diff --git a/test/extensions/filters/network/thrift_proxy/BUILD b/test/extensions/filters/network/thrift_proxy/BUILD
index 0d842f34a5aca..24eb2f1937035 100644
--- a/test/extensions/filters/network/thrift_proxy/BUILD
+++ b/test/extensions/filters/network/thrift_proxy/BUILD
@@ -333,7 +333,6 @@ envoy_extension_cc_test(
         "//test/extensions/filters/network/thrift_proxy/driver:generate_fixture",
     ],
     extension_name = "envoy.filters.network.thrift_proxy",
-    tags = ["fails_on_windows"],
     deps = [
         ":integration_lib",
         ":utility_lib",
@@ -350,7 +349,6 @@ envoy_extension_cc_test(
         "//test/extensions/filters/network/thrift_proxy/driver:generate_fixture",
     ],
     extension_name = "envoy.filters.network.thrift_proxy",
-    tags = ["fails_on_windows"],
     deps = [
         ":integration_lib",
         ":utility_lib",
diff --git a/test/extensions/filters/network/thrift_proxy/driver/BUILD b/test/extensions/filters/network/thrift_proxy/driver/BUILD
index 4e5d0f47d1d4e..e27580ed82cd7 100644
--- a/test/extensions/filters/network/thrift_proxy/driver/BUILD
+++ b/test/extensions/filters/network/thrift_proxy/driver/BUILD
@@ -1,5 +1,6 @@
 load("@rules_python//python:defs.bzl", "py_binary")
 load("//bazel:envoy_build_system.bzl", "envoy_package")
+load("@thrift_pip3//:requirements.bzl", "requirement")
 
 licenses(["notice"])  # Apache 2
 
@@ -23,6 +24,7 @@ py_binary(
         "//test/extensions/filters/network/thrift_proxy/driver/finagle:finagle_lib",
         "//test/extensions/filters/network/thrift_proxy/driver/generated/example:example_lib",
         "@com_github_twitter_common_rpc//:twitter_common_rpc",
+        requirement("six"),
     ],
 )
 
@@ -35,5 +37,6 @@ py_binary(
         "//test/extensions/filters/network/thrift_proxy/driver/finagle:finagle_lib",
         "//test/extensions/filters/network/thrift_proxy/driver/generated/example:example_lib",
         "@com_github_twitter_common_rpc//:twitter_common_rpc",
+        requirement("six"),
     ],
 )
diff --git a/test/extensions/filters/network/thrift_proxy/driver/client.py b/test/extensions/filters/network/thrift_proxy/driver/client.py
index f323cd7f3a49c..544e5acff16a3 100755
--- a/test/extensions/filters/network/thrift_proxy/driver/client.py
+++ b/test/extensions/filters/network/thrift_proxy/driver/client.py
@@ -14,6 +14,11 @@
 from fbthrift import THeaderTransport
 from twitter.common.rpc.finagle.protocol import TFinagleProtocol
 
+# On Windows we run this test on Python3
+if sys.version_info[0] != 2:
+  sys.stdin.reconfigure(encoding='utf-8')
+  sys.stdout.reconfigure(encoding='utf-8')
+
 
 class TRecordingTransport(TTransport.TTransportBase):
 
diff --git a/test/extensions/filters/network/thrift_proxy/driver/generate_fixture.sh b/test/extensions/filters/network/thrift_proxy/driver/generate_fixture.sh
index a4c58cb798d84..6304d28c83141 100755
--- a/test/extensions/filters/network/thrift_proxy/driver/generate_fixture.sh
+++ b/test/extensions/filters/network/thrift_proxy/driver/generate_fixture.sh
@@ -7,20 +7,11 @@
 set -e
 
 function usage() {
-    echo "Usage: $0 <mode> <transport> <protocol> -s [multiplex-service] -H [headers] method [param...]"
+    echo "Usage: $0 <mode> <transport> <protocol> -s [multiplex-service] -H [headers] -T [TempPath] method [param...]"
     echo "where mode is success, exception, or idl-exception"
     exit 1
 }
 
