diff --git a/libfreerdp/utils/smartcard_operations.c b/libfreerdp/utils/smartcard_operations.c
index fd7be8210..1d03b92db 100644
--- a/libfreerdp/utils/smartcard_operations.c
+++ b/libfreerdp/utils/smartcard_operations.c
@@ -801,7 +801,7 @@ LONG smartcard_irp_device_control_decode(wStream* s, UINT32 CompletionId, UINT32
 
 	if (Stream_GetPosition(s) < Stream_Length(s))
 	{
-		SIZE_T difference = 0;
+		size_t difference = 0;
 		difference = Stream_Length(s) - Stream_GetPosition(s);
 		WLog_WARN(TAG,
 		          "IRP was not fully parsed %s (%s [0x%08" PRIX32 "]): Actual: %" PRIuz
@@ -814,7 +814,7 @@ LONG smartcard_irp_device_control_decode(wStream* s, UINT32 CompletionId, UINT32
 
 	if (Stream_GetPosition(s) > Stream_Length(s))
 	{
-		SIZE_T difference = 0;
+		size_t difference = 0;
 		difference = Stream_GetPosition(s) - Stream_Length(s);
 		WLog_WARN(TAG,
 		          "IRP was parsed beyond its end %s (0x%08" PRIX32 "): Actual: %" PRIuz
diff --git a/winpr/CMakeLists.txt b/winpr/CMakeLists.txt
index 5a87cb865..17b4ba2cc 100644
--- a/winpr/CMakeLists.txt
+++ b/winpr/CMakeLists.txt
@@ -158,6 +158,10 @@ else()
 	set(WINPR_VERSION_FULL "${WINPR_VERSION}")
 endif()
 
+include(CheckTypeSize)
+check_type_size(ssize_t SSIZE_T)
+set(WINPR_HAVE_SSIZE_T ${HAVE_SSIZE_T})
+
 if(NOT IOS)
 	CHECK_SYMBOL_EXISTS(strndup string.h WINPR_HAVE_STRNDUP)
 	check_include_files(unistd.h WINPR_HAVE_UNISTD_H)
diff --git a/winpr/include/config/config.h.in b/winpr/include/config/config.h.in
index 0e6959bdb..0d53e7749 100644
--- a/winpr/include/config/config.h.in
+++ b/winpr/include/config/config.h.in
@@ -23,6 +23,7 @@
 #cmakedefine WINPR_HAVE_GETPWUID_R
 #cmakedefine WINPR_HAVE_STRNDUP
 #cmakedefine WINPR_HAVE_UNWIND_H
+#cmakedefine WINPR_HAVE_SSIZE_T
 #cmakedefine WINPR_WITH_PNG
 
 #cmakedefine WINPR_HAVE_STRERROR_R /** @since version 3.3.0 */
diff --git a/winpr/include/config/wtypes.h.in b/winpr/include/config/wtypes.h.in
index 67aee9404..e34f1cd35 100644
--- a/winpr/include/config/wtypes.h.in
+++ b/winpr/include/config/wtypes.h.in
@@ -331,8 +331,13 @@ typedef __uint3264 ULONG_PTR,
 typedef __uint3264 DWORD_PTR,
     *PDWORD_PTR; // NOLINT(bugprone-reserved-identifier,cert-dcl37-c,cert-dcl51-cpp)
 
-typedef ULONG_PTR SIZE_T, *PSIZE_T;
+typedef ULONG_PTR SIZE_T, *PSIZE_T; /** deprecated */
+#if defined(WINPR_HAVE_SSIZE_T)
+#include <sys/types.h>
+typedef ssize_t SSIZE_T, *PSSIZE_T;
+#else
 typedef LONG_PTR SSIZE_T, *PSSIZE_T;
+#endif
 
 typedef float FLOAT;
 
diff --git a/winpr/include/winpr/crt.h b/winpr/include/winpr/crt.h
index e1a3d3cc5..8375b6fdf 100644
--- a/winpr/include/winpr/crt.h
+++ b/winpr/include/winpr/crt.h
@@ -129,7 +129,7 @@ extern "C"
 {
 #endif
 
