diff --git a/include/ruby/win32.h b/include/ruby/win32.h
index d75c7ea9d3..47a85270a5 100644
--- a/include/ruby/win32.h
+++ b/include/ruby/win32.h
@@ -222,6 +222,7 @@ struct msghdr {
 extern int    rb_w32_cmdvector(const char *, char ***);
 extern rb_pid_t  rb_w32_pipe_exec(const char *, const char *, int, int *, int *);
 extern int    flock(int fd, int oper);
+extern int    rb_w32_has_cancel_io(void);
 extern int    rb_w32_is_socket(int);
 extern int    WSAAPI rb_w32_accept(int, struct sockaddr *, int *);
 extern int    WSAAPI rb_w32_bind(int, const struct sockaddr *, int);
diff --git a/io.c b/io.c
index b997b89172..b3caf4b1bc 100644
--- a/io.c
+++ b/io.c
@@ -189,9 +189,10 @@ static int max_file_descriptor = NOFILE;
 #define READ_CHAR_PENDING(fptr) ((fptr)->cbuf_len)
 
 #if defined(_WIN32)
-#define WAIT_FD_IN_WIN32(fptr) rb_thread_wait_fd((fptr)->fd);
+#define WAIT_FD_IN_WIN32(fptr) \
+    (rb_w32_has_cancel_io() ? 0 : rb_thread_wait_fd((fptr)->fd))
 #else
-#define WAIT_FD_IN_WIN32(fptr) ;
+#define WAIT_FD_IN_WIN32(fptr)
 #endif
 
 #define READ_CHECK(fptr) do {\
diff --git a/win32/win32.c b/win32/win32.c
index 3b935b1d36..f0e587b865 100644
--- a/win32/win32.c
+++ b/win32/win32.c
@@ -559,6 +559,12 @@ init_env(void)
 typedef BOOL (WINAPI *cancel_io_t)(HANDLE);
 static cancel_io_t cancel_io = NULL;
 
+int
+rb_w32_has_cancel_io(void)
+{
+    return cancel_io != NULL;
+}
+
 static void
 init_func(void)
 {