-FIXTURE_DIR="${TEST_TMPDIR}"
-mkdir -p "${FIXTURE_DIR}"
-
-DRIVER_DIR="${TEST_SRCDIR}/envoy/test/extensions/filters/network/thrift_proxy/driver"
-
-if [[ -z "${TEST_UDSDIR}" ]]; then
-    TEST_UDSDIR=$(mktemp -d /tmp/envoy_test_thrift.XXXXXX)
-fi
-
 MODE="$1"
 TRANSPORT="$2"
 PROTOCOL="$3"
@@ -35,7 +26,8 @@ fi
 
 MULTIPLEX=
 HEADERS=
-while getopts ":s:H:" opt; do
+TEST_TMPDIR=
+while getopts ":s:H:T:" opt; do
     case ${opt} in
         s)
             MULTIPLEX=$OPTARG
@@ -43,7 +35,9 @@ while getopts ":s:H:" opt; do
         H)
             HEADERS=$OPTARG
             ;;
-
+        T)
+            TEST_TMPDIR=$OPTARG
+            ;;
         \?)
             echo "Invalid Option: -$OPTARG" >&2
             exit 1
@@ -62,11 +56,33 @@ if [[ "${METHOD}" == "" ]]; then
 fi
 shift
 
-SOCKET="${TEST_UDSDIR}/fixture.sock"
-rm -f "${SOCKET}"
+FIXTURE_DIR="${TEST_TMPDIR}"
+mkdir -p "${FIXTURE_DIR}"
+
+DRIVER_DIR="${TEST_SRCDIR}/envoy/test/extensions/filters/network/thrift_proxy/driver"
+
+# On UNIX python supports AF_UNIX socket which are more reliable and efficient for communication
+# between the client and the server, so we use it. On Windows, we find a random unused port
+# on and let the communication happen via TCP.
+SOCKET=""
+if [[ "$OSTYPE" == "msys" ]]; then
+    while
+        port=$(shuf -n 1 -i 49152-65535)
+        netstat -atn | grep -q "$port" >> /dev/null
+    do
+    continue
+    done
+    SOCKET="127.0.0.1:${port}"
+else
+    if [[ -z "${TEST_UDSDIR}" ]]; then
+        TEST_UDSDIR=$(mktemp -d /tmp/envoy_test_thrift.XXXXXX)
+    fi
+    SOCKET="${TEST_UDSDIR}/fixture.sock"
+    rm -f "${SOCKET}"
+fi
 
+echo "Using address ${SOCKET}"
 SERVICE_FLAGS=("--addr" "${SOCKET}"
-               "--unix"
                "--response" "${MODE}"
                "--transport" "${TRANSPORT}"
                "--protocol" "${PROTOCOL}")
@@ -83,26 +99,41 @@ else
 fi
 
 # start server
-"${DRIVER_DIR}/server" "${SERVICE_FLAGS[@]}" &
-SERVER_PID="$!"
+if [[ "$OSTYPE" == "msys" ]]; then
+    echo "${SERVICE_FLAGS[@]}"
+    "${DRIVER_DIR}/server.exe" "${SERVICE_FLAGS[@]}" &
+    SERVER_PID="$!"
+else
+    SERVICE_FLAGS+=("--unix")
+    "${DRIVER_DIR}/server" "${SERVICE_FLAGS[@]}" &
+    SERVER_PID="$!"
+    while [[ ! -a "${SOCKET}" ]]; do
+        sleep 0.1
+
+        if ! kill -0 "${SERVER_PID}"; then
+            echo "server failed to start"
+            exit 1
+        fi
+    done
+fi
 
 trap 'kill ${SERVER_PID}' EXIT;
 
