diff --git a/apps/web/playwright/booking-limits.e2e.ts b/apps/web/playwright/booking-limits.e2e.ts
index 7da50a00fc..2089dcefca 100644
--- a/apps/web/playwright/booking-limits.e2e.ts
+++ b/apps/web/playwright/booking-limits.e2e.ts
@@ -131,7 +131,7 @@ test.describe("Booking limits", () => {
 
         // try to book directly via form page
         await page.goto(slotUrl);
-        await bookTimeSlot(page);
+        await bookTimeSlot(page, { expectedStatusCode: 401 });
 
         await expect(page.getByTestId("booking-fail")).toBeVisible({ timeout: 1000 });
       });
@@ -266,7 +266,7 @@ test.describe("Booking limits", () => {
 
         // try to book directly via form page
         await page.goto(slotUrl);
-        await bookTimeSlot(page);
+        await bookTimeSlot(page, { expectedStatusCode: 401 });
 
         await expect(page.getByTestId("booking-fail")).toBeVisible({ timeout: 5000 });
       });
@@ -357,7 +357,7 @@ test.describe("Duration limits", () => {
 
         // try to book directly via form page
         await page.goto(slotUrl);
-        await bookTimeSlot(page);
+        await bookTimeSlot(page, { expectedStatusCode: 401 });
 
         await expect(page.getByTestId("booking-fail")).toBeVisible({ timeout: 1000 });
       });
@@ -452,7 +452,7 @@ test.describe("Duration limits", () => {
 
         // try to book directly via form page
         await page.goto(slotUrl);
-        await bookTimeSlot(page);
+        await bookTimeSlot(page, { expectedStatusCode: 401 });
 
         await expect(page.getByTestId("booking-fail")).toBeVisible({ timeout: 1000 });
       });
diff --git a/apps/web/playwright/booking-pages.e2e.ts b/apps/web/playwright/booking-pages.e2e.ts
index 6d7972e863..015460d9bb 100644
--- a/apps/web/playwright/booking-pages.e2e.ts
+++ b/apps/web/playwright/booking-pages.e2e.ts
@@ -11,6 +11,7 @@ import {
   bookFirstEvent,
   bookOptinEvent,
   bookTimeSlot,
+  confirmBooking,
   confirmReschedule,
   selectFirstAvailableTimeSlotNextMonth,
   testEmail,
@@ -92,7 +93,10 @@ test.describe("free user", () => {
     await page.goto(bookingUrl);
 
     // book same time spot again
-    await bookTimeSlot(page);
+    await bookTimeSlot(page, {
+      /** FIXME: this should be a 409 conflict */
+      expectedStatusCode: 500,
+    });
 
     await page.locator("[data-testid=booking-fail]").waitFor({ state: "visible" });
   });
@@ -260,7 +264,7 @@ test.describe("pro user", () => {
     // go back to the booking page to re-book.
     await page.goto(pageUrl);
 
-    await bookTimeSlot(page);
+    await bookTimeSlot(page, { expectedStatusCode: 409 });
     await expect(page.getByText("Could not book the meeting.")).toBeVisible();
   });
 
@@ -277,7 +281,7 @@ test.describe("pro user", () => {
     await page.locator('[data-testid="add-another-guest"]').click();
     await page.locator('input[type="email"]').nth(2).fill(additionalGuests[1]);
 
-    await page.locator('[data-testid="confirm-book-button"]').click();
+    await confirmBooking(page);
 
     await expect(page.locator("[data-testid=success-page]")).toBeVisible();
 
@@ -423,11 +427,7 @@ test.describe("Booking on different layouts", () => {
     await page.locator('[name="email"]').fill(`${randomString(4)}@example.com`);
     await page.locator('[name="notes"]').fill("Test notes");
 
-    await page.click('[data-testid="confirm-book-button"]');
-
-    await page.waitForURL((url) => {
-      return url.pathname.startsWith("/booking");
-    });
+    await confirmBooking(page);
 
     // expect page to be booking page
     await expect(page.locator("[data-testid=success-page]")).toBeVisible();
@@ -448,11 +448,7 @@ test.describe("Booking on different layouts", () => {
     await page.locator('[name="email"]').fill(`${randomString(4)}@example.com`);
     await page.locator('[name="notes"]').fill("Test notes");
 
-    await page.click('[data-testid="confirm-book-button"]');
-
-    await page.waitForURL((url) => {
-      return url.pathname.startsWith("/booking");
-    });
+    await confirmBooking(page);
 
     // expect page to be booking page
     await expect(page.locator("[data-testid=success-page]")).toBeVisible();
@@ -504,11 +500,7 @@ test.describe("Booking round robin event", () => {
     await page.locator('[name="name"]').fill("Test name");
     await page.locator('[name="email"]').fill(`${randomString(4)}@example.com`);
 
-    await page.click('[data-testid="confirm-book-button"]');
-
-    await page.waitForURL((url) => {
-      return url.pathname.startsWith("/booking");
-    });
+    await confirmBooking(page);
 
     await expect(page.locator("[data-testid=success-page]")).toBeVisible();
 
@@ -534,11 +526,7 @@ test.describe("Booking round robin event", () => {
     await page.locator('[name="name"]').fill("Test name");
     await page.locator('[name="email"]').fill(`${randomString(4)}@example.com`);
 
-    await page.click('[data-testid="confirm-book-button"]');
-
-    await page.waitForURL((url) => {
-      return url.pathname.startsWith("/booking");
-    });
+    await confirmBooking(page);
 
     await expect(page.locator("[data-testid=success-page]")).toBeVisible();
 
diff --git a/apps/web/playwright/lib/testUtils.ts b/apps/web/playwright/lib/testUtils.ts
index 7d9b98cbaf..0552d6bdec 100644
--- a/apps/web/playwright/lib/testUtils.ts
+++ b/apps/web/playwright/lib/testUtils.ts
@@ -148,7 +148,13 @@ export async function bookFirstEvent(page: Page) {
 
 export const bookTimeSlot = async (
   page: Page,
-  opts?: { name?: string; email?: string; title?: string; attendeePhoneNumber?: string }
+  opts?: {
+    name?: string;
+    email?: string;
+    title?: string;
+    attendeePhoneNumber?: string;
+    expectedStatusCode?: number;
+  }
 ) => {
   // --- fill form
   await page.fill('[name="name"]', opts?.name ?? testName);
@@ -159,7 +165,10 @@ export const bookTimeSlot = async (
   if (opts?.attendeePhoneNumber) {
     await page.fill('[name="attendeePhoneNumber"]', opts.attendeePhoneNumber ?? "+918888888888");
   }
-  await page.press('[name="email"]', "Enter");
+  await submitAndWaitForResponse(page, "/api/book/event", {
+    action: () => page.locator('[name="email"]').press("Enter"),
+    expectedStatusCode: opts?.expectedStatusCode,
+  });
 };
 
 // Provide an standalone localize utility not managed by next-i18n
@@ -498,6 +507,11 @@ export async function confirmReschedule(page: Page, url = "/api/book/event") {
     action: () => page.locator('[data-testid="confirm-reschedule-button"]').click(),
   });
 }
+export async function confirmBooking(page: Page, url = "/api/book/event") {
+  await submitAndWaitForResponse(page, url, {
+    action: () => page.locator('[data-testid="confirm-book-button"]').click(),
+  });
+}
 
 export async function bookTeamEvent({
   page,