diff --git a/apps/shopify-app/app/features/delivery/delivery-labels.js b/apps/shopify-app/app/features/delivery/delivery-labels.js
index 43a9067..ddfc790 100644
--- a/apps/shopify-app/app/features/delivery/delivery-labels.js
+++ b/apps/shopify-app/app/features/delivery/delivery-labels.js
@@ -50,12 +50,12 @@ export function inferDeliveryDateForOrder({
   orderCreatedAt,
 } = {}) {
   return (
-    normalizeExplicitDeliveryDate(deliveryDate, orderCreatedAt) ??
     inferDeliveryDateFromLineItems({
       deliveryDay,
       lineItems,
       orderCreatedAt,
     }) ??
+    normalizeExplicitDeliveryDate(deliveryDate, orderCreatedAt) ??
     inferDeliveryDateFromOrderCycle({
       deliveryCycle,
       deliveryDay,
@@ -122,7 +122,7 @@ export function inferDeliveryDateFromOrderCycle({
   );
   const cutoffWeekdayIndex = WEEKDAY_INDEX_BY_CODE[cycle.cutoffWeekday];
   let daysUntilCutoff = (cutoffWeekdayIndex - orderDate.getUTCDay() + 7) % 7;
-  if (daysUntilCutoff === 0 && getLocalMinutes(orderLocalDate) > parseCutoffMinutes(cycle.cutoffTime)) {
+  if (daysUntilCutoff === 0 && getLocalMinutes(orderLocalDate) >= parseCutoffMinutes(cycle.cutoffTime)) {
     daysUntilCutoff = 7;
   }
 
diff --git a/apps/shopify-app/app/features/delivery/delivery-labels.test.js b/apps/shopify-app/app/features/delivery/delivery-labels.test.js
index 0155fa3..ff55276 100644
--- a/apps/shopify-app/app/features/delivery/delivery-labels.test.js
+++ b/apps/shopify-app/app/features/delivery/delivery-labels.test.js
@@ -88,6 +88,36 @@ test("honors a configured delivery cycle cutoff time", () => {
   );
 });
 
+test("keeps orders placed through 16:59 in the current K-food delivery cycle", () => {
+  assert.equal(
+    inferDeliveryDateFromOrderCycle({
+      deliveryCycle: {
+        cutoffTime: "17:00",
+        cutoffWeekday: "TUESDAY",
+        timeZone: "America/Toronto",
+      },
+      deliveryDay: "Friday",
+      orderCreatedAt: "2026-05-05T20:59:00.000Z",
+    }),
+    "2026-05-08",
+  );
+});
+
+test("starts the next K-food delivery cycle at exactly 17:00", () => {
+  assert.equal(
+    inferDeliveryDateFromOrderCycle({
+      deliveryCycle: {
+        cutoffTime: "17:00",
+        cutoffWeekday: "TUESDAY",
+        timeZone: "America/Toronto",
+      },
+      deliveryDay: "Friday",
+      orderCreatedAt: "2026-05-05T21:00:00.000Z",
+    }),
+    "2026-05-15",
+  );
+});
+
 test("normalizes invalid delivery cycle settings to the current default", () => {
   assert.deepEqual(
     normalizeDeliveryCycle({ cutoffTime: "99:99", cutoffWeekday: "NOPE" }),
@@ -108,15 +138,16 @@ test("uses the order cycle when Shopify line items do not include a date range",
   );
 });
 
