diff --git a/server/src/server.js b/server/src/server.js
--- a/server/src/server.js
+++ b/server/src/server.js
@@ -30,9 +30,16 @@
   multimediaUploadResponder,
   uploadDownloadResponder,
 } from './uploads/uploads';
-import { getGlobalURLFacts, getLandingURLFacts } from './utils/urls';
+import {
+  getGlobalURLFacts,
+  getLandingURLFacts,
+  getCommAppURLFacts,
+  generateAllRoutePaths,
+  generateBaseAndCommAppRoutePaths,
+} from './utils/urls';
 
 const { baseRoutePath } = getGlobalURLFacts();
+const commAppBasePath = getCommAppURLFacts().basePath;
 const landingBaseRoutePath = getLandingURLFacts().baseRoutePath;
 
 if (cluster.isMaster) {
@@ -57,11 +64,15 @@
   server.use(cookieParser());
 
   const router = express.Router();
-  router.use('/images', express.static('images'));
-  router.use(`${landingBaseRoutePath}images`, express.static('images'));
-  router.use('/fonts', express.static('fonts'));
-  router.use(`${landingBaseRoutePath}fonts`, express.static('fonts'));
-  router.use('/misc', express.static('misc'));
+  for (const routePath of generateAllRoutePaths('images')) {
+    router.use(routePath, express.static('images'));
+  }
+  for (const routePath of generateAllRoutePaths('fonts')) {
+    router.use(routePath, express.static('fonts'));
+  }
+  for (const routePath of generateBaseAndCommAppRoutePaths('misc')) {
+    router.use(routePath, express.static('misc'));
+  }
   router.use(
     '/.well-known',
     express.static(
@@ -76,23 +87,27 @@
     process.env.NODE_ENV === 'development'
       ? undefined
       : { maxAge: '1y', immutable: true };
-  router.use(
-    '/compiled',
-    express.static('app_compiled', compiledFolderOptions),
-  );
+  for (const routePath of generateBaseAndCommAppRoutePaths('compiled')) {
+    router.use(
+      routePath,
+      express.static('app_compiled', compiledFolderOptions),
+    );
+  }
   router.use(
     `${landingBaseRoutePath}compiled`,
     express.static('landing_compiled', compiledFolderOptions),
   );
-  router.use('/', express.static('icons'));
-  router.use('/commlanding', express.static('landing_icons'));
+  for (const routePath of generateBaseAndCommAppRoutePaths('')) {
+    router.use(routePath, express.static('icons'));
+  }
+  router.use(`${landingBaseRoutePath}`, express.static('landing_icons'));
 
   for (const endpoint in jsonEndpoints) {
     // $FlowFixMe Flow thinks endpoint is string
     const responder = jsonEndpoints[endpoint];
     const expectCookieInvalidation = endpoint === 'log_out';
     router.post(
-      `/${endpoint}`,
+      generateBaseAndCommAppRoutePaths(endpoint),
       jsonHandler(responder, expectCookieInvalidation),
     );
   }
@@ -103,30 +118,32 @@
   );
 
   router.get(
-    '/create_version/:deviceType/:codeVersion',
+    generateBaseAndCommAppRoutePaths('create_version/:deviceType/:codeVersion'),
     httpGetHandler(createNewVersionResponder),
   );
   router.get(
-    '/mark_version_deployed/:deviceType/:codeVersion',
+    generateBaseAndCommAppRoutePaths(
+      'mark_version_deployed/:deviceType/:codeVersion',
+    ),
     httpGetHandler(markVersionDeployedResponder),
   );
 
   router.get(
-    '/download_error_report/:reportID',
+    generateBaseAndCommAppRoutePaths('download_error_report/:reportID'),
     downloadHandler(errorReportDownloadResponder),
   );
   router.get(
-    '/upload/:uploadID/:secret',
+    generateBaseAndCommAppRoutePaths('upload/:uploadID/:secret'),
     downloadHandler(uploadDownloadResponder),
   );
 
   // $FlowFixMe express-ws has side effects that can't be typed
-  router.ws('/ws', onConnection);
+  router.ws(`${baseRoutePath}ws`, onConnection);
   router.get(`${landingBaseRoutePath}*`, landingHandler);
-  router.get('*', htmlHandler(websiteResponder));
+  router.get(['*', `${commAppBasePath}*`], htmlHandler(websiteResponder));
 
   router.post(
-    '/upload_multimedia',
+    generateBaseAndCommAppRoutePaths('upload_multimedia'),
     multerProcessor,
     uploadHandler(multimediaUploadResponder),
   );
diff --git a/server/src/utils/urls.js b/server/src/utils/urls.js
--- a/server/src/utils/urls.js
+++ b/server/src/utils/urls.js
@@ -41,10 +41,25 @@
   return landingURLFacts;
 }
 
+function generateAllRoutePaths(endpoint: string): Array<string> {
+  const landingBaseRoutePath = landingURLFacts.baseRoutePath;
+  const routePaths = generateBaseAndCommAppRoutePaths(endpoint);
+  routePaths.push(landingBaseRoutePath + endpoint);
+  return routePaths;
+}
+
+function generateBaseAndCommAppRoutePaths(endpoint: string): Array<string> {
+  const { baseRoutePath } = baseURLFacts;
+  const commAppBaseRoutePath = commAppURLFacts.basePath;
+  return [baseRoutePath + endpoint, commAppBaseRoutePath + endpoint];
+}
+
 export {
   getGlobalURLFacts,
   getSquadCalURLFacts,
   getCommAppURLFacts,
   getLandingURLFacts,
   getAppURLFactsFromRequestURL,
+  generateAllRoutePaths,
+  generateBaseAndCommAppRoutePaths,
 };