diff --git a/packages/data-context/src/sources/MigrationDataSource.ts b/packages/data-context/src/sources/MigrationDataSource.ts
index 77bb1f6022..11654628f7 100644
--- a/packages/data-context/src/sources/MigrationDataSource.ts
+++ b/packages/data-context/src/sources/MigrationDataSource.ts
@@ -14,6 +14,7 @@ import {
   getComponentTestFilesGlobs,
   getComponentFolder,
 } from './migration'
+import _ from 'lodash'
 
 import type { FilePart } from './migration/format'
 import Debug from 'debug'
@@ -152,7 +153,7 @@ export class MigrationDataSource {
       canBeAutomaticallyMigrated.push(...specs.component.map(applyMigrationTransform).filter((spec) => spec.before.relative !== spec.after.relative))
     }
 
-    return canBeAutomaticallyMigrated
+    return this.checkAndUpdateDuplicatedSpecs(canBeAutomaticallyMigrated)
   }
 
   async createConfigString () {
@@ -189,4 +190,65 @@ export class MigrationDataSource {
   get configFileNameAfterMigration () {
     return this.ctx.lifecycleManager.legacyConfigFile.replace('.json', `.config.${this.ctx.lifecycleManager.fileExtensionToUse}`)
   }
+
+  private checkAndUpdateDuplicatedSpecs (specs: MigrationFile[]) {
+    const updatedSpecs: MigrationFile[] = []
+
+    const sortedSpecs = this.sortSpecsByExtension(specs)
+
+    sortedSpecs.forEach((spec) => {
+      const specExist = _.find(updatedSpecs, (x) => x.after.relative === spec.after.relative)
+
+      if (specExist) {
+        const beforeParts: FilePart[] = JSON.parse(JSON.stringify(spec.before.parts))
+        const preExtensionBefore = beforeParts.find((part) => part.group === 'preExtension')
+
+        if (preExtensionBefore) {
+          preExtensionBefore.highlight = false
+        }
+
+        const afterParts: FilePart[] = JSON.parse(JSON.stringify(spec.after.parts))
+        const fileNameAfter = afterParts.find((part) => part.group === 'fileName')
+
+        if (fileNameAfter && preExtensionBefore) {
+          const beforePreExtension = preExtensionBefore?.text?.replace('.', '')
+
+          fileNameAfter.text = `${fileNameAfter.text}${beforePreExtension}`
+        }
+
+        spec.before.parts = beforeParts
+        spec.after.parts = afterParts
+        spec.after.relative = afterParts.map((x) => x.text).join('')
+      }
+
+      updatedSpecs.push(spec)
+    })
+
+    return updatedSpecs
+  }
+
+  private sortSpecsByExtension (specs: MigrationFile[]) {
+    const sortedExtensions = ['.spec.', '.Spec.', '_spec.', '_Spec.', '-spec.', '-Spec.', '.test.', '.Test.', '_test.', '_Test.', '-test.', '-Test.']
+
+    return specs.sort(function (a, b) {
+      function getExtIndex (spec: string) {
+        let index = -1
+
+        // Sort the specs based on the extension, giving priority to .spec
+        sortedExtensions.some((c, i) => {
+          if (~spec.indexOf(c)) {
+            index = i
+
+            return true
+          }
+
+          return false
+        })
+
+        return index
+      }
+
+      return getExtIndex(a.before.relative) - getExtIndex(b.before.relative)
+    })
+  }
 }
diff --git a/packages/data-context/src/sources/migration/format.ts b/packages/data-context/src/sources/migration/format.ts
index 94b1ebc5bb..64efa0562f 100644
--- a/packages/data-context/src/sources/migration/format.ts
+++ b/packages/data-context/src/sources/migration/format.ts
@@ -1,18 +1,11 @@
 import dedent from 'dedent'
 
-export interface FilePartNoHighlight {
+export type FilePart = {
   text: string
-  highlight: false
+  group?: 'folder' | 'preExtension' | 'supportFileName' | 'fileName'
+  highlight: boolean
 }
 
-export interface FilePartHighlight {
-  text: string
-  group: 'folder' | 'preExtension' | 'supportFileName'
-  highlight: true
-}
-
-export type FilePart = FilePartNoHighlight | FilePartHighlight
-
 export function formatMigrationFile (file: string, regexp: RegExp): FilePart[] {
   const match = regexp.exec(file)
 