-	WINPR_API PVOID SecureZeroMemory(PVOID ptr, SIZE_T cnt);
+	WINPR_API PVOID SecureZeroMemory(PVOID ptr, size_t cnt);
 
 #ifdef __cplusplus
 }
diff --git a/winpr/include/winpr/memory.h b/winpr/include/winpr/memory.h
index 09f83bddc..431778aa9 100644
--- a/winpr/include/winpr/memory.h
+++ b/winpr/include/winpr/memory.h
@@ -55,13 +55,13 @@ extern "C"
 
 	WINPR_API LPVOID MapViewOfFile(HANDLE hFileMappingObject, DWORD dwDesiredAccess,
 	                               DWORD dwFileOffsetHigh, DWORD dwFileOffsetLow,
-	                               SIZE_T dwNumberOfBytesToMap);
+	                               size_t dwNumberOfBytesToMap);
 
 	WINPR_API LPVOID MapViewOfFileEx(HANDLE hFileMappingObject, DWORD dwDesiredAccess,
 	                                 DWORD dwFileOffsetHigh, DWORD dwFileOffsetLow,
-	                                 SIZE_T dwNumberOfBytesToMap, LPVOID lpBaseAddress);
+	                                 size_t dwNumberOfBytesToMap, LPVOID lpBaseAddress);
 
-	WINPR_API BOOL FlushViewOfFile(LPCVOID lpBaseAddress, SIZE_T dwNumberOfBytesToFlush);
+	WINPR_API BOOL FlushViewOfFile(LPCVOID lpBaseAddress, size_t dwNumberOfBytesToFlush);
 
 	WINPR_API BOOL UnmapViewOfFile(LPCVOID lpBaseAddress);
 
diff --git a/winpr/include/winpr/pool.h b/winpr/include/winpr/pool.h
index efc467c5b..da3aa90d4 100644
--- a/winpr/include/winpr/pool.h
+++ b/winpr/include/winpr/pool.h
@@ -38,8 +38,8 @@ typedef struct S_TP_POOL TP_POOL, *PTP_POOL;
 
 typedef struct
 {
-	SIZE_T StackReserve;
-	SIZE_T StackCommit;
+	size_t StackReserve;
+	size_t StackCommit;
 } TP_POOL_STACK_INFORMATION, *PTP_POOL_STACK_INFORMATION;
 
 typedef struct S_TP_CLEANUP_GROUP TP_CLEANUP_GROUP, *PTP_CLEANUP_GROUP;
diff --git a/winpr/include/winpr/sspicli.h b/winpr/include/winpr/sspicli.h
index bea9e9a7b..64727c30a 100644
--- a/winpr/include/winpr/sspicli.h
+++ b/winpr/include/winpr/sspicli.h
@@ -44,11 +44,11 @@
 
 typedef struct
 {
-	SIZE_T PagedPoolLimit;
-	SIZE_T NonPagedPoolLimit;
-	SIZE_T MinimumWorkingSetSize;
-	SIZE_T MaximumWorkingSetSize;
-	SIZE_T PagefileLimit;
+	size_t PagedPoolLimit;
+	size_t NonPagedPoolLimit;
+	size_t MinimumWorkingSetSize;
+	size_t MaximumWorkingSetSize;
+	size_t PagefileLimit;
 	LARGE_INTEGER TimeLimit;
 } QUOTA_LIMITS, *PQUOTA_LIMITS;
 
diff --git a/winpr/include/winpr/synch.h b/winpr/include/winpr/synch.h
index c59c97981..6d24a0cb9 100644
--- a/winpr/include/winpr/synch.h
+++ b/winpr/include/winpr/synch.h
@@ -194,7 +194,7 @@ extern "C"
 	WINPR_API VOID WakeByAddressAll(PVOID Address);
 	WINPR_API VOID WakeByAddressSingle(PVOID Address);
 
-	WINPR_API BOOL WaitOnAddress(VOID volatile* Address, PVOID CompareAddress, SIZE_T AddressSize,
+	WINPR_API BOOL WaitOnAddress(VOID volatile* Address, PVOID CompareAddress, size_t AddressSize,
 	                             DWORD dwMilliseconds);
 
