diff --git a/src/frontend/src/modals/IOModal/components/chatView/chatInput/components/buttonSendWrapper/index.tsx b/src/frontend/src/modals/IOModal/components/chatView/chatInput/components/buttonSendWrapper/index.tsx
index 4c148575c..bfc7b65c9 100644
--- a/src/frontend/src/modals/IOModal/components/chatView/chatInput/components/buttonSendWrapper/index.tsx
+++ b/src/frontend/src/modals/IOModal/components/chatView/chatInput/components/buttonSendWrapper/index.tsx
@@ -1,9 +1,17 @@
+import useFlowStore from "@/stores/flowStore";
 import IconComponent from "../../../../../../../components/genericIconComponent";
 import { Button } from "../../../../../../../components/ui/button";
 import { Case } from "../../../../../../../shared/components/caseComponent";
 import { FilePreviewType } from "../../../../../../../types/components";
 import { classNames } from "../../../../../../../utils/utils";
 
+const BUTTON_STATES = {
+  NO_INPUT: "bg-high-indigo text-background",
+  HAS_CHAT_VALUE: "text-primary",
+  SHOW_STOP: "bg-error text-background cursor-pointer",
+  DEFAULT: "bg-chat-send text-background",
+};
+
 type ButtonSendWrapperProps = {
   send: () => void;
   lockChat: boolean;
@@ -19,29 +27,48 @@ const ButtonSendWrapper = ({
   chatValue,
   files,
 }: ButtonSendWrapperProps) => {
+  const stopBuilding = useFlowStore((state) => state.stopBuilding);
+
+  const isBuilding = useFlowStore((state) => state.isBuilding);
+  const showStopButton = lockChat || files.some((file) => file.loading);
+  const showPlayButton = !lockChat && noInput;
+  const showSendButton =
+    !(lockChat || files.some((file) => file.loading)) && !noInput;
+
+  const getButtonState = () => {
+    if (showStopButton) return BUTTON_STATES.SHOW_STOP;
+    if (noInput) return BUTTON_STATES.NO_INPUT;
+    if (chatValue) return BUTTON_STATES.HAS_CHAT_VALUE;
+
+    return BUTTON_STATES.DEFAULT;
+  };
+
+  const buttonClasses = classNames("form-modal-send-button", getButtonState());
+
+  const handleClick = () => {
+    if (showStopButton && isBuilding) {
+      stopBuilding();
+    } else if (!showStopButton) {
+      send();
+    }
+  };
+
   return (
     <Button
-      className={classNames(
-        "form-modal-send-button",
-        noInput
-          ? "bg-high-indigo text-background"
-          : chatValue
-            ? "text-primary"
-            : "bg-chat-send text-background",
-      )}
-      disabled={lockChat}
-      onClick={(): void => send()}
+      className={buttonClasses}
+      disabled={lockChat && !isBuilding}
+      onClick={handleClick}
       unstyled
     >
-      <Case condition={lockChat || files.some((file) => file.loading)}>
+      <Case condition={showStopButton}>
         <IconComponent
-          name="Lock"
+          name="Square"
           className="form-modal-lock-icon"
           aria-hidden="true"
         />
       </Case>
 
-      <Case condition={noInput && !lockChat}>
+      <Case condition={showPlayButton}>
         <IconComponent
           name="Zap"
           className="form-modal-play-icon"
@@ -49,11 +76,7 @@ const ButtonSendWrapper = ({
         />
       </Case>
 