@@ -55,6 +48,7 @@ export function formatMigrationFile (file: string, regexp: RegExp): FilePart[] {
   {
     text: (folder ? '/' : '') + fileName, // user/cypress/integration/file.spec.tsx -> /file
     highlight: false,
+    group: 'fileName',
   },
   {
     text: preExtension || '', // user/cypress/integration/file.spec.tsx -> .spec.
diff --git a/packages/data-context/test/unit/sources/migration/autoRename.spec.ts b/packages/data-context/test/unit/sources/migration/autoRename.spec.ts
index 5432d41aba..0569f98c85 100644
--- a/packages/data-context/test/unit/sources/migration/autoRename.spec.ts
+++ b/packages/data-context/test/unit/sources/migration/autoRename.spec.ts
@@ -167,6 +167,7 @@ describe('applyMigrationTransform', () => {
             {
               'highlight': false,
               'text': '/button',
+              'group': 'fileName',
             },
             {
               'highlight': true,
@@ -194,6 +195,7 @@ describe('applyMigrationTransform', () => {
             {
               'highlight': false,
               'text': '/button',
+              'group': 'fileName',
             },
             {
               'highlight': true,
@@ -230,6 +232,7 @@ describe('applyMigrationTransform', () => {
             {
               'highlight': false,
               'text': 'custom-folder/button',
+              'group': 'fileName',
             },
             {
               'highlight': true,
@@ -248,6 +251,7 @@ describe('applyMigrationTransform', () => {
             {
               'highlight': false,
               'text': 'custom-folder/button',
+              'group': 'fileName',
             },
             {
               'highlight': true,
@@ -293,6 +297,7 @@ describe('applyMigrationTransform', () => {
             {
               'highlight': false,
               'text': '/foo.bar',
+              'group': 'fileName',
             },
           ],
         },
@@ -311,6 +316,7 @@ describe('applyMigrationTransform', () => {
             {
               'highlight': false,
               'text': '/foo.bar',
+              'group': 'fileName',
             },
           ],
         },
@@ -347,6 +353,7 @@ describe('applyMigrationTransform', () => {
             {
               'highlight': false,
               'text': '/spec',
+              'group': 'fileName',
             },
             {
               'highlight': true,
@@ -374,6 +381,7 @@ describe('applyMigrationTransform', () => {
             {
               'highlight': false,
               'text': '/spec',
+              'group': 'fileName',
             },
             {
               'highlight': true,
@@ -412,6 +420,7 @@ describe('applyMigrationTransform', () => {
             {
               'highlight': false,
               'text': 'cypress/tests/api-bankaccounts',
+              'group': 'fileName',
             },
             {
               'highlight': true,
@@ -430,6 +439,7 @@ describe('applyMigrationTransform', () => {
             {
               'highlight': false,
               'text': 'cypress/tests/api-bankaccounts',
+              'group': 'fileName',
             },
             {
               'highlight': true,
@@ -466,6 +476,7 @@ describe('applyMigrationTransform', () => {
             {
               'highlight': false,
               'text': 'cypress/component/button',
+              'group': 'fileName',
             },
             {
               'highlight': true,
@@ -484,6 +495,7 @@ describe('applyMigrationTransform', () => {
             {
               'highlight': false,
               'text': 'cypress/component/button',
+              'group': 'fileName',
             },
             {
               'highlight': true,
@@ -522,6 +534,7 @@ describe('applyMigrationTransform', () => {
             {
               'text': 'cypress/custom-component/button',
               'highlight': false,
+              'group': 'fileName',
             },
             {
               'text': '.spec.',
@@ -540,6 +553,7 @@ describe('applyMigrationTransform', () => {
             {
               'text': 'cypress/custom-component/button',
               'highlight': false,
+              'group': 'fileName',
             },
             {
               'text': '.cy.',
diff --git a/packages/data-context/test/unit/sources/migration/format.spec.ts b/packages/data-context/test/unit/sources/migration/format.spec.ts
index 8d9cad67bc..98b1c85a19 100644
--- a/packages/data-context/test/unit/sources/migration/format.spec.ts
+++ b/packages/data-context/test/unit/sources/migration/format.spec.ts
@@ -14,7 +14,7 @@ describe('formatMigrationFile', () => {
       expect(actual).to.eql([
         { text: 'cypress/', highlight: false },
         { text: 'integration', highlight: true, group: 'folder' },
-        { text: '/app', highlight: false },
+        { text: '/app', highlight: false, group: 'fileName' },
         { text: '.spec.', highlight: true, group: 'preExtension' },
         { text: 'js', highlight: false },
       ])
diff --git a/packages/frontend-shared/cypress/e2e/support/e2eProjectDirs.ts b/packages/frontend-shared/cypress/e2e/support/e2eProjectDirs.ts
index 893ea670f6..5f6ff0ed7d 100644
--- a/packages/frontend-shared/cypress/e2e/support/e2eProjectDirs.ts
+++ b/packages/frontend-shared/cypress/e2e/support/e2eProjectDirs.ts
@@ -57,6 +57,7 @@ export const e2eProjectDirs = [
   'migration-e2e-custom-test-files',
   'migration-e2e-defaults',
   'migration-e2e-defaults-no-specs',
+  'migration-e2e-duplicated-spec-names',
   'migration-e2e-export-default',
   'migration-e2e-false-plugins-support-file',
   'migration-e2e-fully-custom',
diff --git a/packages/launchpad/cypress/e2e/migration.cy.ts b/packages/launchpad/cypress/e2e/migration.cy.ts
index 2cf85894ba..43e24da287 100644
--- a/packages/launchpad/cypress/e2e/migration.cy.ts
+++ b/packages/launchpad/cypress/e2e/migration.cy.ts
@@ -743,6 +743,62 @@ describe('Full migration flow for each project', { retries: { openMode: 2, runMo
     migrateAndVerifyConfig()
   })
 
