diff --git a/.changeset/famous-dolphins-laugh.md b/.changeset/famous-dolphins-laugh.md
new file mode 100644
index 0000000000..18fef2ae5e
--- /dev/null
+++ b/.changeset/famous-dolphins-laugh.md
@@ -0,0 +1,5 @@
+---
+"@redocly/cli": patch
+---
+
+Adjusted the `split` command to properly handle root-level paths.
diff --git a/__tests__/split/root-endpoint/openapi.yaml b/__tests__/split/root-endpoint/openapi.yaml
new file mode 100644
index 0000000000..1af9b9276c
--- /dev/null
+++ b/__tests__/split/root-endpoint/openapi.yaml
@@ -0,0 +1,111 @@
+openapi: '3.0.0'
+info:
+  version: 1.0.0
+  title: Swagger Petstore
+  license:
+    name: MIT
+servers:
+  - url: http://petstore.swagger.io/v1
+paths:
+  /:
+    get:
+      summary: List all pets
+      operationId: listPets
+      tags:
+        - pets
+      parameters:
+        - name: limit
+          in: query
+          description: How many items to return at one time (max 100)
+          required: false
+          schema:
+            type: integer
+            format: int32
+      responses:
+        '200':
+          description: A paged array of pets
+          headers:
+            x-next:
+              description: A link to the next page of responses
+              schema:
+                type: string
+          content:
+            application/json:
+              schema:
+                $ref: '#/components/schemas/Pets'
+        default:
+          description: unexpected error
+          content:
+            application/json:
+              schema:
+                $ref: '#/components/schemas/Error'
+    post:
+      summary: Create a pet
+      operationId: createPets
+      tags:
+        - pets
+      responses:
+        '201':
+          description: Null response
+        default:
+          description: unexpected error
+          content:
+            application/json:
+              schema:
+                $ref: '#/components/schemas/Error'
+  /pets/{petId}:
+    get:
+      summary: Info for a specific pet
+      operationId: showPetById
+      tags:
+        - pets
+      parameters:
+        - name: petId
+          in: path
+          required: true
+          description: The id of the pet to retrieve
+          schema:
+            type: string
+      responses:
+        '200':
+          description: Expected response to a valid request
+          content:
+            application/json:
+              schema:
+                $ref: '#/components/schemas/Pet'
+        default:
+          description: unexpected error
+          content:
+            application/json:
+              schema:
+                $ref: '#/components/schemas/Error'
+components:
+  schemas:
+    Pet:
+      type: object
+      required:
+        - id
+        - name
+      properties:
+        id:
+          type: integer
+          format: int64
+        name:
+          type: string
+        tag:
+          type: string
+    Pets:
+      type: array
+      items:
+        $ref: '#/components/schemas/Pet'
+    Error:
+      type: object
+      required:
+        - code
+        - message
+      properties:
+        code:
+          type: integer
+          format: int32
+        message:
+          type: string
diff --git a/__tests__/split/root-endpoint/snapshot.js b/__tests__/split/root-endpoint/snapshot.js
new file mode 100644
index 0000000000..656991106f
--- /dev/null
+++ b/__tests__/split/root-endpoint/snapshot.js
@@ -0,0 +1,119 @@
+// Jest Snapshot v1, https://goo.gl/fbAQLP
+
+exports[`E2E split with root endpoint 1`] = `
+
+type: object
+required:
+  - id
+  - name
+properties:
+  id:
+    type: integer
+    format: int64
+  name:
+    type: string
+  tag:
+    type: string
+type: array
+items:
+  $ref: ./Pet.yaml
+type: object
+required:
+  - code
+  - message
+properties:
+  code:
+    type: integer
+    format: int32
+  message:
+    type: string
+get:
+  summary: List all pets
+  operationId: listPets
+  tags:
+    - pets
+  parameters:
+    - name: limit
+      in: query
+      description: How many items to return at one time (max 100)
+      required: false
+      schema:
+        type: integer
+        format: int32
+  responses:
+    '200':
+      description: A paged array of pets
+      headers:
+        x-next:
+          description: A link to the next page of responses
+          schema:
+            type: string
+      content:
+        application/json:
+          schema:
+            $ref: '#/components/schemas/Pets'
+    default:
+      description: unexpected error
+      content:
+        application/json:
+          schema:
+            $ref: '#/components/schemas/Error'
+post:
+  summary: Create a pet
+  operationId: createPets
+  tags:
+    - pets
+  responses:
+    '201':
+      description: Null response
+    default:
+      description: unexpected error
+      content:
+        application/json:
+          schema:
+            $ref: '#/components/schemas/Error'
+get:
+  summary: Info for a specific pet
+  operationId: showPetById
+  tags:
+    - pets
+  parameters:
+    - name: petId
+      in: path
+      required: true
+      description: The id of the pet to retrieve
+      schema:
+        type: string
+  responses:
+    '200':
+      description: Expected response to a valid request
+      content:
+        application/json:
+          schema:
+            $ref: '#/components/schemas/Pet'
+    default:
+      description: unexpected error
+      content:
+        application/json:
+          schema:
+            $ref: '#/components/schemas/Error'
+openapi: 3.0.0
+info:
+  version: 1.0.0
+  title: Swagger Petstore
+  license:
+    name: MIT
+servers:
+  - url: http://petstore.swagger.io/v1
+paths:
+  /:
+    $ref: paths/pets.yaml
+  /pets/{petId}:
+    $ref: paths/pets/{petId}.yaml
+🪓 Document: ../../../__tests__/split/root-endpoint/openapi.yaml is successfully split
+    and all related files are saved to the directory: output 
+
+../../../__tests__/split/root-endpoint/openapi.yaml: split processed in <test>ms
+
+
+`;
diff --git a/packages/cli/src/utils/miscellaneous.ts b/packages/cli/src/utils/miscellaneous.ts
index 0acdbbe3c2..3cabc42d0f 100644
--- a/packages/cli/src/utils/miscellaneous.ts
+++ b/packages/cli/src/utils/miscellaneous.ts
@@ -130,6 +130,9 @@ export function printExecutionTime(commandName: string, startedAt: number, api:
 }
 
 export function pathToFilename(path: string, pathSeparator: string) {
+  if (path === '/') {
+    return pathSeparator;
+  }
   return path
     .replace(/~1/g, '/')
     .replace(/~0/g, '~')