diff --git a/cli/CHANGELOG.md b/cli/CHANGELOG.md
index 35c52b9fce55..83c36686124b 100644
--- a/cli/CHANGELOG.md
+++ b/cli/CHANGELOG.md
@@ -7,6 +7,7 @@ _Released 10/03/2023 (PENDING)_
 
 - Fixed an issue where requests were correlated in the wrong order in the proxy. This could cause an issue where the wrong request is used for `cy.intercept` or assets (e.g. stylesheets or images) may not properly be available in Test Replay. Addressed in [#27892](https://github.com/cypress-io/cypress/pull/27892).
 - Fixed an issue where a crashed Chrome renderer can cause the Test Replay recorder to hang. Addressed in [#27909](https://github.com/cypress-io/cypress/pull/27909).
+- Fixed an issue where multiple responses yielded from calls to `cy.wait()` would sometimes be out of order. Fixes [#27337](https://github.com/cypress-io/cypress/issues/27337).
 
 ## 13.3.0
 
diff --git a/packages/driver/cypress/e2e/commands/waiting.cy.js b/packages/driver/cypress/e2e/commands/waiting.cy.js
index 7291e3f195b7..9edeb9e5d652 100644
--- a/packages/driver/cypress/e2e/commands/waiting.cy.js
+++ b/packages/driver/cypress/e2e/commands/waiting.cy.js
@@ -760,6 +760,77 @@ describe('src/cy/commands/waiting', () => {
           expect(xhr2.response.body).to.deep.eq(resp2)
         })
       })
+
+      it('all responses returned in correct order - unique aliases', () => {
+        const resp1 = { value: 'alpha' }
+        const resp2 = { value: 'beta' }
+        const resp3 = { value: 'gamma' }
+        const resp4 = { value: 'delta' }
+        const resp5 = { value: 'epsilon' }
+
+        cy.intercept(/alpha/, resp1).as('getAlpha')
+        cy.intercept(/beta/, resp2).as('getBeta')
+        cy.intercept(/gamma/, resp3).as('getGamma')
+        cy.intercept(/delta/, resp4).as('getDelta')
+        cy.intercept(/epsilon/, resp5).as('getEpsilon')
+
+        cy.window().then((win) => {
+          xhrGet(win, '/epsilon')
+          xhrGet(win, '/beta')
+          xhrGet(win, '/gamma')
+          xhrGet(win, '/delta')
+          xhrGet(win, '/alpha')
+
+          return null
+        })
+
+        cy.wait(['@getAlpha', '@getBeta', '@getGamma', '@getDelta', '@getEpsilon']).then((responses) => {
+          expect(responses[0]?.response?.body.value).to.eq('alpha')
+          expect(responses[1]?.response?.body.value).to.eq('beta')
+          expect(responses[2]?.response?.body.value).to.eq('gamma')
+          expect(responses[3]?.response?.body.value).to.eq('delta')
+          expect(responses[4]?.response?.body.value).to.eq('epsilon')
+        })
+      })
+
+      it('all responses returned in correct order - duplicate aliases', () => {
+        let alphaCount = 0
+        let betaCount = 0
+        let gammaCount = 0
+
+        cy.intercept(/alpha/, (req) => {
+          req.reply({ value: `alpha-${alphaCount}` })
+          alphaCount++
+        }).as('getAlpha')
+
+        cy.intercept(/beta/, (req) => {
+          req.reply({ value: `beta-${betaCount}` })
+          betaCount++
+        }).as('getBeta')
+
+        cy.intercept(/gamma/, (req) => {
+          req.reply({ value: `gamma-${gammaCount}` })
+          gammaCount++
+        }).as('getGamma')
+
+        cy.window().then((win) => {
+          xhrGet(win, '/alpha')
+          xhrGet(win, '/beta')
+          xhrGet(win, '/gamma')
+          xhrGet(win, '/alpha')
+          xhrGet(win, '/gamma')
+
+          return null
+        })
+
+        cy.wait(['@getGamma', '@getBeta', '@getGamma', '@getAlpha', '@getAlpha']).then((responses) => {
+          expect(responses[0]?.response?.body.value).to.eq('gamma-0')
+          expect(responses[1]?.response?.body.value).to.eq('beta-0')
+          expect(responses[2]?.response?.body.value).to.eq('gamma-1')
+          expect(responses[3]?.response?.body.value).to.eq('alpha-0')
+          expect(responses[4]?.response?.body.value).to.eq('alpha-1')
+        })
+      })
     })
 
     describe('multiple separate alias waits', () => {
diff --git a/packages/driver/src/cy/commands/waiting.ts b/packages/driver/src/cy/commands/waiting.ts
index 538698b4745f..45c50b62e44f 100644
--- a/packages/driver/src/cy/commands/waiting.ts
+++ b/packages/driver/src/cy/commands/waiting.ts
@@ -250,7 +250,24 @@ export default (Commands, Cypress, cy, state) => {
     .then((responses) => {
       // if we only asked to wait for one alias
       // then return that, else return the array of xhr responses
-      const ret = responses.length === 1 ? responses[0] : responses
+      const ret = responses.length === 1 ? responses[0] : ((resp) => {
+        const respMap = new Map()
+        const respSeq = resp.map((r) => r.routeId)
+
+        // responses are sorted in the order the user specified them. if there are multiples of the same
+        // alias awaited, they're sorted in execution order
+        resp.sort((a, b) => {
+          // sort responses based on browser request ID
+          const requestIdSuffixA = a.browserRequestId.split('.').length > 1 ? a.browserRequestId.split('.')[1] : a.browserRequestId
+          const requestIdSuffixB = b.browserRequestId.split('.').length > 1 ? b.browserRequestId.split('.')[1] : b.browserRequestId
+
+          return parseInt(requestIdSuffixA) < parseInt(requestIdSuffixB) ? -1 : 1
+        }).forEach((r) => {
+          respMap.get(r.routeId)?.push(r) ?? respMap.set(r.routeId, [r])
+        })
+
+        return respSeq.map((routeId) => respMap.get(routeId)?.shift())
+      })(responses)
 
       if (log) {
         log.set('consoleProps', () => {