diff --git a/src/renderer/src/aiCore/legacy/clients/__tests__/OpenAIBaseClient.azureEndpoint.test.ts b/src/renderer/src/aiCore/legacy/clients/__tests__/OpenAIBaseClient.azureEndpoint.test.ts
new file mode 100644
index 0000000000..e3b2ef2676
--- /dev/null
+++ b/src/renderer/src/aiCore/legacy/clients/__tests__/OpenAIBaseClient.azureEndpoint.test.ts
@@ -0,0 +1,38 @@
+import { describe, expect, it } from 'vitest'
+
+import { normalizeAzureOpenAIEndpoint } from '../openai/azureOpenAIEndpoint'
+
+describe('normalizeAzureOpenAIEndpoint', () => {
+  it.each([
+    {
+      apiHost: 'https://example.openai.azure.com/openai',
+      expectedEndpoint: 'https://example.openai.azure.com'
+    },
+    {
+      apiHost: 'https://example.openai.azure.com/openai/',
+      expectedEndpoint: 'https://example.openai.azure.com'
+    },
+    {
+      apiHost: 'https://example.openai.azure.com/openai/v1',
+      expectedEndpoint: 'https://example.openai.azure.com'
+    },
+    {
+      apiHost: 'https://example.openai.azure.com/openai/v1/',
+      expectedEndpoint: 'https://example.openai.azure.com'
+    },
+    {
+      apiHost: 'https://example.openai.azure.com',
+      expectedEndpoint: 'https://example.openai.azure.com'
+    },
+    {
+      apiHost: 'https://example.openai.azure.com/',
+      expectedEndpoint: 'https://example.openai.azure.com'
+    },
+    {
+      apiHost: 'https://example.openai.azure.com/OPENAI/V1',
+      expectedEndpoint: 'https://example.openai.azure.com'
+    }
+  ])('strips trailing /openai from $apiHost', ({ apiHost, expectedEndpoint }) => {
+    expect(normalizeAzureOpenAIEndpoint(apiHost)).toBe(expectedEndpoint)
+  })
+})
diff --git a/src/renderer/src/aiCore/legacy/clients/openai/OpenAIBaseClient.ts b/src/renderer/src/aiCore/legacy/clients/openai/OpenAIBaseClient.ts
index 9d03552cb3..efc3f4f7ce 100644
--- a/src/renderer/src/aiCore/legacy/clients/openai/OpenAIBaseClient.ts
+++ b/src/renderer/src/aiCore/legacy/clients/openai/OpenAIBaseClient.ts
@@ -29,6 +29,7 @@ import { withoutTrailingSlash } from '@renderer/utils/api'
 import { isOllamaProvider } from '@renderer/utils/provider'
 
 import { BaseApiClient } from '../BaseApiClient'
+import { normalizeAzureOpenAIEndpoint } from './azureOpenAIEndpoint'
 
 const logger = loggerService.withContext('OpenAIBaseClient')
 
@@ -213,7 +214,7 @@ export abstract class OpenAIBaseClient<
         dangerouslyAllowBrowser: true,
         apiKey: apiKeyForSdkInstance,
         apiVersion: this.provider.apiVersion,
-        endpoint: this.provider.apiHost
+        endpoint: normalizeAzureOpenAIEndpoint(this.provider.apiHost)
       }) as TSdkInstance
     } else {
       this.sdkInstance = new OpenAI({
diff --git a/src/renderer/src/aiCore/legacy/clients/openai/azureOpenAIEndpoint.ts b/src/renderer/src/aiCore/legacy/clients/openai/azureOpenAIEndpoint.ts
new file mode 100644
index 0000000000..777dbe74d7
--- /dev/null
+++ b/src/renderer/src/aiCore/legacy/clients/openai/azureOpenAIEndpoint.ts
@@ -0,0 +1,4 @@
+export function normalizeAzureOpenAIEndpoint(apiHost: string): string {
+  const normalizedHost = apiHost.replace(/\/+$/, '')
+  return normalizedHost.replace(/\/openai(?:\/v1)?$/i, '')
+}