diff --git a/src/core/plugins/json-schema-5/components/json-schema-components.jsx b/src/core/plugins/json-schema-5/components/json-schema-components.jsx
index 9f1cf55163c..f9c7c902f40 100644
--- a/src/core/plugins/json-schema-5/components/json-schema-components.jsx
+++ b/src/core/plugins/json-schema-5/components/json-schema-components.jsx
@@ -196,10 +196,15 @@ export class JsonSchema_array extends PureComponent {
     const schemaItemsType = fn.getSchemaObjectType(schemaItems)
     const schemaItemsTypeLabel = fn.getSchemaObjectTypeLabel(schemaItems)
     const schemaItemsFormat = schema.getIn(["items", "format"])
+    const schemaItemsContentMediaType = schema.getIn(["items", "contentMediaType"])
     const schemaItemsSchema = schema.get("items")
     let ArrayItemsComponent
     let isArrayItemText = false
-    let isArrayItemFile = (schemaItemsType === "file" || (schemaItemsType === "string" && schemaItemsFormat === "binary"))
+    let isArrayItemFile = (
+      schemaItemsType === "file" ||
+      (schemaItemsType === "string" && schemaItemsFormat === "binary") ||
+      (schemaItemsType === "string" && typeof schemaItemsContentMediaType === "string" && schemaItemsContentMediaType !== "")
+    )
     if (schemaItemsType && schemaItemsFormat) {
       ArrayItemsComponent = getComponent(`JsonSchema_${schemaItemsType}_${schemaItemsFormat}`)
     } else if (schemaItemsType === "boolean" || schemaItemsType === "array" || schemaItemsType === "object") {
diff --git a/test/e2e-cypress/e2e/features/plugins/oas31/oas31-request-body-upload-file.cy.js b/test/e2e-cypress/e2e/features/plugins/oas31/oas31-request-body-upload-file.cy.js
index 56541204969..76e20c85084 100644
--- a/test/e2e-cypress/e2e/features/plugins/oas31/oas31-request-body-upload-file.cy.js
+++ b/test/e2e-cypress/e2e/features/plugins/oas31/oas31-request-body-upload-file.cy.js
@@ -324,4 +324,20 @@ describe("OpenAPI 3.1 Request Body upload file button", () => {
       ).should("have.prop", "type", "file")
     })
   })
+
+  describe("multipart/form-data array property whose items schema has contentMediaType with non-empty string", () => {
+    beforeEach(() => {
+      cy.get(
+        "#operations-default-uploadArrayPropertySchemaContentMediaType"
+      ).click()
+    })
+
+    it("should display a file upload button when an item is added", () => {
+      cy.get(".try-out__btn").click()
+      cy.get(".json-schema-form-item-add").click()
+      cy.get(
+        ".opblock-section-request-body .json-schema-array .json-schema-form-item input"
+      ).should("have.prop", "type", "file")
+    })
+  })
 })
diff --git a/test/e2e-cypress/static/documents/features/oas31-request-body-upload-file.yaml b/test/e2e-cypress/static/documents/features/oas31-request-body-upload-file.yaml
index ffbf658c17e..3b0f6d752c6 100644
--- a/test/e2e-cypress/static/documents/features/oas31-request-body-upload-file.yaml
+++ b/test/e2e-cypress/static/documents/features/oas31-request-body-upload-file.yaml
@@ -18,8 +18,9 @@ info:
     * multipart/form-data object property schema type is `string` and format is `binary`
     * multipart/form-data object property schema union type includes `string` and format is `byte`
     * multipart/form-data object property schema union type includes `string` and format is `binary`
-    * multipart/form-data object property schema `contentMediaType` is present and is a non-empty `string` 
+    * multipart/form-data object property schema `contentMediaType` is present and is a non-empty `string`
     * multipart/form-data object property schema `contentEncoding` is present and is a non-empty `string`
+    * multipart/form-data array property whose items schema has `contentMediaType` set to a non-empty `string`
   version: "1.0.0"
 paths:
   /upload-application-octet-stream:
@@ -190,3 +191,17 @@ paths:
               properties:
                 file:
                   contentEncoding: base64
+  /upload-array-property-schema-contentMediaType:
+    post:
+      operationId: uploadArrayPropertySchemaContentMediaType
+      requestBody:
+        content:
+          multipart/form-data:
+            schema:
+              type: object
+              properties:
+                files:
+                  type: array
+                  items:
+                    type: string
+                    contentMediaType: application/octet-stream