diff --git a/aselo-webchat-react-app/src/components/forms/formInputs/Checkbox.tsx b/aselo-webchat-react-app/src/components/forms/formInputs/Checkbox.tsx
index 8af265dea6..7d02990f0d 100644
--- a/aselo-webchat-react-app/src/components/forms/formInputs/Checkbox.tsx
+++ b/aselo-webchat-react-app/src/components/forms/formInputs/Checkbox.tsx
@@ -37,7 +37,7 @@ const Checkbox: React.FC<Props> = ({ definition, getItem, handleChange, defaultV
 
   return (
     <Box style={{ marginBottom: '20px' }}>
-      <Label htmlFor={name}>
+      <Label htmlFor={name} data-testid={`${name}-label`}>
         <CheckboxInput
           id={name}
           hasError={Boolean(error)}
diff --git a/e2e-tests/aseloWebchat.ts b/e2e-tests/aseloWebchat.ts
new file mode 100644
index 0000000000..d220472910
--- /dev/null
+++ b/e2e-tests/aseloWebchat.ts
@@ -0,0 +1,133 @@
+/**
+ * Copyright (C) 2021-2023 Technology Matters
+ * This program is free software: you can redistribute it and/or modify
+ * it under the terms of the GNU Affero General Public License as published
+ * by the Free Software Foundation, either version 3 of the License, or
+ * (at your option) any later version.
+ *
+ * This program is distributed in the hope that it will be useful,
+ * but WITHOUT ANY WARRANTY; without even the implied warranty of
+ * MERCHANTABILITY or FITNESS FOR A PARTICULAR PURPOSE.  See the
+ * GNU Affero General Public License for more details.
+ *
+ * You should have received a copy of the GNU Affero General Public License
+ * along with this program.  If not, see https://www.gnu.org/licenses/.
+ */
+
+// eslint-disable-next-line import/no-extraneous-dependencies
+import { Browser, BrowserContext, expect } from '@playwright/test';
+import { ChatStatement, ChatStatementOrigin } from './chatModel';
+import { getConfigValue } from './config';
+
+const E2E_ASELO_CHAT_URL = getConfigValue('aseloWebchatUrl') as string;
+
+export type AseloWebChatPage = {
+  fillPreEngagementForm: () => Promise<void>;
+  openChat: () => Promise<void>;
+  selectHelpline: (helpline: string) => Promise<void>;
+  chat: (statements: ChatStatement[]) => AsyncIterable<ChatStatement>;
+  close: () => Promise<void>;
+};
+
+export async function open(browser: Browser | BrowserContext): Promise<AseloWebChatPage> {
+  const page = await browser.newPage();
+  const selectors = {
+    entryPointButton: page.locator('[data-testid="entry-point-button"]'),
+    rootContainer: page.locator('[data-test="root-container"]'),
+
+    // Pre-engagement
+    preEngagementForm: page.locator('[data-test="pre-engagement-chat-form"]'),
+    helplineSelect: page.locator('select#helpline'),
+    startChatButton: page.locator('[data-test="pre-engagement-start-chat-button"]'),
+    firstNameInput: page.locator('input#firstName'),
+    contactIdentifierInput: page.locator('input#contactIdentifier'),
+    ageSelect: page.locator('select#age'),
+    genderSelect: page.locator('select#gender'),
+    termsAndConditionsCheckbox: page.locator('input#termsAndConditions'),
+    termsAndConditionsLabel: page.locator('[data-testid="termsAndConditions-label"]'),
+
+    // Chatting
+    chatInput: page.locator('[data-test="message-input-textarea"]'),
+    chatSendButton: page.locator('[data-test="message-send-button"]'),
+    messageBubbles: page.locator('[data-testid="message-bubble"]'),
+    messageWithText: (text: string) =>
+      page.locator(`[data-testid="message-bubble"] p:text-is("${text}")`),
+  };
+
+  await page.goto(E2E_ASELO_CHAT_URL);
+  console.log('Waiting for entry point button to render.');
+  await selectors.entryPointButton.waitFor();
+  console.log('Found entry point button.');
+
+  return {
+    fillPreEngagementForm: async () => {
+      await selectors.preEngagementForm.waitFor();
+      if (await selectors.firstNameInput.isVisible()) {
+        await selectors.firstNameInput.fill('Test');
+        await selectors.firstNameInput.blur();
+      }
+      if (await selectors.contactIdentifierInput.isVisible()) {
+        await selectors.contactIdentifierInput.fill('test@example.com');
+        await selectors.contactIdentifierInput.blur();
+      }
+      if (await selectors.ageSelect.isVisible()) {
+        await selectors.ageSelect.selectOption('10');
+        await selectors.ageSelect.blur();
+      }
+      if (await selectors.genderSelect.isVisible()) {
+        await selectors.genderSelect.selectOption('Girl');
+        await selectors.genderSelect.blur();
+      }
+      if ((await selectors.termsAndConditionsLabel.count()) > 0) {
+        await selectors.termsAndConditionsLabel.click();
+        await selectors.termsAndConditionsCheckbox.blur();
+      }
+    },
+
+    openChat: async () => {
+      await expect(selectors.rootContainer).toHaveCount(0, { timeout: 500 });
+      await selectors.entryPointButton.click();
+      await expect(selectors.rootContainer).toBeVisible();
+    },
+
+    selectHelpline: async (helpline: string) => {
+      await selectors.preEngagementForm.waitFor();
+      await selectors.helplineSelect.selectOption(helpline);
+      await selectors.helplineSelect.blur();
+    },
+
+    /**
+     * This function runs the 'caller side' of an aselo webchat conversation.
