/createAsyncValidators.ts b/plugins/scaffolder-react/src/next/components/Stepper/createAsyncValidators.ts
index d11d0b9b3b..9682c28baf 100644
--- a/plugins/scaffolder-react/src/next/components/Stepper/createAsyncValidators.ts
+++ b/plugins/scaffolder-react/src/next/components/Stepper/createAsyncValidators.ts
@@ -125,6 +125,30 @@ export const createAsyncValidators = (
         }
       };
 
+      const doValidateDependency = async (propValue: JsonObject) => {
+        const { schema: itemsSchema, uiSchema: itemsUiSchema } =
+          extractSchemaFromStep(propValue);
+        await doValidateItem(propValue, itemsSchema, itemsUiSchema);
+
+        const iterable = Array.isArray(value) ? value : [value];
+        for (const item of iterable) {
+          if (item && isObject(item)) {
+            const keys = Object.keys(item);
+            for (const k of keys) {
+              if (itemsUiSchema[k] && 'ui:field' in itemsUiSchema[k]) {
+                await validateForm(
+                  itemsUiSchema[k]['ui:field'],
+                  k,
+                  item[k],
+                  itemsSchema,
+                  itemsUiSchema,
+                );
+              }
+            }
+          }
+        }
+      };
+
       if ('ui:field' in definitionInSchema) {
         await doValidateItem(definitionInSchema, schema, uiSchema);
       } else if (hasItems && 'ui:field' in definitionInSchema.items) {
@@ -135,6 +159,12 @@ export const createAsyncValidators = (
         for (const [, propValue] of Object.entries(properties)) {
           await doValidate(propValue);
         }
+
+        const dependencies = (definitionInSchema.items?.dependencies ??
+          []) as JsonObject[];
+        for (const [, propValue] of Object.entries(dependencies)) {
+          await doValidateDependency(propValue);
+        }
       } else if (isObject(value)) {
         formValidation[key] = await validate(formData, pointer, value);
       }