 	/* Wait */
diff --git a/winpr/include/winpr/thread.h b/winpr/include/winpr/thread.h
index f31b17238..5a9b77cc0 100644
--- a/winpr/include/winpr/thread.h
+++ b/winpr/include/winpr/thread.h
@@ -231,13 +231,13 @@ extern "C"
 #define STACK_SIZE_PARAM_IS_A_RESERVATION 0x00010000
 
 	WINPR_ATTR_MALLOC(CloseHandle, 1)
-	WINPR_API HANDLE CreateThread(LPSECURITY_ATTRIBUTES lpThreadAttributes, SIZE_T dwStackSize,
+	WINPR_API HANDLE CreateThread(LPSECURITY_ATTRIBUTES lpThreadAttributes, size_t dwStackSize,
 	                              LPTHREAD_START_ROUTINE lpStartAddress, LPVOID lpParameter,
 	                              DWORD dwCreationFlags, LPDWORD lpThreadId);
 
 	WINPR_ATTR_MALLOC(CloseHandle, 1)
 	WINPR_API HANDLE CreateRemoteThread(HANDLE hProcess, LPSECURITY_ATTRIBUTES lpThreadAttributes,
-	                                    SIZE_T dwStackSize, LPTHREAD_START_ROUTINE lpStartAddress,
+	                                    size_t dwStackSize, LPTHREAD_START_ROUTINE lpStartAddress,
 	                                    LPVOID lpParameter, DWORD dwCreationFlags,
 	                                    LPDWORD lpThreadId);
 
diff --git a/winpr/libwinpr/crt/memory.c b/winpr/libwinpr/crt/memory.c
index 40c6c859c..ffe62bff2 100644
--- a/winpr/libwinpr/crt/memory.c
+++ b/winpr/libwinpr/crt/memory.c
@@ -26,7 +26,7 @@
 
 #ifndef _WIN32
 
-PVOID SecureZeroMemory(PVOID ptr, SIZE_T cnt)
+PVOID SecureZeroMemory(PVOID ptr, size_t cnt)
 {
 	volatile BYTE* p = ptr;
 
diff --git a/winpr/libwinpr/crt/test/TestTypes.c b/winpr/libwinpr/crt/test/TestTypes.c
index 906032638..1d9a0346a 100644
--- a/winpr/libwinpr/crt/test/TestTypes.c
+++ b/winpr/libwinpr/crt/test/TestTypes.c
@@ -36,7 +36,7 @@
 #define EXPECTED_SIZEOF_ULARGE_INTEGER 8
 #define EXPECTED_SIZEOF_GUID 16
 #define EXPECTED_SIZEOF_SYSTEMTIME 16
-#define EXPECTED_SIZEOF_SIZE_T sizeof(void*)
+#define EXPECTED_SIZEOF_size_t sizeof(void*)
 #define EXPECTED_SIZEOF_INT_PTR sizeof(void*)
 #define EXPECTED_SIZEOF_UINT_PTR sizeof(void*)
 #define EXPECTED_SIZEOF_DWORD_PTR sizeof(void*)
@@ -104,7 +104,7 @@ int TestTypes(int argc, char* argv[])
 	TEST_SIZEOF_TYPE(GUID)
 	TEST_SIZEOF_TYPE(SYSTEMTIME)
 
-	TEST_SIZEOF_TYPE(SIZE_T)
+	TEST_SIZEOF_TYPE(size_t)
 	TEST_SIZEOF_TYPE(INT_PTR)
 	TEST_SIZEOF_TYPE(UINT_PTR)
 	TEST_SIZEOF_TYPE(DWORD_PTR)
diff --git a/winpr/libwinpr/memory/memory.c b/winpr/libwinpr/memory/memory.c
index 83f4c0782..5c6f5e042 100644
--- a/winpr/libwinpr/memory/memory.c
+++ b/winpr/libwinpr/memory/memory.c
@@ -104,18 +104,18 @@ HANDLE OpenFileMappingW(DWORD dwDesiredAccess, BOOL bInheritHandle, LPCWSTR lpNa
 }
 
