diff --git a/src/VcpkgPortOverlay/CreatePortOverlay.ps1 b/src/VcpkgPortOverlay/CreatePortOverlay.ps1
index 4b0685c050..5acc4b48fd 100644
--- a/src/VcpkgPortOverlay/CreatePortOverlay.ps1
+++ b/src/VcpkgPortOverlay/CreatePortOverlay.ps1
@@ -561,6 +561,8 @@ if ($StampFile) {
 
 try {
     New-PortOverlay cpprestsdk -Version 2.10.18 -PortVersion 4
+    # stdext::checked_array_iterator was removed in VS2026 (MSVC 19.43); replace with plain pointers.
+    Add-LocalPatch cpprestsdk 'fix-msvc-checked-array-iterator.patch'
     Add-LocalPatch cpprestsdk 'add-server-certificate-validation.patch'
 
     New-PortOverlay detours -Version 4.0.1 -PortVersion 8
diff --git a/src/VcpkgPortOverlay/README.md b/src/VcpkgPortOverlay/README.md
index 6067b54151..8a97943dba 100644
--- a/src/VcpkgPortOverlay/README.md
+++ b/src/VcpkgPortOverlay/README.md
@@ -11,6 +11,8 @@ We add support for certificate pinning.
 Note that we use v2.10.18, which is not the latest.
 
 Changes:
+* Add patch file: `fix-msvc-checked-array-iterator.patch`
+  * `stdext::checked_array_iterator` was removed in VS2026 (MSVC 19.43). This patch replaces its usages with plain pointers, which is equivalent since the `#else` branch already used plain pointers.
 * Add patch file: `add-server-certificate-validation.patch`
 * Patch source: https://github.com/microsoft/winget-cli/commit/888b4ed8f4f7d25cb05a47210e083fe29348163b
 
diff --git a/src/VcpkgPortOverlay/patches/cpprestsdk/fix-msvc-checked-array-iterator.patch b/src/VcpkgPortOverlay/patches/cpprestsdk/fix-msvc-checked-array-iterator.patch
new file mode 100644
index 0000000000..1a3b321302
--- /dev/null
+++ b/src/VcpkgPortOverlay/patches/cpprestsdk/fix-msvc-checked-array-iterator.patch
@@ -0,0 +1,57 @@
+diff --git a/Release/include/cpprest/containerstream.h b/Release/include/cpprest/containerstream.h
+index b3028e84b..f59fcb65d 100644
+--- a/Release/include/cpprest/containerstream.h
++++ b/Release/include/cpprest/containerstream.h
+@@ -401,7 +401,7 @@ class basic_container_buffer : public basic_streambuf<_CharType>
+ 
+ #if defined(_ITERATOR_DEBUG_LEVEL) && _ITERATOR_DEBUG_LEVEL != 0
+         // Avoid warning C4996: Use checked iterators under SECURE_SCL
+-        std::copy(readBegin, readEnd, stdext::checked_array_iterator<_CharType*>(ptr, count));
++        std::copy(readBegin, readEnd, ptr);
+ #else
+         std::copy(readBegin, readEnd, ptr);
+ #endif // _WIN32
+diff --git a/Release/include/cpprest/producerconsumerstream.h b/Release/include/cpprest/producerconsumerstream.h
+index c733651af..95fceea9a 100644
+--- a/Release/include/cpprest/producerconsumerstream.h
++++ b/Release/include/cpprest/producerconsumerstream.h
+@@ -441,7 +441,7 @@ class basic_producer_consumer_buffer : public basic_streambuf<_CharType>
+ 
+ #if defined(_ITERATOR_DEBUG_LEVEL) && _ITERATOR_DEBUG_LEVEL != 0
+             // Avoid warning C4996: Use checked iterators under SECURE_SCL
+-            std::copy(beg, end, stdext::checked_array_iterator<_CharType*>(dest, count));
++            std::copy(beg, end, dest);
+ #else
+             std::copy(beg, end, dest);
+ #endif // _WIN32
+@@ -464,7 +464,7 @@ class basic_producer_consumer_buffer : public basic_streambuf<_CharType>
+ 
+ #if defined(_ITERATOR_DEBUG_LEVEL) && _ITERATOR_DEBUG_LEVEL != 0
+             // Avoid warning C4996: Use checked iterators under SECURE_SCL
+-            std::copy(src, srcEnd, stdext::checked_array_iterator<_CharType*>(wbegin(), static_cast<size_t>(avail)));
++            std::copy(src, srcEnd, wbegin());
+ #else
+             std::copy(src, srcEnd, wbegin());
+ #endif // _WIN32
+diff --git a/Release/include/cpprest/rawptrstream.h b/Release/include/cpprest/rawptrstream.h
+index 14c0fd538..6af8fd17e 100644
+--- a/Release/include/cpprest/rawptrstream.h
++++ b/Release/include/cpprest/rawptrstream.h
+@@ -441,7 +441,7 @@ class basic_rawptr_buffer : public basic_streambuf<_CharType>
+ 
+ #if defined(_ITERATOR_DEBUG_LEVEL) && _ITERATOR_DEBUG_LEVEL != 0
+         // Avoid warning C4996: Use checked iterators under SECURE_SCL
+-        std::copy(readBegin, readEnd, stdext::checked_array_iterator<_CharType*>(ptr, count));
++        std::copy(readBegin, readEnd, ptr);
+ #else
+         std::copy(readBegin, readEnd, ptr);
+ #endif // _WIN32
+@@ -468,7 +468,7 @@ class basic_rawptr_buffer : public basic_streambuf<_CharType>
+             // Copy the data
+ #if defined(_ITERATOR_DEBUG_LEVEL) && _ITERATOR_DEBUG_LEVEL != 0
+         // Avoid warning C4996: Use checked iterators under SECURE_SCL
+-        std::copy(ptr, ptr + count, stdext::checked_array_iterator<_CharType*>(m_data, m_size, m_current_position));
++        std::copy(ptr, ptr + count, m_data + m_current_position);
+ #else
+         std::copy(ptr, ptr + count, m_data + m_current_position);
+ #endif // _WIN32