diff --git a/RELEASE-NOTES.txt b/RELEASE-NOTES.txt
index 72ec7ed3083..50b4a8777de 100644
--- a/RELEASE-NOTES.txt
+++ b/RELEASE-NOTES.txt
@@ -6,6 +6,7 @@
 - [**] We added support for collecting in-person payments (including Tap To Pay) using Stripe Payment Gateway extension in the UK. [https://github.com/woocommerce/woocommerce-ios/pull/16287]
 - [*] Improve card payments onboarding error handling to show network errors correctly [https://github.com/woocommerce/woocommerce-ios/pull/16304]
 - [*] Authenticate the admin page automatically for sites with SSO enabled in custom fields, in-person payment setup, and editing tax rates flows. [https://github.com/woocommerce/woocommerce-ios/pull/16318]
+- [*] Fix order details presentation when opened from booking details [https://github.com/woocommerce/woocommerce-ios/pull/16331]
 - [*] Show POS feedback surveys for eligible merchants [https://github.com/woocommerce/woocommerce-ios/pull/16325]
 
 23.6
diff --git a/WooCommerce/Classes/ViewRelated/Orders/Order Details/OrderDetailsViewController.swift b/WooCommerce/Classes/ViewRelated/Orders/Order Details/OrderDetailsViewController.swift
index c749ee1efc1..a9819af346e 100644
--- a/WooCommerce/Classes/ViewRelated/Orders/Order Details/OrderDetailsViewController.swift	
+++ b/WooCommerce/Classes/ViewRelated/Orders/Order Details/OrderDetailsViewController.swift	
@@ -110,6 +110,14 @@ final class OrderDetailsViewController: UIViewController {
     override var shouldShowOfflineBanner: Bool {
         true
     }
+
+    func isPresentingViewModelOrder(_ viewModel: OrderDetailsViewModel) -> Bool {
+        return self.viewModel.order.orderID == viewModel.order.orderID
+    }
+
+    func isQuickOrderNavigationSupported() -> Bool {
+        viewModels.count > 1
+    }
 }
 
 // MARK: - TableView Configuration
diff --git a/WooCommerce/Classes/ViewRelated/Orders/OrderListViewController.swift b/WooCommerce/Classes/ViewRelated/Orders/OrderListViewController.swift
index 474b4e80646..1a2d1c8f955 100644
--- a/WooCommerce/Classes/ViewRelated/Orders/OrderListViewController.swift
+++ b/WooCommerce/Classes/ViewRelated/Orders/OrderListViewController.swift
@@ -626,8 +626,14 @@ extension OrderListViewController {
     /// Adds ability to select any order
     /// Used when opening an order with deep link
     /// - Parameter orderID: ID of the order to select in the list.
+    /// - Parameter isTriggeredByUserAction: Reflects if the order selection was triggered by a manual user action and not a view lifecycle update
+    /// Practically if the `isTriggeredByUserAction` is true, then the order details will be force presented
+    /// even if `selectedOrderID` is the same as the new `orderID`
     /// - Returns: Whether the order to select is in the list already (i.e. the order has been fetched and exists locally).
-    func selectOrderFromListIfPossible(for orderID: Int64) -> Bool {
+    func selectOrderFromListIfPossible(
+        for orderID: Int64,
+        isTriggeredByUserAction: Bool = false,
+    ) -> Bool {
         guard let dataSource else {
             return false
         }
@@ -637,7 +643,7 @@ extension OrderListViewController {
                 let orderNotAlreadySelected = selectedOrderID != orderID
                 let indexPath = dataSource.indexPath(for: identifier)
                 let indexPathNotAlreadySelected = selectedIndexPath != indexPath
-                let shouldSwitchDetails = orderNotAlreadySelected || indexPathNotAlreadySelected
+                let shouldSwitchDetails = orderNotAlreadySelected || indexPathNotAlreadySelected || isTriggeredByUserAction
                 if shouldSwitchDetails {
                     showOrderDetails(detailsViewModel.order)
                 }
diff --git a/WooCommerce/Classes/ViewRelated/Orders/OrdersRootViewController.swift b/WooCommerce/Classes/ViewRelated/Orders/OrdersRootViewController.swift
index 066971cdc8c..9bc073c922d 100644
--- a/WooCommerce/Classes/ViewRelated/Orders/OrdersRootViewController.swift
+++ b/WooCommerce/Classes/ViewRelated/Orders/OrdersRootViewController.swift
@@ -165,7 +165,10 @@ final class OrdersRootViewController: UIViewController {
     /// - Returns: Whether the order to select is in the list already (i.e. the order has been fetched and exists locally).
     @discardableResult
     func selectOrderFromListIfPossible(for orderID: Int64) -> Bool {
-        ordersViewController.selectOrderFromListIfPossible(for: orderID)
+        ordersViewController.selectOrderFromListIfPossible(
+            for: orderID,
+            isTriggeredByUserAction: true
+        )
     }
 
     /// Called when an order is shown externally (outside of `OrderListViewController`) and the order should be
diff --git a/WooCommerce/Classes/ViewRelated/Orders/OrdersSplitViewWrapperController.swift b/WooCommerce/Classes/ViewRelated/Orders/OrdersSplitViewWrapperController.swift
index f65ca2a9895..2db1da53fdc 100644
--- a/WooCommerce/Classes/ViewRelated/Orders/OrdersSplitViewWrapperController.swift
+++ b/WooCommerce/Classes/ViewRelated/Orders/OrdersSplitViewWrapperController.swift
@@ -129,10 +129,12 @@ private extension OrdersSplitViewWrapperController {
         // shown should replace the topViewController, to avoid having to tap back through several Order Details
         // screens in the navigation stack. The back button should always go to the Order List.
         // The up and down arrows are enabled when there is more than one item in `viewModels`.
-        guard isQuickOrderNavigationSupported(viewModels: viewModels),
-              let viewModel = viewModels[safe: currentIndex],
-              let secondaryNavigationController = ordersSplitViewController.viewController(for: .secondary) as? UINavigationController,
-              secondaryNavigationController.topViewController is OrderDetailsViewController else {
+        guard
+            let viewModel = viewModels[safe: currentIndex],
+            let secondaryNavigationController = ordersSplitViewController.viewController(for: .secondary) as? UINavigationController,
+            let existingOrderDetailsViewController = secondaryNavigationController.topViewController as? OrderDetailsViewController,
+            existingOrderDetailsViewController.isQuickOrderNavigationSupported() == orderDetailsViewController.isQuickOrderNavigationSupported()
+        else {
             // When showing an order without quick navigation, it simply sets the order details to the secondary view.
             let orderDetailsNavigationController = WooNavigationController(rootViewController: orderDetailsViewController)
             showSecondaryView(orderDetailsNavigationController)
@@ -140,15 +142,17 @@ private extension OrdersSplitViewWrapperController {
             return
         }
 
-        secondaryNavigationController.replaceTopViewController(with: orderDetailsViewController, animated: false)
-        ordersViewController.onOrderSelected(id: viewModel.order.orderID)
+        if !existingOrderDetailsViewController.isPresentingViewModelOrder(viewModel) {
+            secondaryNavigationController.replaceTopViewController(
+                with: orderDetailsViewController,
+                animated: false
+            )
+            ordersViewController.onOrderSelected(id: viewModel.order.orderID)
+        }
+
         ordersSplitViewController.show(.secondary)
         onCompletion?(true)
     }
-
-    func isQuickOrderNavigationSupported(viewModels: [OrderDetailsViewModel]) -> Bool {
-        viewModels.count > 1
-    }
 }
 
 private extension OrdersSplitViewWrapperController {