diff --git a/Makefile.pre.in b/Makefile.pre.in
index d3d24a13898d99..f076954905b1a8 100644
--- a/Makefile.pre.in
+++ b/Makefile.pre.in
@@ -3461,7 +3461,7 @@ MODULE__CTYPES_DEPS=$(srcdir)/Modules/_ctypes/ctypes.h
 MODULE__CTYPES_TEST_DEPS=$(srcdir)/Modules/_ctypes/_ctypes_test_generated.c.h
 MODULE__CTYPES_MALLOC_CLOSURE=@MODULE__CTYPES_MALLOC_CLOSURE@
 MODULE__ELEMENTTREE_DEPS=$(srcdir)/Modules/pyexpat.c @LIBEXPAT_INTERNAL@
-MODULE__HASHLIB_DEPS=$(srcdir)/Modules/hashlib.h
+MODULE__HASHLIB_DEPS=$(srcdir)/Modules/hashlib.h $(srcdir)/Modules/_openssl_mem.h
 MODULE__IO_DEPS=$(srcdir)/Modules/_io/_iomodule.h
 MODULE__REMOTE_DEBUGGING_DEPS=$(srcdir)/Modules/_remote_debugging/_remote_debugging.h $(srcdir)/Modules/_remote_debugging/gc_stats.h
 
@@ -3480,7 +3480,7 @@ MODULE__HMAC_DEPS=$(srcdir)/Modules/hashlib.h $(LIBHACL_HMAC_HEADERS) $(LIBHACL_
 MODULE__HMAC_LDEPS=$(LIBHACL_HMAC_LIB_@LIBHACL_LDEPS_LIBTYPE@)
 
 MODULE__SOCKET_DEPS=$(srcdir)/Modules/socketmodule.h $(srcdir)/Modules/addrinfo.h $(srcdir)/Modules/getaddrinfo.c $(srcdir)/Modules/getnameinfo.c
-MODULE__SSL_DEPS=$(srcdir)/Modules/_ssl.h $(srcdir)/Modules/_ssl/cert.c $(srcdir)/Modules/_ssl/debughelpers.c $(srcdir)/Modules/_ssl/misc.c $(srcdir)/Modules/_ssl_data_111.h $(srcdir)/Modules/_ssl_data_300.h $(srcdir)/Modules/socketmodule.h
+MODULE__SSL_DEPS=$(srcdir)/Modules/_ssl.h $(srcdir)/Modules/_openssl_mem.h $(srcdir)/Modules/_ssl/cert.c $(srcdir)/Modules/_ssl/debughelpers.c $(srcdir)/Modules/_ssl/misc.c $(srcdir)/Modules/_ssl_data_111.h $(srcdir)/Modules/_ssl_data_300.h $(srcdir)/Modules/socketmodule.h
 MODULE__TESTCAPI_DEPS=$(srcdir)/Modules/_testcapi/parts.h $(srcdir)/Modules/_testcapi/util.h
 MODULE__TESTLIMITEDCAPI_DEPS=$(srcdir)/Modules/_testlimitedcapi/testcapi_long.h $(srcdir)/Modules/_testlimitedcapi/parts.h $(srcdir)/Modules/_testlimitedcapi/util.h
 MODULE__TESTINTERNALCAPI_DEPS=$(srcdir)/Modules/_testinternalcapi/parts.h $(srcdir)/Python/ceval.h $(srcdir)/Modules/_testinternalcapi/test_targets.h $(srcdir)/Modules/_testinternalcapi/test_cases.c.h
diff --git a/Misc/NEWS.d/next/Library/2026-08-22-10-30-00.gh-issue-156228.k3Rmxw.rst b/Misc/NEWS.d/next/Library/2026-08-22-10-30-00.gh-issue-156228.k3Rmxw.rst
new file mode 100644
index 00000000000000..536bcd44c92111
--- /dev/null
+++ b/Misc/NEWS.d/next/Library/2026-08-22-10-30-00.gh-issue-156228.k3Rmxw.rst
@@ -0,0 +1,4 @@
+The :mod:`ssl` and :mod:`hashlib` modules now route OpenSSL memory
+allocations through the Python raw memory allocators, making OpenSSL memory
+usage visible to :mod:`tracemalloc` and to custom allocators installed with
+:c:func:`PyMem_SetAllocator`.
diff --git a/Modules/_hashopenssl.c b/Modules/_hashopenssl.c
index f895c9037485c4..d23767afeb96cf 100644
--- a/Modules/_hashopenssl.c
+++ b/Modules/_hashopenssl.c
@@ -27,6 +27,7 @@
 #include "pycore_strhex.h"               // _Py_strhex()
 #include "pycore_pyatomic_ft_wrappers.h" // FT_ATOMIC_LOAD_PTR_RELAXED
 #include "hashlib.h"
+#include "_openssl_mem.h"
 