+  it('completes journey for migration-e2e-duplicated-spec-names', () => {
+    startMigrationFor('migration-e2e-duplicated-spec-names')
+    // default testFiles - auto
+    cy.get(renameAutoStep).should('exist')
+    cy.get(configFileStep).should('exist')
+
+    cy.get('[data-cy="migrate-before"]').within(() => {
+      cy.get('code').eq(0).should('contain', 'cypress/integration/app-spec2.js')
+      cy.get('code').eq(1).should('contain', 'cypress/integration/app_spec2.js')
+      cy.get('code').eq(2).should('contain', 'cypress/integration/app.spec.js')
+      cy.get('code').eq(3).should('contain', 'cypress/integration/app2_spec.js')
+      cy.get('code').eq(4).should('contain', 'cypress/integration/app_spec.js')
+      cy.get('code').eq(5).should('contain', 'cypress/integration/app-spec.js')
+    })
+
+    cy.get('[data-cy="migrate-after"]').within(() => {
+      cy.get('code').eq(0).should('contain', 'cypress/e2e/app-spec2.cy.js')
+      cy.get('code').eq(1).should('contain', 'cypress/e2e/app_spec2.cy.js')
+      cy.get('code').eq(2).should('contain', 'cypress/e2e/app.cy.js')
+      cy.get('code').eq(3).should('contain', 'cypress/e2e/app2.cy.js')
+      cy.get('code').eq(4).should('contain', 'cypress/e2e/app_spec.cy.js')
+      cy.get('code').eq(5).should('contain', 'cypress/e2e/app-spec.cy.js')
+    })
+
+    runAutoRename()
+
+    cy.wait(100)
+
+    cy.withCtx(async (ctx) => {
+      const specs = [
+        'cypress/e2e/app-spec2.cy.js',
+        'cypress/e2e/app_spec2.cy.js',
+        'cypress/e2e/app.cy.js',
+        'cypress/e2e/app2.cy.js',
+        'cypress/e2e/app_spec.cy.js',
+        'cypress/e2e/app-spec.cy.js',
+      ]
+
+      for (const spec of specs) {
+        const stats = await ctx.actions.file.checkIfFileExists(ctx.path.join(spec))
+
+        expect(stats).to.not.be.null
+      }
+    })
+
+    migrateAndVerifyConfig()
+
+    cy.withCtx(async (ctx) => {
+      const integrationFolderStats = await ctx.actions.file.checkIfFileExists(ctx.path.join('cypress', 'integration'))
+
+      expect(integrationFolderStats).to.be.null
+    })
+
+    checkOutcome()
+  })
+
   context('migration-e2e-component-default-test-files', () => {
     it('completes journey', () => {
       startMigrationFor('migration-e2e-component-default-test-files')
diff --git a/system-tests/projects/migration-e2e-duplicated-spec-names/README.md b/system-tests/projects/migration-e2e-duplicated-spec-names/README.md
new file mode 100644
index 0000000000..724928bad1
--- /dev/null
+++ b/system-tests/projects/migration-e2e-duplicated-spec-names/README.md
@@ -0,0 +1,13 @@
+## Migration E2E Defaults
+
+An e2e project with different types of spec names, that can create a collision while renaming. 
+We rename the `integrationFolder` and spec extension.
+
+The following migration steps will be used during this migration:
+
+- [x] automatic file rename
+- [ ] manual file rename
+- [ ] rename support