-test("uses an explicit delivery date before weekday/range inference", () => {
+test("uses the product date range before an explicit delivery date", () => {
   assert.equal(
     inferDeliveryDateForOrder({
       deliveryDate: "2026-05-18",
+      deliveryDay: "Friday",
       lineItems: {
-        nodes: [{ title: "CLEVER 2026.05.18-05.31" }],
+        nodes: [{ title: "CLEVER 2026.05.21-05.23" }],
       },
-      orderCreatedAt: null,
+      orderCreatedAt: "2026-05-01T15:30:00.000Z",
     }),
-    "2026-05-18",
+    "2026-05-22",
   );
 });
diff --git a/apps/shopify-app/app/features/delivery/orders.server.js b/apps/shopify-app/app/features/delivery/orders.server.js
index 191c5bf..084df8e 100644
--- a/apps/shopify-app/app/features/delivery/orders.server.js
+++ b/apps/shopify-app/app/features/delivery/orders.server.js
@@ -10,6 +10,7 @@ const DELIVERY_ORDERS_SYNC_REASON = "orders_page_open";
 export async function syncDeliveryOrders(request, payload = {}, options = {}) {
   const result = await deliveryApiRequest(request, "/admin/orders/sync", {
     body: JSON.stringify({
+      ...(payload.deliveryCycle ? { deliveryCycle: payload.deliveryCycle } : {}),
       source: DELIVERY_ORDERS_SYNC_SOURCE,
       reason: payload.reason ?? DELIVERY_ORDERS_SYNC_REASON,
       orders: Array.isArray(payload.orders) ? payload.orders : [],
diff --git a/apps/shopify-app/app/features/delivery/orders.server.test.js b/apps/shopify-app/app/features/delivery/orders.server.test.js
index 52a6074..3667ac8 100644
--- a/apps/shopify-app/app/features/delivery/orders.server.test.js
+++ b/apps/shopify-app/app/features/delivery/orders.server.test.js
@@ -18,7 +18,15 @@ test("syncs delivery orders through the delivery Admin API with an explicit clie
 
   const result = await syncDeliveryOrders(
     new Request("https://app.example/app/orders"),
-    { reason: "manual_refresh", orders },
+    {
+      deliveryCycle: {
+        cutoffTime: "17:00",
+        cutoffWeekday: "TUESDAY",
+        timeZone: "America/Toronto",
+      },
+      reason: "manual_refresh",
+      orders,
+    },
     {
       fetch: async (url, options) => {
         calls.push({ url, options });
@@ -48,6 +56,11 @@ test("syncs delivery orders through the delivery Admin API with an explicit clie
   assert.equal(calls[0].options.headers["x-clever-app-id"], "clever-route-dev");
   assert.equal(calls[0].options.headers["content-type"], "application/json");
   assert.deepEqual(JSON.parse(calls[0].options.body), {
+    deliveryCycle: {
+      cutoffTime: "17:00",
+      cutoffWeekday: "TUESDAY",
+      timeZone: "America/Toronto",
+    },
     source: "clever-app-orders",
     reason: "manual_refresh",
     orders,
diff --git a/apps/shopify-app/app/features/delivery/route-detail.server.js b/apps/shopify-app/app/features/delivery/route-detail.server.js
index 430794c..5401ffd 100644
--- a/apps/shopify-app/app/features/delivery/route-detail.server.js
+++ b/apps/shopify-app/app/features/delivery/route-detail.server.js
@@ -663,7 +663,11 @@ export async function refreshRouteOrders({
     const snapshots = getOrderSyncSnapshots(shopifyOrderData.orders);
     const syncedOrderData = await syncDeliveryOrders(
       request,
-      { reason: "manual_refresh", orders: snapshots },
+      {
+        deliveryCycle: preferencesData.appPreferences.deliveryCycle,
+        reason: "manual_refresh",
+        orders: snapshots,
+      },
       { cacheKey: shopifyShopCacheKey, sessionToken },
     );
     errors.push(...(syncedOrderData.errors ?? []));
diff --git a/apps/shopify-app/app/features/orders/orders-page.server.js b/apps/shopify-app/app/features/orders/orders-page.server.js
index 7e3e907..d6b2628 100644
--- a/apps/shopify-app/app/features/orders/orders-page.server.js
+++ b/apps/shopify-app/app/features/orders/orders-page.server.js
@@ -191,9 +191,18 @@ async function handleOrdersAction(request) {
       return { syncedOrders: [], sync: null, errors: [] };
     }
 
+    const preferencesData = await fetchShopifyAppPreferences(admin);
+    if ((preferencesData.errors ?? []).length > 0) {
+      return { syncedOrders: [], sync: null, errors: preferencesData.errors };
+    }
+
     const syncedOrderData = await syncDeliveryOrders(
       request,
-      { reason: "orders_page_open", orders: orderSnapshots },
+      {
+        deliveryCycle: preferencesData.appPreferences.deliveryCycle,
+        reason: "orders_page_open",
+        orders: orderSnapshots,
+      },
       {
         cacheKey: shopifyShopCacheKey,
         primeOrdersCache: true,
@@ -471,6 +480,7 @@ async function resolvePlannedOrdersForAction({
       ? await syncDeliveryOrders(
           request,
           {
+            deliveryCycle: preferencesData.appPreferences.deliveryCycle,
             reason,
             orders: plannedShopifyOrderSnapshots,
           },