 /* EVP is the preferred interface to hashing in OpenSSL */
 #include <openssl/evp.h>
@@ -2933,5 +2934,6 @@ static struct PyModuleDef _hashlibmodule = {
 PyMODINIT_FUNC
 PyInit__hashlib(void)
 {
+    _PyOpenSSL_SetupMemFunctions();
     return PyModuleDef_Init(&_hashlibmodule);
 }
diff --git a/Modules/_openssl_mem.h b/Modules/_openssl_mem.h
new file mode 100644
index 00000000000000..5284d9b5e63361
--- /dev/null
+++ b/Modules/_openssl_mem.h
@@ -0,0 +1,56 @@
+// Route OpenSSL allocations through the raw memory allocators.
+// Shared by the _ssl and _hashlib modules.
+
+#ifndef Py_OPENSSL_MEM_H
+#define Py_OPENSSL_MEM_H
+
+#include "Python.h"
+
+#include <openssl/crypto.h>       // CRYPTO_set_mem_functions()
+
+// LibreSSL stubs out CRYPTO_set_mem_functions() and BoringSSL lacks it.
+// AWS-LC has it, but unlike OpenSSL it does not refuse to install hooks
+// after the first allocation, so earlier size-prefixed allocations would
+// be freed with the wrong allocator.
+#if !defined(LIBRESSL_VERSION_NUMBER) && !defined(OPENSSL_IS_BORINGSSL) \
+    && !defined(OPENSSL_IS_AWSLC)
+#  define _Py_OPENSSL_CAN_SET_MEM_FUNCTIONS
+#endif
+
+#ifdef _Py_OPENSSL_CAN_SET_MEM_FUNCTIONS
+
+static void *
+_PyOpenSSL_Malloc(size_t size, const char *Py_UNUSED(file),
+                  int Py_UNUSED(line))
+{
+    return PyMem_RawMalloc(size);
+}
+
+static void *
+_PyOpenSSL_Realloc(void *ptr, size_t size, const char *Py_UNUSED(file),
+                   int Py_UNUSED(line))
+{
+    return PyMem_RawRealloc(ptr, size);
+}
+
+static void
+_PyOpenSSL_Free(void *ptr, const char *Py_UNUSED(file),
+                int Py_UNUSED(line))
+{
+    PyMem_RawFree(ptr);
+}
+
+#endif  // _Py_OPENSSL_CAN_SET_MEM_FUNCTIONS
+
+static void
+_PyOpenSSL_SetupMemFunctions(void)
+{
+#ifdef _Py_OPENSSL_CAN_SET_MEM_FUNCTIONS
+    // Fails if OpenSSL has already allocated memory (e.g. another
+    // libcrypto user in the process); it then keeps its current allocator.
+    (void)CRYPTO_set_mem_functions(_PyOpenSSL_Malloc, _PyOpenSSL_Realloc,
+                                   _PyOpenSSL_Free);
+#endif
+}
+
+#endif  // !Py_OPENSSL_MEM_H
diff --git a/Modules/_ssl.c b/Modules/_ssl.c
index 9f8a6a58cd9327..fd3e03cf4bc440 100644
--- a/Modules/_ssl.c
+++ b/Modules/_ssl.c
@@ -41,6 +41,7 @@
 #endif
 
 #include "_ssl.h"
+#include "_openssl_mem.h"
 
