diff --git a/integration-tests/modules/__tests__/cart/store/add-promotions-to-cart.spec.ts b/integration-tests/modules/__tests__/cart/store/add-promotions-to-cart.spec.ts
index da3d227272..450e88fc50 100644
--- a/integration-tests/modules/__tests__/cart/store/add-promotions-to-cart.spec.ts
+++ b/integration-tests/modules/__tests__/cart/store/add-promotions-to-cart.spec.ts
@@ -56,7 +56,7 @@ medusaIntegrationTestRunner({
                 max_quantity: 1,
                 target_rules: [
                   {
-                    attribute: "product_id",
+                    attribute: "items.product_id",
                     operator: "eq",
                     values: "prod_tshirt",
                   },
diff --git a/packages/modules/promotion/src/services/promotion-module.ts b/packages/modules/promotion/src/services/promotion-module.ts
index bf4cbeee6e..6406473491 100644
--- a/packages/modules/promotion/src/services/promotion-module.ts
+++ b/packages/modules/promotion/src/services/promotion-module.ts
@@ -362,7 +362,8 @@ export default class PromotionModuleService
 
       const isPromotionApplicable = areRulesValidForContext(
         promotionRules,
-        applicationContext
+        applicationContext,
+        ApplicationMethodTargetType.ORDER
       )
 
       if (!isPromotionApplicable) {
diff --git a/packages/modules/promotion/src/utils/compute-actions/buy-get.ts b/packages/modules/promotion/src/utils/compute-actions/buy-get.ts
index 3028da49bc..92f0eb4a70 100644
--- a/packages/modules/promotion/src/utils/compute-actions/buy-get.ts
+++ b/packages/modules/promotion/src/utils/compute-actions/buy-get.ts
@@ -36,7 +36,13 @@ export function getComputedActionsForBuyGet(
 
   const validQuantity = MathBN.sum(
     ...itemsContext
-      .filter((item) => areRulesValidForContext(buyRules, item))
+      .filter((item) =>
+        areRulesValidForContext(
+          buyRules,
+          item,
+          ApplicationMethodTargetType.ITEMS
+        )
+      )
       .map((item) => item.quantity)
   )
 
@@ -49,7 +55,13 @@ export function getComputedActionsForBuyGet(
   }
 
   const validItemsForTargetRules = itemsContext
-    .filter((item) => areRulesValidForContext(targetRules, item))
+    .filter((item) =>
+      areRulesValidForContext(
+        targetRules,
+        item,
+        ApplicationMethodTargetType.ITEMS
+      )
+    )
     .filter((item) => isPresent(item.subtotal) && isPresent(item.quantity))
     .sort((a, b) => {
       const aPrice = MathBN.div(a.subtotal, a.quantity)
diff --git a/packages/modules/promotion/src/utils/compute-actions/line-items.ts b/packages/modules/promotion/src/utils/compute-actions/line-items.ts
index 6570279b49..4ae977044b 100644
--- a/packages/modules/promotion/src/utils/compute-actions/line-items.ts
+++ b/packages/modules/promotion/src/utils/compute-actions/line-items.ts
@@ -5,6 +5,7 @@ import {
 } from "@medusajs/types"
 import {
   ApplicationMethodAllocation,
+  ApplicationMethodTargetType,
   ComputedActions,
   MathBN,
   MedusaError,
@@ -172,7 +173,8 @@ function getValidItemsForPromotion(
       const isQuantityPresent = "quantity" in item
       const isPromotionApplicableToItem = areRulesValidForContext(
         promotion?.application_method?.target_rules!,
-        item
+        item,
+        ApplicationMethodTargetType.ITEMS
       )
 
       return (
diff --git a/packages/modules/promotion/src/utils/compute-actions/shipping-methods.ts b/packages/modules/promotion/src/utils/compute-actions/shipping-methods.ts
index f74d00e891..319043d168 100644
--- a/packages/modules/promotion/src/utils/compute-actions/shipping-methods.ts
+++ b/packages/modules/promotion/src/utils/compute-actions/shipping-methods.ts
@@ -28,7 +28,8 @@ export function getComputedActionsForShippingMethods(
   for (const shippingMethodContext of shippingMethodApplicationContext) {
     const isPromotionApplicableToItem = areRulesValidForContext(
       promotion.application_method?.target_rules!,
-      shippingMethodContext
+      shippingMethodContext,
+      ApplicationMethodTargetType.SHIPPING_METHODS
     )
 
     if (!isPromotionApplicableToItem) {
diff --git a/packages/modules/promotion/src/utils/validations/promotion-rule.ts b/packages/modules/promotion/src/utils/validations/promotion-rule.ts
index decd93333a..4dcaea86bc 100644
--- a/packages/modules/promotion/src/utils/validations/promotion-rule.ts
+++ b/packages/modules/promotion/src/utils/validations/promotion-rule.ts
@@ -1,5 +1,10 @@
-import { PromotionRuleDTO, PromotionRuleOperatorValues } from "@medusajs/types"
 import {
+  ApplicationMethodTargetTypeValues,
+  PromotionRuleDTO,
+  PromotionRuleOperatorValues,
+} from "@medusajs/types"
+import {
+  ApplicationMethodTargetType,
   MedusaError,
   PromotionRuleOperator,
   isPresent,
@@ -46,7 +51,8 @@ export function validatePromotionRuleAttributes(
 
 export function areRulesValidForContext(
   rules: PromotionRuleDTO[],
-  context: Record<string, any>
+  context: Record<string, any>,
+  contextScope: ApplicationMethodTargetTypeValues
 ): boolean {
   return rules.every((rule) => {
     const validRuleValues = rule.values?.map((ruleValue) => ruleValue.value)
@@ -55,7 +61,10 @@ export function areRulesValidForContext(
       return false
     }
 
-    const valuesToCheck = pickValueFromObject(rule.attribute, context)
+    const valuesToCheck = pickValueFromObject(
+      fetchRuleAttributeForContext(rule.attribute, contextScope),
+      context
+    )
 
     return evaluateRuleValueCondition(
       validRuleValues.filter(isString),
@@ -65,6 +74,38 @@ export function areRulesValidForContext(
   })
 }
 
+/*
+  The context here can either be either:
+  - a cart context
+  - an item context under a cart
+  - a shipping method context under a cart
+
+  The rule's attributes are set from the perspective of the cart context. For example: items.product.id
+  
+  When the context here is item or shipping_method, we need to drop the "items."" or "shipping_method."
+  from the rule attribute string to accurate pick the values from the context.
+*/
+function fetchRuleAttributeForContext(
+  ruleAttribute: string,
+  contextScope: ApplicationMethodTargetTypeValues
+): string {
+  if (contextScope === ApplicationMethodTargetType.ITEMS) {
+    ruleAttribute = ruleAttribute.replace(
+      `${ApplicationMethodTargetType.ITEMS}.`,
+      ""
+    )
+  }
+
+  if (contextScope === ApplicationMethodTargetType.SHIPPING_METHODS) {
+    ruleAttribute = ruleAttribute.replace(
+      `${ApplicationMethodTargetType.SHIPPING_METHODS}.`,
+      ""
+    )
+  }
+
+  return ruleAttribute
+}
+
 export function evaluateRuleValueCondition(
   ruleValues: string[],
   operator: string,