diff --git a/.eslintrc.js b/.eslintrc.js
index e56c8fecd64..8ae3243dbf2 100644
--- a/.eslintrc.js
+++ b/.eslintrc.js
@@ -72,6 +72,13 @@ module.exports = {
         "@typescript-eslint/explicit-module-boundary-types": ["warn"],
       },
     },
+    {
+      files: ["cypress/**/*.ts"],
+      // Set to turn off jest linting error on cypress library
+      rules: {
+        "jest/valid-expect": "off",
+      },
+    },
   ],
   settings: {
     "import/resolver": {
diff --git a/cypress/integration/app/settingsflow.spec.ts b/cypress/integration/app/settingsflow.spec.ts
index 7db503b7b6e..28dffbaad34 100644
--- a/cypress/integration/app/settingsflow.spec.ts
+++ b/cypress/integration/app/settingsflow.spec.ts
@@ -136,5 +136,17 @@ describe("Settings flow", () => {
     cy.get("#advanced-options").click();
 
     cy.findByLabelText(/host expiry window/i).should("have.value", "5");
+
+    cy.getEmails().then((response) => {
+      expect(response.body.items[0].To[0]).to.have.property("Domain");
+      expect(response.body.items[0].To[0].Mailbox).to.equal("test");
+      expect(response.body.items[0].To[0].Domain).to.equal("fleetdm.com");
+      expect(response.body.items[0].From.Mailbox).to.equal("rachel");
+      expect(response.body.items[0].From.Domain).to.equal("fleetdm.com");
+      expect(response.body.items[0].Content.Headers.Subject[0]).to.equal(
+        "Hello from Fleet"
+      );
+      console.log(response.body.items[0]);
+    });
   });
 });
diff --git a/cypress/support/commands.ts b/cypress/support/commands.ts
index 800638d6199..7c59b26de8c 100644
--- a/cypress/support/commands.ts
+++ b/cypress/support/commands.ts
@@ -117,3 +117,12 @@ Cypress.Commands.add("loginSSO", () => {
     });
   });
 });
+
+Cypress.Commands.add("getEmails", () => {
+  return cy
+    .request("http://localhost:8025/api/v2/messages")
+    .then((response) => {
+      expect(response.status).to.eq(200);
+      return response;
+    });
+});
diff --git a/cypress/support/index.d.ts b/cypress/support/index.d.ts
index 2a6321d1c3e..385e88117f1 100644
--- a/cypress/support/index.d.ts
+++ b/cypress/support/index.d.ts
@@ -32,5 +32,10 @@ declare namespace Cypress {
      * Custom command to login a user1@example.com via SSO.
      */
     loginSSO(): Chainable<Element>;
+
+    /**
+     * Custom command to get the emails handled by the Mailhog server.
+     */
+    getEmails(): Chainable<Response>;
   }
 }