 LPVOID MapViewOfFile(HANDLE hFileMappingObject, DWORD dwDesiredAccess, DWORD dwFileOffsetHigh,
-                     DWORD dwFileOffsetLow, SIZE_T dwNumberOfBytesToMap)
+                     DWORD dwFileOffsetLow, size_t dwNumberOfBytesToMap)
 {
 	return NULL;
 }
 
 LPVOID MapViewOfFileEx(HANDLE hFileMappingObject, DWORD dwDesiredAccess, DWORD dwFileOffsetHigh,
-                       DWORD dwFileOffsetLow, SIZE_T dwNumberOfBytesToMap, LPVOID lpBaseAddress)
+                       DWORD dwFileOffsetLow, size_t dwNumberOfBytesToMap, LPVOID lpBaseAddress)
 {
 	return NULL;
 }
 
-BOOL FlushViewOfFile(LPCVOID lpBaseAddress, SIZE_T dwNumberOfBytesToFlush)
+BOOL FlushViewOfFile(LPCVOID lpBaseAddress, size_t dwNumberOfBytesToFlush)
 {
 	return TRUE;
 }
diff --git a/winpr/libwinpr/synch/address.c b/winpr/libwinpr/synch/address.c
index d6d074b5f..c6b10abc4 100644
--- a/winpr/libwinpr/synch/address.c
+++ b/winpr/libwinpr/synch/address.c
@@ -37,7 +37,7 @@ VOID WakeByAddressSingle(PVOID Address)
 {
 }
 
-BOOL WaitOnAddress(VOID volatile* Address, PVOID CompareAddress, SIZE_T AddressSize,
+BOOL WaitOnAddress(VOID volatile* Address, PVOID CompareAddress, size_t AddressSize,
                    DWORD dwMilliseconds)
 {
 	return TRUE;
diff --git a/winpr/libwinpr/thread/thread.c b/winpr/libwinpr/thread/thread.c
index 747843da6..f1b239f8c 100644
--- a/winpr/libwinpr/thread/thread.c
+++ b/winpr/libwinpr/thread/thread.c
@@ -678,7 +678,7 @@ BOOL SetThreadPriority(HANDLE hThread, int nPriority)
 #endif
 }
 
-HANDLE CreateThread(LPSECURITY_ATTRIBUTES lpThreadAttributes, SIZE_T dwStackSize,
+HANDLE CreateThread(LPSECURITY_ATTRIBUTES lpThreadAttributes, size_t dwStackSize,
                     LPTHREAD_START_ROUTINE lpStartAddress, LPVOID lpParameter,
                     DWORD dwCreationFlags, LPDWORD lpThreadId)
 {
@@ -814,7 +814,7 @@ BOOL ThreadCloseHandle(HANDLE handle)
 }
 
 HANDLE CreateRemoteThread(HANDLE hProcess, LPSECURITY_ATTRIBUTES lpThreadAttributes,
-                          SIZE_T dwStackSize, LPTHREAD_START_ROUTINE lpStartAddress,
+                          size_t dwStackSize, LPTHREAD_START_ROUTINE lpStartAddress,
                           LPVOID lpParameter, DWORD dwCreationFlags, LPDWORD lpThreadId)
 {
 	WLog_ERR(TAG, "not implemented");
diff --git a/winpr/libwinpr/thread/thread.h b/winpr/libwinpr/thread/thread.h
index 92d05d3ca..d6a9009c3 100644
--- a/winpr/libwinpr/thread/thread.h
+++ b/winpr/libwinpr/thread/thread.h
@@ -54,7 +54,7 @@ struct winpr_thread
 	WINPR_ALIGN64 BOOL exited;
 	WINPR_ALIGN64 DWORD dwExitCode;
 	WINPR_ALIGN64 pthread_t thread;
-	WINPR_ALIGN64 SIZE_T dwStackSize;
+	WINPR_ALIGN64 size_t dwStackSize;
 	WINPR_ALIGN64 LPVOID lpParameter;
 	WINPR_ALIGN64 pthread_mutex_t mutex;
 	mux_condition_bundle isRunning;