+     * It will loop through a list of chat statements, typing and sending caller statements in the webchat client
+     * As soon as it hits a non-caller statement in the list (e.g. counselor-side), it will yield execution back to the calling code, so it can action those statement(s)
+     *
+     * A similar function exists in flexChat.ts to handle actioning the counselor side of the conversation.
+     * This means that they can both be looping through the same conversation, yielding control when they hit a statement the other chat function needs to handle
+     * @param statements - a unified list of all the chat statements in a conversation, for caller and counselor
+     */
+    chat: async function* (statements: ChatStatement[]): AsyncIterable<ChatStatement> {
+      await selectors.startChatButton.click();
+      await selectors.chatInput.waitFor();
+
+      for (const statementItem of statements) {
+        const { text, origin }: ChatStatement = statementItem;
+        switch (origin) {
+          case ChatStatementOrigin.CALLER:
+            await selectors.chatInput.fill(text);
+            await selectors.chatSendButton.click();
+            break;
+          case ChatStatementOrigin.BOT:
+            await selectors.messageWithText(text).waitFor({ timeout: 60000, state: 'attached' });
+            break;
+          default:
+            yield statementItem;
+            await selectors.messageWithText(text).waitFor({ timeout: 60000, state: 'attached' });
+        }
+      }
+    },
+
+    close: async () => {
+      await page.close();
+    },
+  };
+}
diff --git a/e2e-tests/config.ts b/e2e-tests/config.ts
index 38547af18b..d5a58632b0 100644
--- a/e2e-tests/config.ts
+++ b/e2e-tests/config.ts
@@ -174,6 +174,12 @@ const configOptions: ConfigOptions = {
     default: `https://s3.amazonaws.com/assets-${localOverrideEnv}.tl.techmatters.org/webchat/${helplineShortCode}/e2e-chat.html`,
   },
 
+  // The url of the aselo webchat react app is used to navigate to the new aselo webchat client
+  aseloWebchatUrl: {
+    envKey: 'ASELO_WEBCHAT_URL',
+    default: `https://assets-${localOverrideEnv}.tl.techmatters.org/aselo-webchat-react-app/${helplineShortCode}/`,
+  },
+
   // inLambda is used to determine if we are running in a lambda or not and set other config values accordingly
   inLambda: {
     envKey: 'TEST_IN_LAMBDA',
diff --git a/e2e-tests/tests/aseloWebchat.spec.ts b/e2e-tests/tests/aseloWebchat.spec.ts
new file mode 100644
index 0000000000..b972c7ac2b
--- /dev/null
+++ b/e2e-tests/tests/aseloWebchat.spec.ts
@@ -0,0 +1,137 @@
+/**
+ * Copyright (C) 2021-2023 Technology Matters
+ * This program is free software: you can redistribute it and/or modify
+ * it under the terms of the GNU Affero General Public License as published
+ * by the Free Software Foundation, either version 3 of the License, or
+ * (at your option) any later version.
+ *
+ * This program is distributed in the hope that it will be useful,
+ * but WITHOUT ANY WARRANTY; without even the implied warranty of
+ * MERCHANTABILITY or FITNESS FOR A PARTICULAR PURPOSE.  See the
+ * GNU Affero General Public License for more details.
+ *
+ * You should have received a copy of the GNU Affero General Public License
+ * along with this program.  If not, see https://www.gnu.org/licenses/.
