diff --git a/ports/README.md b/ports/README.md
index c68845807652..1fcf6fc9d130 100644
--- a/ports/README.md
+++ b/ports/README.md
@@ -32,6 +32,8 @@ For ease of review when patching existing ports, you are recommended to make one
 
 | Port          | Reason                                                           |
 |---------------|------------------------------------------------------------------|
+| `aws-c-io`    | Patching to fix MinGW build failures.                            |
+| `aws-sdk-cpp` | Patching to fix MinGW build failures.                            |
 | `libmagic`    | Updating to the upstream port deferred due to failures.          |
 | `openssl`     | Pinning to OpenSSL 1.1 until we can move to 3.0 in January 2024. |
 | `libfaketime` | Port does not yet exist upstream                                 |
diff --git a/ports/aws-c-io/fix-pointer-mismatch.patch b/ports/aws-c-io/fix-pointer-mismatch.patch
new file mode 100644
index 000000000000..474624554e29
--- /dev/null
+++ b/ports/aws-c-io/fix-pointer-mismatch.patch
@@ -0,0 +1,22 @@
+diff --git a/source/windows/secure_channel_tls_handler.c b/source/windows/secure_channel_tls_handler.c
+index b62b1a0..48f4556 100644
+--- a/source/windows/secure_channel_tls_handler.c
++++ b/source/windows/secure_channel_tls_handler.c
+@@ -53,7 +53,7 @@ struct secure_channel_ctx {
+     struct aws_tls_ctx ctx;
+     struct aws_string *alpn_list;
+     SCHANNEL_CRED credentials;
+-    PCERT_CONTEXT pcerts;
++    PCCERT_CONTEXT pcerts;
+     HCERTSTORE cert_store;
+     HCERTSTORE custom_trust_store;
+     HCRYPTPROV crypto_provider;
+@@ -188,7 +188,7 @@ static int s_manually_verify_peer_cert(struct aws_channel_handler *handler) {
+     int result = AWS_OP_ERR;
+     CERT_CONTEXT *peer_certificate = NULL;
+     HCERTCHAINENGINE engine = NULL;
+-    CERT_CHAIN_CONTEXT *cert_chain_ctx = NULL;
++    PCCERT_CHAIN_CONTEXT cert_chain_ctx = NULL;
+ 
+     /* get the peer's certificate so we can validate it.*/
+     SECURITY_STATUS status =
diff --git a/ports/aws-c-io/portfile.cmake b/ports/aws-c-io/portfile.cmake
index 57624fc74b84..0d814d7398b1 100644
--- a/ports/aws-c-io/portfile.cmake
+++ b/ports/aws-c-io/portfile.cmake
@@ -4,6 +4,8 @@ vcpkg_from_github(
     REF "v${VERSION}"
     SHA512 b5dc81635ce775c3783df2d4f6ccf0890b1e1669bddb1c10f6d200203684e84504ca87099cb88874010df28f98f658da5a4eacb9e4df0408d40d845f3d394f48
     HEAD_REF master
+    PATCHES
+        "fix-pointer-mismatch.patch"
 )
 
 vcpkg_cmake_configure(
diff --git a/ports/aws-sdk-cpp/fix-winsock-headers.patch b/ports/aws-sdk-cpp/fix-winsock-headers.patch
new file mode 100644
index 000000000000..37a6646eb9af
--- /dev/null
+++ b/ports/aws-sdk-cpp/fix-winsock-headers.patch
@@ -0,0 +1,12 @@
+diff --git a/src/aws-cpp-sdk-core/source/http/windows/WinHttpSyncHttpClient.cpp b/src/aws-cpp-sdk-core/source/http/windows/WinHttpSyncHttpClient.cpp
+index b8ab519..7cd91e9 100644
+--- a/src/aws-cpp-sdk-core/source/http/windows/WinHttpSyncHttpClient.cpp
++++ b/src/aws-cpp-sdk-core/source/http/windows/WinHttpSyncHttpClient.cpp
+@@ -19,6 +19,7 @@
+ 
+ #include <Windows.h>
+ #include <winhttp.h>
++#include <WinSock2.h>
+ #include <mstcpip.h> // for tcp_keepalive
+ #include <sstream>
+ #include <iostream>
diff --git a/ports/aws-sdk-cpp/portfile.cmake b/ports/aws-sdk-cpp/portfile.cmake
index ddbaf2823eb8..6105d23792f8 100644
--- a/ports/aws-sdk-cpp/portfile.cmake
+++ b/ports/aws-sdk-cpp/portfile.cmake
@@ -10,6 +10,7 @@ vcpkg_from_github(
         lock-curl-http-and-tls-settings.patch
         fix_find_curl.patch
         find-dependency.patch
+        fix-winsock-headers.patch # In MinGW, mstcpip.h references types from headers it does not include itself.
 )
 
 string(COMPARE EQUAL "${VCPKG_CRT_LINKAGE}" "dynamic" FORCE_SHARED_CRT)
diff --git a/ports/libmagic/0016-Remove-timespec-aliases.patch b/ports/libmagic/0016-Remove-timespec-aliases.patch
new file mode 100644
index 000000000000..4252bd387345
--- /dev/null
+++ b/ports/libmagic/0016-Remove-timespec-aliases.patch
@@ -0,0 +1,16 @@
+diff --git a/src/cdf.h b/src/cdf.h
+index 0505666..9645114 100644
+--- a/src/cdf.h
++++ b/src/cdf.h
+@@ -35,11 +35,6 @@
+ #ifndef _H_CDF_
+ #define _H_CDF_
+ 
+-#ifdef WIN32
+-#include <winsock2.h>
+-#define timespec timeval
+-#define tv_nsec tv_usec
+-#endif
+ #ifdef __DJGPP__
+ #define timespec timeval
+ #define tv_nsec tv_usec
diff --git a/ports/libmagic/portfile.cmake b/ports/libmagic/portfile.cmake
index c40c3e2bac64..6b0da75c2027 100644
--- a/ports/libmagic/portfile.cmake
+++ b/ports/libmagic/portfile.cmake
@@ -16,6 +16,7 @@ if(VCPKG_TARGET_IS_WINDOWS)
         "0011-Remove-pipe-related-functions-in-funcs.c.patch"
         "0014-Define-POSIX-macros-if-missing.patch"
         "0015-MSYS2-Remove-ioctl-call.patch"
+        "0016-Remove-timespec-aliases.patch"
     )
 endif()