diff --git a/src/web-server/routes.ts b/src/web-server/routes.ts
index 9e1cd207..4f2797f7 100644
--- a/src/web-server/routes.ts
+++ b/src/web-server/routes.ts
@@ -44,7 +44,7 @@ import {
 } from '../cliproxy/account-manager';
 import type { CLIProxyProvider } from '../cliproxy/types';
 import { getClaudeEnvVars } from '../cliproxy/config-generator';
-import { getProxyStatus as getProxyProcessStatus } from '../cliproxy/session-tracker';
+import { getProxyStatus as getProxyProcessStatus, stopProxy } from '../cliproxy/session-tracker';
 import { ensureCliproxyService } from '../cliproxy/service-manager';
 // Unified config imports
 import {
@@ -1389,6 +1389,19 @@ apiRoutes.post('/cliproxy/proxy-start', async (_req: Request, res: Response): Pr
   }
 });
 
+/**
+ * POST /api/cliproxy/proxy-stop - Stop the CLIProxy service
+ * Returns: { stopped, pid?, sessionCount?, error? }
+ */
+apiRoutes.post('/cliproxy/proxy-stop', (_req: Request, res: Response): void => {
+  try {
+    const result = stopProxy();
+    res.json(result);
+  } catch (error) {
+    res.status(500).json({ error: (error as Error).message });
+  }
+});
+
 /**
  * GET /api/cliproxy/models - Get available models from CLIProxyAPI
  * Returns: { models: CliproxyModel[], byCategory: Record<string, CliproxyModel[]>, totalCount: number }
diff --git a/ui/src/components/proxy-status-widget.tsx b/ui/src/components/proxy-status-widget.tsx
index a85981c2..946d1cff 100644
--- a/ui/src/components/proxy-status-widget.tsx
+++ b/ui/src/components/proxy-status-widget.tsx
@@ -1,13 +1,13 @@
 /**
  * Proxy Status Widget
  *
- * Displays CLIProxy process status with start button for recovery.
+ * Displays CLIProxy process status with start/stop/restart controls.
  * Shows: running state, port, session count, uptime.
  */
 
-import { Activity, Power, RefreshCw, Clock, Users } from 'lucide-react';
+import { Activity, Power, RefreshCw, Clock, Users, Square, RotateCw } from 'lucide-react';
 import { Button } from '@/components/ui/button';
-import { useProxyStatus, useStartProxy } from '@/hooks/use-cliproxy';
+import { useProxyStatus, useStartProxy, useStopProxy } from '@/hooks/use-cliproxy';
 import { cn } from '@/lib/utils';
 
 function formatUptime(startedAt?: string): string {
@@ -28,8 +28,18 @@ function formatUptime(startedAt?: string): string {
 export function ProxyStatusWidget() {
   const { data: status, isLoading } = useProxyStatus();
   const startProxy = useStartProxy();
+  const stopProxy = useStopProxy();
 
   const isRunning = status?.running ?? false;
+  const isActioning = startProxy.isPending || stopProxy.isPending;
+
+  // Restart = stop then start
+  const handleRestart = async () => {
+    await stopProxy.mutateAsync();
+    // Small delay to ensure port is released
+    await new Promise((r) => setTimeout(r, 500));
+    startProxy.mutate();
+  };
 
   return (
     <div
@@ -61,21 +71,56 @@ export function ProxyStatusWidget() {
       </div>
 