+ */
+
+import { BrowserContext, Page, request, test } from '@playwright/test';
+import * as aseloWebchat from '../aseloWebchat';
+import { AseloWebChatPage } from '../aseloWebchat';
+import { statusIndicator } from '../workerStatus';
+import { ChatStatement, ChatStatementOrigin } from '../chatModel';
+import { getWebchatScript } from '../chatScripts';
+import { flexChat } from '../flexChat';
+import { getConfigValue } from '../config';
+import { skipTestIfNotTargeted } from '../skipTest';
+import { tasks } from '../tasks';
+import { Categories, contactForm, ContactFormTab } from '../contactForm';
+import { deleteAllTasksInQueue } from '../twilio/tasks';
+import { notificationBar } from '../notificationBar';
+import { navigateToAgentDesktop } from '../agent-desktop';
+import { setupContextAndPage, closePage } from '../browser';
+import { clearOfflineTask } from '../hrm/clearOfflineTask';
+import { apiHrmRequest } from '../hrm/hrmRequest';
+
+test.describe.serial('Aselo web chat caller', () => {
+  skipTestIfNotTargeted();
+
+  let chatPage: AseloWebChatPage, pluginPage: Page, context: BrowserContext;
+  test.beforeAll(async ({ browser }) => {
+    ({ context, page: pluginPage } = await setupContextAndPage(browser));
+
+    await clearOfflineTask(
+      apiHrmRequest(await request.newContext(), process.env.FLEX_TOKEN!),
+      process.env.LOGGED_IN_WORKER_SID!,
+    );
+
+    await navigateToAgentDesktop(pluginPage);
+    console.log('Plugin page visited.');
+    chatPage = await aseloWebchat.open(context);
+    console.log('Aselo webchat browser session launched.');
+  });
+
+  test.afterAll(async () => {
+    await statusIndicator(pluginPage)?.setStatus('OFFLINE');
+    if (pluginPage) {
+      await notificationBar(pluginPage).dismissAllNotifications();
+    }
+    await closePage(pluginPage);
+    await deleteAllTasksInQueue();
+  });
+
+  test.afterEach(async () => {
+    await deleteAllTasksInQueue();
+  });
+
+  test('Chat ', async () => {
+    test.setTimeout(180000);
+    await chatPage.openChat();
+    await chatPage.fillPreEngagementForm();
+
+    const chatScript = getWebchatScript();
+
+    const webchatProgress = chatPage.chat(chatScript);
+    const flexChatProgress: AsyncIterator<ChatStatement> = flexChat(pluginPage).chat(chatScript);
+
+    // Currently this loop handles the handing back and forth of control between the caller & counselor sides of the chat.
+    // Each time round the loop it allows the webchat to process statements until it yields control back to this loop
+    // And each time flexChatProgress.next(), the flex chat processes statements until it yields
+    // Should be moved out to its own function in time, and a cleaner way of injecting actions to be taken partway through the chat should be implemented.
+    for await (const expectedCounselorStatement of webchatProgress) {
+      console.log('Statement for flex chat to process', expectedCounselorStatement);
+      if (expectedCounselorStatement) {
+        switch (expectedCounselorStatement.origin) {
+          case ChatStatementOrigin.COUNSELOR_AUTO:
+            await statusIndicator(pluginPage).setStatus('AVAILABLE');
+            await tasks(pluginPage).acceptNextTask();
+            await flexChatProgress.next();
+            break;
+          default:
+            await flexChatProgress.next();
+            break;
+        }
+      }
+    }
+
+    if (getConfigValue('skipDataUpdate') as boolean) {
+      console.log('Skipping saving form');
+      return;
+    }
+
+    console.log('Starting filling form');
+    const form = contactForm(pluginPage);
+    await form.fill([
+      <ContactFormTab>{
+        id: 'childInformation',
+        label: 'Child',
+        fill: form.fillStandardTab,
+        items: {
+          firstName: 'E2E',
+          lastName: 'TEST',
+          phone1: '1234512345',
+          province: 'Northern',
+          district: 'District A',
+        },
+      },
+      <ContactFormTab<Categories>>{
+        id: 'categories',
+        label: 'Categories',
+        fill: form.fillCategoriesTab,
+        items: {
+          Accessibility: ['Education'],
+        },
+      },
+      <ContactFormTab>{
+        id: 'caseInformation',
+        label: 'Summary',
+        fill: form.fillStandardTab,
+        items: {
+          callSummary: 'E2E TEST CALL',
+        },
+      },
+    ]);
+
+    console.log('Saving form');
+    await form.save();
+  });
+});