diff --git a/website/tests/Feature/MultiCycleCheckoutTest.php b/website/tests/Feature/MultiCycleCheckoutTest.php
new file mode 100644
index 0000000..5de9249
--- /dev/null
+++ b/website/tests/Feature/MultiCycleCheckoutTest.php
@@ -0,0 +1,59 @@
+<?php
+
+declare(strict_types=1);
+
+use App\Models\Plan;
+use App\Models\PlanPrice;
+use App\Models\User;
+
+beforeEach(function () {
+    $this->plan = Plan::factory()->create([
+        'slug' => 'vps-test',
+        'service_type' => 'vps',
+        'price' => 15.00,
+        'status' => 'active',
+        'features' => ['cpu' => '2 vCPU', 'ram' => '4 GB'],
+    ]);
+
+    PlanPrice::create(['plan_id' => $this->plan->id, 'billing_cycle' => 'monthly', 'price' => 15.00]);
+    PlanPrice::create(['plan_id' => $this->plan->id, 'billing_cycle' => 'quarterly', 'price' => 42.75]);
+    PlanPrice::create(['plan_id' => $this->plan->id, 'billing_cycle' => 'semi_annual', 'price' => 81.00]);
+    PlanPrice::create(['plan_id' => $this->plan->id, 'billing_cycle' => 'annual', 'price' => 153.00]);
+});
+
+it('loads checkout page with plan prices', function () {
+    $user = User::factory()->create();
+
+    $response = $this->actingAs($user)
+        ->get("http://account.ezscale.dev/checkout/{$this->plan->id}");
+
+    $response->assertOk();
+    $response->assertInertia(fn ($page) => $page
+        ->component('Checkout/Show')
+        ->has('plan.prices', 4)
+    );
+});
+
+it('validates billing_cycle on checkout', function () {
+    $user = User::factory()->create();
+
+    $response = $this->actingAs($user)
+        ->post("http://account.ezscale.dev/checkout/{$this->plan->id}", [
+            'gateway' => 'stripe',
+            'billing_cycle' => 'weekly',
+        ]);
+
+    $response->assertSessionHasErrors('billing_cycle');
+});
+
+it('accepts valid billing cycles', function (string $cycle) {
+    $user = User::factory()->create();
+
+    $response = $this->actingAs($user)
+        ->post("http://account.ezscale.dev/checkout/{$this->plan->id}", [
+            'gateway' => 'stripe',
+            'billing_cycle' => $cycle,
+        ]);
+
+    $response->assertSessionDoesntHaveErrors('billing_cycle');
+})->with(['monthly', 'quarterly', 'semi_annual', 'annual']);