diff --git a/MoneyMap/Pages/Receipts.cshtml b/MoneyMap/Pages/Receipts.cshtml
index 2a4940e..72f140d 100644
--- a/MoneyMap/Pages/Receipts.cshtml
+++ b/MoneyMap/Pages/Receipts.cshtml
@@ -304,7 +304,7 @@
                                 <div class="form-text mb-2">
                                     @if (r.ReceiptDate.HasValue && r.DueDate.HasValue)
                                     {
-                                        <span>Showing transactions between bill date (@r.ReceiptDate.Value.ToString("yyyy-MM-dd")) and due date (@r.DueDate.Value.ToString("yyyy-MM-dd")).</span>
+                                        <span>Showing transactions between bill date (@r.ReceiptDate.Value.ToString("yyyy-MM-dd")) and 5 days after due date (@r.DueDate.Value.AddDays(5).ToString("yyyy-MM-dd")).</span>
                                     }
                                     else if (r.ReceiptDate.HasValue)
                                     {
@@ -384,7 +384,7 @@
                                     No matching transactions found.
                                     @if (r.ReceiptDate.HasValue && r.DueDate.HasValue)
                                     {
-                                        <span>Try searching between @r.ReceiptDate.Value.ToString("yyyy-MM-dd") and @r.DueDate.Value.ToString("yyyy-MM-dd").</span>
+                                        <span>Try searching between @r.ReceiptDate.Value.ToString("yyyy-MM-dd") and @r.DueDate.Value.AddDays(5).ToString("yyyy-MM-dd").</span>
                                     }
                                     else if (r.ReceiptDate.HasValue)
                                     {
diff --git a/MoneyMap/Pages/Receipts.cshtml.cs b/MoneyMap/Pages/Receipts.cshtml.cs
index c397426..0e6043d 100644
--- a/MoneyMap/Pages/Receipts.cshtml.cs
+++ b/MoneyMap/Pages/Receipts.cshtml.cs
@@ -236,9 +236,10 @@ namespace MoneyMap.Pages
             // If receipt has a date, filter by date range
             if (receipt.ReceiptDate.HasValue && receipt.DueDate.HasValue)
             {
-                // For bills with due dates: use range from bill date to due date
+                // For bills with due dates: use range from bill date to due date + 5 days
+                // (to account for auto-pay processing delays, weekends, etc.)
                 var minDate = receipt.ReceiptDate.Value;
-                var maxDate = receipt.DueDate.Value;
+                var maxDate = receipt.DueDate.Value.AddDays(5);
                 query = query.Where(t => t.Date >= minDate && t.Date <= maxDate);
             }
             else if (receipt.ReceiptDate.HasValue)
diff --git a/MoneyMap/Services/ReceiptAutoMapper.cs b/MoneyMap/Services/ReceiptAutoMapper.cs
index 1d1aaeb..ab558b8 100644
--- a/MoneyMap/Services/ReceiptAutoMapper.cs
+++ b/MoneyMap/Services/ReceiptAutoMapper.cs
@@ -99,9 +99,10 @@ namespace MoneyMap.Services
             // Start with date range filter
             if (receipt.ReceiptDate.HasValue && receipt.DueDate.HasValue)
             {
-                // For bills with due dates: use range from bill date to due date
+                // For bills with due dates: use range from bill date to due date + 5 days
+                // (to account for auto-pay processing delays, weekends, etc.)
                 var minDate = receipt.ReceiptDate.Value;
-                var maxDate = receipt.DueDate.Value;
+                var maxDate = receipt.DueDate.Value.AddDays(5);
                 query = query.Where(t => t.Date >= minDate && t.Date <= maxDate);
             }
             else if (receipt.ReceiptDate.HasValue)