diff --git a/packages/bruno-app/src/utils/url/index.js b/packages/bruno-app/src/utils/url/index.js
index d84451bf9..335351422 100644
--- a/packages/bruno-app/src/utils/url/index.js
+++ b/packages/bruno-app/src/utils/url/index.js
@@ -73,7 +73,10 @@ export const splitOnFirst = (str, char) => {
     return [str];
   }
 
-  let index = str.indexOf(char);
+  // Mask {{ }} template variables so their contents don't interfere with the search
+  const masked = str.replace(/\{\{.*?\}\}/g, (match) => '_'.repeat(match.length));
+  const index = masked.indexOf(char);
+
   if (index === -1) {
     return [str];
   }
diff --git a/packages/bruno-app/src/utils/url/index.spec.js b/packages/bruno-app/src/utils/url/index.spec.js
index 92fecb523..cd546cc95 100644
--- a/packages/bruno-app/src/utils/url/index.spec.js
+++ b/packages/bruno-app/src/utils/url/index.spec.js
@@ -286,6 +286,33 @@ describe('Url Utils - splitOnFirst', () => {
     const params = splitOnFirst('a=1&b=2', '&');
     expect(params).toEqual(['a=1', 'b=2']);
   });
+
+  it('should skip ? inside {{ }} template variables', () => {
+    const url = 'https://example.com/domain/{{?domain_id}}?include_dcv=true&include_validation=true';
+    const params = splitOnFirst(url, '?');
+    expect(params).toEqual([
+      'https://example.com/domain/{{?domain_id}}',
+      'include_dcv=true&include_validation=true'
+    ]);
+  });
+
+  it('should handle multiple prompt variables in URL path', () => {
+    const url = 'http://localhost:{{?port}}/api/{{?resource}}?key=value';
+    const params = splitOnFirst(url, '?');
+    expect(params).toEqual([
+      'http://localhost:{{?port}}/api/{{?resource}}',
+      'key=value'
+    ]);
+  });
+
+  it('should handle prompt variable in query param value', () => {
+    const url = 'https://example.com/api?token={{?token}}&active=true';
+    const params = splitOnFirst(url, '?');
+    expect(params).toEqual([
+      'https://example.com/api',
+      'token={{?token}}&active=true'
+    ]);
+  });
 });
 
 describe('Url Utils - interpolateUrl, interpolateUrlPathParams', () => {