-      <Case
-        condition={
-          !(lockChat || files.some((file) => file.loading)) && !noInput
-        }
-      >
+      <Case condition={showSendButton}>
         <IconComponent
           name="LucideSend"
           className="form-modal-send-icon"
diff --git a/src/frontend/tests/scheduled-end-to-end/stop-button-playground.spec.ts b/src/frontend/tests/scheduled-end-to-end/stop-button-playground.spec.ts
new file mode 100644
index 000000000..dfaaa50d1
--- /dev/null
+++ b/src/frontend/tests/scheduled-end-to-end/stop-button-playground.spec.ts
@@ -0,0 +1,159 @@
+import { expect, test } from "@playwright/test";
+import uaParser from "ua-parser-js";
+
+test("User must be able to stop building from inside Playground", async ({
+  page,
+}) => {
+  await page.goto("/");
+  await page.waitForSelector('[data-testid="mainpage_title"]', {
+    timeout: 30000,
+  });
+
+  await page.waitForSelector('[id="new-project-btn"]', {
+    timeout: 30000,
+  });
+
+  let modalCount = 0;
+  try {
+    const modalTitleElement = await page?.getByTestId("modal-title");
+    if (modalTitleElement) {
+      modalCount = await modalTitleElement.count();
+    }
+  } catch (error) {
+    modalCount = 0;
+  }
+
+  while (modalCount === 0) {
+    await page.getByText("New Project", { exact: true }).click();
+    await page.waitForTimeout(3000);
+    modalCount = await page.getByTestId("modal-title")?.count();
+  }
+
+  await page.getByTestId("blank-flow").click();
+  await page.waitForSelector('[data-testid="extended-disclosure"]', {
+    timeout: 1000,
+  });
+  await page.getByTestId("extended-disclosure").click();
+  await page.getByPlaceholder("Search").click();
+  await page.getByPlaceholder("Search").fill("custom");
+
+  await page.waitForTimeout(1000);
+
+  await page
+    .locator('//*[@id="helpersCustom Component"]')
+    .dragTo(page.locator('//*[@id="react-flow-id"]'));
+  await page.mouse.up();
+  await page.mouse.down();
+  await page.getByTitle("fit view").click();
+  await page.getByTitle("zoom out").click();
+  await page.getByTitle("zoom out").click();
+  await page.getByTitle("zoom out").click();
+
+  await page.getByPlaceholder("Search").click();
+  await page.getByPlaceholder("Search").fill("chat output");
+
+  await page.waitForTimeout(1000);
+
+  await page
+    .getByTestId("outputsChat Output")
+    .dragTo(page.locator('//*[@id="react-flow-id"]'));
+
+  await page.getByTitle("fit view").click();
+  await page.getByTitle("zoom out").click();
+  await page.getByTitle("zoom out").click();
+  await page.getByTitle("zoom out").click();
+
+  await page.getByTestId("div-generic-node").nth(0).click();
+
+  await page.getByTestId("code-button-modal").nth(0).click();
+
+  const waitTimeoutCode = `
+# from langflow.field_typing import Data
+from langflow.custom import Component
+from langflow.io import MessageTextInput, Output
+from langflow.schema import Data
+from time import sleep
+from langflow.schema.message import Message
+
+class CustomComponent(Component):
+    display_name = "Custom Component"
+    description = "Use as a template to create your own component."
+    documentation: str = "http://docs.langflow.org/components/custom"
+    icon = "custom_components"
+    name = "CustomComponent"
+
+    inputs = [
+        MessageTextInput(name="input_value", display_name="Input Value", value="Hello, World!"),
+    ]
+
+    outputs = [
+        Output(display_name="Output", name="output", method="build_output"),
+    ]
+
+    def build_output(self) -> Message:
+        data = Data(value=self.input_value)
+        self.status = data
+        sleep(60)
+        return data`;
+
+  const getUA = await page.evaluate(() => navigator.userAgent);
+  const userAgentInfo = uaParser(getUA);
+  let control = "Control";
+
+  if (userAgentInfo.os.name.includes("Mac")) {
+    control = "Meta";
+  }
+
+  await page.locator(".ace_content").click();
+  await page.keyboard.press(`${control}+A`);
+  await page.locator("textarea").fill(waitTimeoutCode);
+
+  await page.getByText("Check & Save").last().click();
+
+  await page.waitForTimeout(1000);
+
+  await page.getByTitle("fit view").click();
+  await page.getByTitle("zoom out").click();
+  await page.getByTitle("zoom out").click();
+
+  //connection 1
+  const elementCustomComponentOutput = await page
+    .getByTestId("handle-customcomponent-shownode-output-right")
+    .first();
+
+  await elementCustomComponentOutput.hover();
+  await page.mouse.down();
+  const elementChatOutput = await page
+    .getByTestId("handle-chatoutput-shownode-text-left")
+    .first();
+  await elementChatOutput.hover();
+  await page.mouse.up();
+
+  await page.waitForTimeout(1000);
+
+  await page.getByTestId("button_run_chat output").click();
+
+  await page.waitForTimeout(1000);
+
+  await page.getByText("Playground", { exact: true }).click();
+
+  await page.waitForTimeout(1000);
+
+  await page.waitForSelector('[data-testid="icon-Square"]', {
+    timeout: 30000,
+  });
+
+  const elements = await page.$$('[data-testid="icon-Square"]');
+
+  if (elements.length > 0) {
+    const lastElement = elements[elements.length - 1];
+    await lastElement.waitForElementState("visible");
+  }
+
+  expect(await page.getByTestId("icon-Square").last()).toBeVisible();
+
+  await page.getByTestId("icon-Square").last().click();
+
+  await page.waitForSelector("text=build stopped", { timeout: 30000 });
+  expect(await page.getByText("build stopped").isVisible()).toBeTruthy();
+});