 /* Redefined below for Windows debug builds after important #includes */
 #define _PySSL_FIX_ERRNO
@@ -7475,5 +7476,6 @@ static struct PyModuleDef _sslmodule_def = {
 PyMODINIT_FUNC
 PyInit__ssl(void)
 {
+    _PyOpenSSL_SetupMemFunctions();
     return PyModuleDef_Init(&_sslmodule_def);
 }
diff --git a/PCbuild/_hashlib.vcxproj b/PCbuild/_hashlib.vcxproj
index 2cd205224bc089..e0110f32f201f1 100644
--- a/PCbuild/_hashlib.vcxproj
+++ b/PCbuild/_hashlib.vcxproj
@@ -97,6 +97,9 @@
       <AdditionalDependencies>ws2_32.lib;%(AdditionalDependencies)</AdditionalDependencies>
     </Link>
   </ItemDefinitionGroup>
+  <ItemGroup>
+    <ClInclude Include="..\Modules\_openssl_mem.h" />
+  </ItemGroup>
   <ItemGroup>
     <ClCompile Include="..\Modules\_hashopenssl.c" />
   </ItemGroup>
diff --git a/PCbuild/_hashlib.vcxproj.filters b/PCbuild/_hashlib.vcxproj.filters
index 7a0700c007f644..d26954116bb5ed 100644
--- a/PCbuild/_hashlib.vcxproj.filters
+++ b/PCbuild/_hashlib.vcxproj.filters
@@ -4,6 +4,9 @@
     <Filter Include="Source Files">
       <UniqueIdentifier>{cc45963d-bd25-4eb8-bdba-a5507090bca4}</UniqueIdentifier>
     </Filter>
+    <Filter Include="Header Files">
+      <UniqueIdentifier>{5abcdd3e-a8bc-4833-949c-9477609092b9}</UniqueIdentifier>
+    </Filter>
     <Filter Include="Resource Files">
       <UniqueIdentifier>{67630fa4-76e4-4035-bced-043a6df1e2e0}</UniqueIdentifier>
     </Filter>
@@ -13,6 +16,11 @@
       <Filter>Source Files</Filter>
     </ClCompile>
   </ItemGroup>
+  <ItemGroup>
+    <ClInclude Include="..\Modules\_openssl_mem.h">
+      <Filter>Header Files</Filter>
+    </ClInclude>
+  </ItemGroup>
   <ItemGroup>
     <ResourceCompile Include="..\PC\python_nt.rc">
       <Filter>Resource Files</Filter>
diff --git a/PCbuild/_ssl.vcxproj b/PCbuild/_ssl.vcxproj
index ce21f992ff8510..127b76fe11e329 100644
--- a/PCbuild/_ssl.vcxproj
+++ b/PCbuild/_ssl.vcxproj
@@ -97,6 +97,9 @@
       <AdditionalDependencies>ws2_32.lib;crypt32.lib;%(AdditionalDependencies)</AdditionalDependencies>
     </Link>
   </ItemDefinitionGroup>
+  <ItemGroup>
+    <ClInclude Include="..\Modules\_openssl_mem.h" />
+  </ItemGroup>
   <ItemGroup>
     <ClCompile Include="..\Modules\_ssl.c" />
   </ItemGroup>
diff --git a/PCbuild/_ssl.vcxproj.filters b/PCbuild/_ssl.vcxproj.filters
index 8aef9e03fcc429..e96da0580e01b4 100644
--- a/PCbuild/_ssl.vcxproj.filters
+++ b/PCbuild/_ssl.vcxproj.filters
@@ -4,6 +4,9 @@
     <Filter Include="Source Files">
       <UniqueIdentifier>{695348f7-e9f6-4fe1-bc03-5f08ffc8095b}</UniqueIdentifier>
     </Filter>
+    <Filter Include="Header Files">
+      <UniqueIdentifier>{7c1bd5da-8912-4107-b6ac-f3930f2d90c7}</UniqueIdentifier>
+    </Filter>
     <Filter Include="Resource Files">
       <UniqueIdentifier>{1b18a2e6-040d-46c7-a9ac-ac2ec64fb5d6}</UniqueIdentifier>
     </Filter>
@@ -13,6 +16,11 @@
       <Filter>Source Files</Filter>
     </ClCompile>
   </ItemGroup>
+  <ItemGroup>
+    <ClInclude Include="..\Modules\_openssl_mem.h">
+      <Filter>Header Files</Filter>
+    </ClInclude>
+  </ItemGroup>
   <ItemGroup>
     <ResourceCompile Include="..\PC\python_nt.rc">
       <Filter>Resource Files</Filter>