diff --git a/.changeset/eighty-windows-grow.md b/.changeset/eighty-windows-grow.md
new file mode 100644
index 00000000000..511a5af10d6
--- /dev/null
+++ b/.changeset/eighty-windows-grow.md
@@ -0,0 +1,5 @@
+---
+'@clerk/clerk-js': patch
+---
+
+Retry checkout confirmation if there is another checkout in progress
diff --git a/packages/clerk-js/src/core/resources/CommerceCheckout.ts b/packages/clerk-js/src/core/resources/CommerceCheckout.ts
index f8f97effea3..eaa3c0afce1 100644
--- a/packages/clerk-js/src/core/resources/CommerceCheckout.ts
+++ b/packages/clerk-js/src/core/resources/CommerceCheckout.ts
@@ -13,6 +13,7 @@ import {
   __experimental_CommercePlan,
   __experimental_CommerceSubscription,
   BaseResource,
+  isClerkAPIResponseError,
 } from './internal';
 
 export class __experimental_CommerceCheckout extends BaseResource implements __experimental_CommerceCheckoutResource {
@@ -75,8 +76,16 @@ export class __experimental_CommerceCheckout extends BaseResource implements __e
         initialDelay: 2 * 1_000,
         jitter: false,
         shouldRetry(error: any, iterations: number) {
+          if (!isClerkAPIResponseError(error) || iterations >= 4) {
+            return false;
+          }
+
           const status = error?.status;
-          return !!status && status >= 500 && iterations <= 4;
+          const isServerError = status >= 500;
+          const checkoutAlreadyInProgress =
+            status === 409 && error.errors?.[0]?.code === 'checkout_already_in_progress';
+
+          return isServerError || checkoutAlreadyInProgress;
         },
       },
     );