-while [[ ! -a "${SOCKET}" ]]; do
-    sleep 0.1
-
-    if ! kill -0 "${SERVER_PID}"; then
-        echo "server failed to start"
-        exit 1
-    fi
-done
+CLIENT_COMMAND=""
+if [[ "$OSTYPE" == "msys" ]]; then
+    CLIENT_COMMAND="${DRIVER_DIR}/client.exe"
+else
+    CLIENT_COMMAND="${DRIVER_DIR}/client"
+fi
 
 if [[ -n "$HEADERS" ]]; then
     SERVICE_FLAGS+=("--headers")
     SERVICE_FLAGS+=("$HEADERS")
 fi
 
-"${DRIVER_DIR}/client" "${SERVICE_FLAGS[@]}" \
-                       --request "${REQUEST_FILE}" \
-                       --response "${RESPONSE_FILE}" \
-                       "${METHOD}" "$@"
+echo  "${METHOD}" "$@"
+
+$CLIENT_COMMAND "${SERVICE_FLAGS[@]}" \
+                --request "${REQUEST_FILE}" \
+                --response "${RESPONSE_FILE}" \
+                "${METHOD}" "$@"
diff --git a/test/extensions/filters/network/thrift_proxy/driver/server.py b/test/extensions/filters/network/thrift_proxy/driver/server.py
index e4d5a5c7cc5b9..650280919eaa0 100755
--- a/test/extensions/filters/network/thrift_proxy/driver/server.py
+++ b/test/extensions/filters/network/thrift_proxy/driver/server.py
@@ -15,6 +15,11 @@
 from fbthrift import THeaderTransport
 from finagle import TFinagleServerProcessor, TFinagleServerProtocol
 
+# On Windows we run this test on Python3
+if sys.version_info[0] != 2:
+  sys.stdin.reconfigure(encoding='utf-8')
+  sys.stdout.reconfigure(encoding='utf-8')
+
 
 class SuccessHandler:
 
diff --git a/test/extensions/filters/network/thrift_proxy/integration.cc b/test/extensions/filters/network/thrift_proxy/integration.cc
index 62f33950f4744..cd907b4e084a2 100644
--- a/test/extensions/filters/network/thrift_proxy/integration.cc
+++ b/test/extensions/filters/network/thrift_proxy/integration.cc
@@ -80,6 +80,10 @@ void BaseThriftIntegrationTest::preparePayloads(const PayloadOptions& options,
     args.push_back(absl::StrJoin(headers, ","));
   }
 
+  auto temp_path = TestEnvironment::temporaryDirectory();
+  args.push_back("-T");
+  args.push_back(temp_path);
+
   args.push_back(options.method_name_);
   std::copy(options.method_args_.begin(), options.method_args_.end(), std::back_inserter(args));
 
diff --git a/test/extensions/filters/network/thrift_proxy/integration_test.cc b/test/extensions/filters/network/thrift_proxy/integration_test.cc
index 2766bf61d5403..c3ea956fb23fd 100644
--- a/test/extensions/filters/network/thrift_proxy/integration_test.cc
+++ b/test/extensions/filters/network/thrift_proxy/integration_test.cc
@@ -401,6 +401,9 @@ INSTANTIATE_TEST_SUITE_P(FramedTwitter, ThriftTwitterConnManagerIntegrationTest,
 // Because of the protocol upgrade requests and the difficulty of separating them, we test this
 // protocol independently.
 TEST_P(ThriftTwitterConnManagerIntegrationTest, Success) {
+// This test relies on an old Apache Thrift Python package
+// that is only available in Python2. Disabling the test on Windows.
+#ifndef WIN32
   initializeCall(DriverMode::Success);
 
   uint32_t upgrade_request_size = request_bytes_.peekBEInt<uint32_t>() + 4;
@@ -457,6 +460,7 @@ TEST_P(ThriftTwitterConnManagerIntegrationTest, Success) {
   EXPECT_EQ(2U, counter->value());
   counter = test_server_->counter("thrift.thrift_stats.response_success");
   EXPECT_EQ(2U, counter->value());
+#endif
 }
 
 } // namespace ThriftProxy