       {isRunning && status ? (
-        <div className="mt-2 flex items-center gap-4 text-xs text-muted-foreground">
-          <span className="flex items-center gap-1">Port {status.port}</span>
-          {status.sessionCount !== undefined && status.sessionCount > 0 && (
-            <span className="flex items-center gap-1">
-              <Users className="w-3 h-3" />
-              {status.sessionCount} session{status.sessionCount !== 1 ? 's' : ''}
-            </span>
-          )}
-          {status.startedAt && (
-            <span className="flex items-center gap-1">
-              <Clock className="w-3 h-3" />
-              {formatUptime(status.startedAt)}
-            </span>
-          )}
-        </div>
+        <>
+          <div className="mt-2 flex items-center gap-4 text-xs text-muted-foreground">
+            <span className="flex items-center gap-1">Port {status.port}</span>
+            {status.sessionCount !== undefined && status.sessionCount > 0 && (
+              <span className="flex items-center gap-1">
+                <Users className="w-3 h-3" />
+                {status.sessionCount} session{status.sessionCount !== 1 ? 's' : ''}
+              </span>
+            )}
+            {status.startedAt && (
+              <span className="flex items-center gap-1">
+                <Clock className="w-3 h-3" />
+                {formatUptime(status.startedAt)}
+              </span>
+            )}
+          </div>
+          {/* Control buttons when running */}
+          <div className="mt-2 flex items-center gap-2">
+            <Button
+              variant="outline"
+              size="sm"
+              className="h-7 text-xs gap-1 flex-1"
+              onClick={handleRestart}
+              disabled={isActioning}
+              title="Restart to apply updates"
+            >
+              {isActioning ? (
+                <RefreshCw className="w-3 h-3 animate-spin" />
+              ) : (
+                <RotateCw className="w-3 h-3" />
+              )}
+              Restart
+            </Button>
+            <Button
+              variant="outline"
+              size="sm"
+              className="h-7 text-xs gap-1 hover:bg-destructive/10 hover:text-destructive hover:border-destructive/30"
+              onClick={() => stopProxy.mutate()}
+              disabled={isActioning}
+              title="Stop CLIProxy service"
+            >
+              {stopProxy.isPending ? (
+                <RefreshCw className="w-3 h-3 animate-spin" />
+              ) : (
+                <Square className="w-3 h-3" />
+              )}
+              Stop
+            </Button>
+          </div>
+        </>
       ) : (
         <div className="mt-2 flex items-center justify-between">
           <span className="text-xs text-muted-foreground">Not running</span>
diff --git a/ui/src/hooks/use-cliproxy.ts b/ui/src/hooks/use-cliproxy.ts
index 9f23842e..65a5be2f 100644
--- a/ui/src/hooks/use-cliproxy.ts
+++ b/ui/src/hooks/use-cliproxy.ts
@@ -240,3 +240,24 @@ export function useStartProxy() {
     },
   });
 }
+
+export function useStopProxy() {
+  const queryClient = useQueryClient();
+
+  return useMutation({
+    mutationFn: () => api.cliproxy.proxyStop(),
+    onSuccess: (data) => {
+      queryClient.invalidateQueries({ queryKey: ['proxy-status'] });
+      if (data.stopped) {
+        toast.success(
+          `CLIProxy stopped${data.sessionCount ? ` (${data.sessionCount} session(s) disconnected)` : ''}`
+        );
+      } else {
+        toast.error(data.error || 'Failed to stop CLIProxy');
+      }
+    },
+    onError: (error: Error) => {
+      toast.error(error.message);
+    },
+  });
+}
diff --git a/ui/src/lib/api-client.ts b/ui/src/lib/api-client.ts
index 9732272b..5d5096a5 100644
--- a/ui/src/lib/api-client.ts
+++ b/ui/src/lib/api-client.ts
@@ -182,6 +182,14 @@ export interface ProxyStartResult {
   error?: string;
 }
 
+/** Result from stopping proxy service */
+export interface ProxyStopResult {
+  stopped: boolean;
+  pid?: number;
+  sessionCount?: number;
+  error?: string;
+}
+
 // API
 export const api = {
   profiles: {
@@ -216,6 +224,7 @@ export const api = {
     // Proxy process status and control
     proxyStatus: () => request<ProxyProcessStatus>('/cliproxy/proxy-status'),
     proxyStart: () => request<ProxyStartResult>('/cliproxy/proxy-start', { method: 'POST' }),
+    proxyStop: () => request<ProxyStopResult>('/cliproxy/proxy-stop', { method: 'POST' }),
 
     // Stats and models for Overview tab
     stats: () => request<{ usage: Record<string, unknown> }>('/cliproxy/usage'),