diff --git a/crates/goose/src/providers/azure.rs b/crates/goose/src/providers/azure.rs
index a35259fb..415d5b9b 100644
--- a/crates/goose/src/providers/azure.rs
+++ b/crates/goose/src/providers/azure.rs
@@ -64,10 +64,21 @@ impl AzureProvider {
         let mut base_url = url::Url::parse(&self.endpoint)
             .map_err(|e| ProviderError::RequestFailed(format!("Invalid base URL: {e}")))?;
 
-        base_url.set_path(&format!(
-            "openai/deployments/{}/chat/completions",
-            self.deployment_name
-        ));
+        // Get the existing path without trailing slashes
+        let existing_path = base_url.path().trim_end_matches('/');
+        let new_path = if existing_path.is_empty() {
+            format!(
+                "/openai/deployments/{}/chat/completions",
+                self.deployment_name
+            )
+        } else {
+            format!(
+                "{}/openai/deployments/{}/chat/completions",
+                existing_path, self.deployment_name
+            )
+        };
+
+        base_url.set_path(&new_path);
         base_url.set_query(Some(&format!("api-version={}", self.api_version)));
 
         let response: reqwest::Response = self