diff --git a/cypress/e2e/regression-tests/pills-click-in-app.spec.ts b/cypress/e2e/regression-tests/pills-click-in-app.spec.ts
deleted file mode 100644
index f8e607a4f2..0000000000
--- a/cypress/e2e/regression-tests/pills-click-in-app.spec.ts
+++ /dev/null
@@ -1,77 +0,0 @@
-/*
-Copyright 2022 The Matrix.org Foundation C.I.C.
-
-Licensed under the Apache License, Version 2.0 (the "License");
-you may not use this file except in compliance with the License.
-You may obtain a copy of the License at
-
-    http://www.apache.org/licenses/LICENSE-2.0
-
-Unless required by applicable law or agreed to in writing, software
-distributed under the License is distributed on an "AS IS" BASIS,
-WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
-See the License for the specific language governing permissions and
-limitations under the License.
-*/
-
-/// <reference types="cypress" />
-
-import { HomeserverInstance } from "../../plugins/utils/homeserver";
-
-describe("Pills", () => {
-    let homeserver: HomeserverInstance;
-
-    beforeEach(() => {
-        cy.startHomeserver("default").then((data) => {
-            homeserver = data;
-
-            cy.initTestUser(homeserver, "Sally");
-        });
-    });
-
-    afterEach(() => {
-        cy.stopHomeserver(homeserver);
-    });
-
-    it("should navigate clicks internally to the app", () => {
-        const messageRoom = "Send Messages Here";
-        const targetLocalpart = "aliasssssssssssss";
-        cy.createRoom({
-            name: "Target",
-            room_alias_name: targetLocalpart,
-        }).as("targetRoomId");
-        cy.createRoom({
-            name: messageRoom,
-        }).as("messageRoomId");
-        cy.all([cy.get<string>("@targetRoomId"), cy.get<string>("@messageRoomId")]).then(
-            ([targetRoomId, messageRoomId]) => {
-                // discard the target room ID - we don't need it
-                cy.viewRoomByName(messageRoom);
-                cy.url().should("contain", `/#/room/${messageRoomId}`);
-
-                // send a message using the built-in room mention functionality (autocomplete)
-                cy.findByRole("textbox", { name: "Send a message…" }).type(
-                    `Hello world! Join here: #${targetLocalpart.substring(0, 3)}`,
-                );
-                cy.get(".mx_Autocomplete_Completion_title").click();
-                cy.findByRole("button", { name: "Send message" }).click();
-
-                // find the pill in the timeline and click it
-                cy.get(".mx_EventTile_body .mx_Pill").click();
-
-                const localUrl = `/#/room/#${targetLocalpart}:`;
-                // verify we landed at a sane place
-                cy.url().should("contain", localUrl);
-
-                cy.wait(250); // let the room list settle
-
-                // go back to the message room and try to click on the pill text, as a user would
-                cy.viewRoomByName(messageRoom);
-                cy.get(".mx_EventTile_body .mx_Pill .mx_Pill_text")
-                    .should("have.css", "pointer-events", "none")
-                    .click({ force: true }); // force is to ensure we bypass pointer-events
-                cy.url().should("contain", localUrl);
-            },
-        );
-    });
-});
diff --git a/playwright/e2e/regression-tests/pills-click-in-app.spec.ts b/playwright/e2e/regression-tests/pills-click-in-app.spec.ts
new file mode 100644
index 0000000000..6a038db43d
--- /dev/null
+++ b/playwright/e2e/regression-tests/pills-click-in-app.spec.ts
@@ -0,0 +1,60 @@
+/*
+Copyright 2022 The Matrix.org Foundation C.I.C.
+
+Licensed under the Apache License, Version 2.0 (the "License");
+you may not use this file except in compliance with the License.
+You may obtain a copy of the License at
+
+    http://www.apache.org/licenses/LICENSE-2.0
+
+Unless required by applicable law or agreed to in writing, software
+distributed under the License is distributed on an "AS IS" BASIS,
+WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
+See the License for the specific language governing permissions and
+limitations under the License.
+*/
+
+import { test, expect } from "../../element-web-test";
+
+test.describe("Pills", () => {
+    test.use({
+        displayName: "Sally",
+    });
+
+    test("should navigate clicks internally to the app", async ({ page, app, user }) => {
+        const messageRoom = "Send Messages Here";
+        const targetLocalpart = "aliasssssssssssss";
+        await app.client.createRoom({
+            name: "Target",
+            room_alias_name: targetLocalpart,
+        });
+        const messageRoomId = await app.client.createRoom({
+            name: messageRoom,
+        });
+
+        await app.viewRoomByName(messageRoom);
+        await expect(page).toHaveURL(new RegExp(`/#/room/${messageRoomId}`));
+
+        // send a message using the built-in room mention functionality (autocomplete)
+        await page
+            .getByRole("textbox", { name: "Send a message…" })
+            .pressSequentially(`Hello world! Join here: #${targetLocalpart.substring(0, 3)}`);
+        await page.locator(".mx_Autocomplete_Completion_title").click();
+        await page.getByRole("button", { name: "Send message" }).click();
+
+        // find the pill in the timeline and click it
+        await page.locator(".mx_EventTile_body .mx_Pill").click();
+
+        const localUrl = new RegExp(`/#/room/#${targetLocalpart}:`);
+        // verify we landed at a sane place
+        await expect(page).toHaveURL(localUrl);
+
+        // go back to the message room and try to click on the pill text, as a user would
+        await app.viewRoomByName(messageRoom);
+        const pillText = page.locator(".mx_EventTile_body .mx_Pill .mx_Pill_text");
+        await expect(pillText).toHaveCSS("pointer-events", "none");
+        await pillText.click({ force: true }); // force is to ensure we bypass pointer-events
+
+        await expect(page).toHaveURL(localUrl);
+    });
+});