+- [x] update config file
+- [ ] setup component testing
+
diff --git a/system-tests/projects/migration-e2e-duplicated-spec-names/cypress.json b/system-tests/projects/migration-e2e-duplicated-spec-names/cypress.json
new file mode 100644
index 0000000000..0967ef424b
--- /dev/null
+++ b/system-tests/projects/migration-e2e-duplicated-spec-names/cypress.json
@@ -0,0 +1 @@
+{}
diff --git a/system-tests/projects/migration-e2e-duplicated-spec-names/cypress/integration/app-spec.js b/system-tests/projects/migration-e2e-duplicated-spec-names/cypress/integration/app-spec.js
new file mode 100644
index 0000000000..e69de29bb2
diff --git a/system-tests/projects/migration-e2e-duplicated-spec-names/cypress/integration/app-spec2.js b/system-tests/projects/migration-e2e-duplicated-spec-names/cypress/integration/app-spec2.js
new file mode 100644
index 0000000000..e69de29bb2
diff --git a/system-tests/projects/migration-e2e-duplicated-spec-names/cypress/integration/app.spec.js b/system-tests/projects/migration-e2e-duplicated-spec-names/cypress/integration/app.spec.js
new file mode 100644
index 0000000000..e69de29bb2
diff --git a/system-tests/projects/migration-e2e-duplicated-spec-names/cypress/integration/app2_spec.js b/system-tests/projects/migration-e2e-duplicated-spec-names/cypress/integration/app2_spec.js
new file mode 100644
index 0000000000..e69de29bb2
diff --git a/system-tests/projects/migration-e2e-duplicated-spec-names/cypress/integration/app_spec.js b/system-tests/projects/migration-e2e-duplicated-spec-names/cypress/integration/app_spec.js
new file mode 100644
index 0000000000..e69de29bb2
diff --git a/system-tests/projects/migration-e2e-duplicated-spec-names/cypress/integration/app_spec2.js b/system-tests/projects/migration-e2e-duplicated-spec-names/cypress/integration/app_spec2.js
new file mode 100644
index 0000000000..e69de29bb2
diff --git a/system-tests/projects/migration-e2e-duplicated-spec-names/cypress/plugins/index.js b/system-tests/projects/migration-e2e-duplicated-spec-names/cypress/plugins/index.js
new file mode 100644
index 0000000000..a61659e3ba
--- /dev/null
+++ b/system-tests/projects/migration-e2e-duplicated-spec-names/cypress/plugins/index.js
@@ -0,0 +1,3 @@
+module.exports = (on, config) => {
+
+}
diff --git a/system-tests/projects/migration-e2e-duplicated-spec-names/expected-cypress.config.js b/system-tests/projects/migration-e2e-duplicated-spec-names/expected-cypress.config.js
new file mode 100644
index 0000000000..294e951392
--- /dev/null
+++ b/system-tests/projects/migration-e2e-duplicated-spec-names/expected-cypress.config.js
@@ -0,0 +1,11 @@
+const { defineConfig } = require('cypress')
+
+module.exports = defineConfig({
+  e2e: {
+    // We've imported your old cypress plugins here.
+    // You may want to clean this up later by importing these.
+    setupNodeEvents (on, config) {
+      return require('./cypress/plugins/index.js')(on, config)
+    },
+  },
+})