diff -Nur Python-2.7.13.orig/Include/iscygpty.h Python-2.7.13/Include/iscygpty.h
--- Python-2.7.13.orig/Include/iscygpty.h	1970-01-01 01:00:00.000000000 +0100
+++ Python-2.7.13/Include/iscygpty.h	2017-08-19 15:50:22.584217400 +0200
@@ -0,0 +1,41 @@
+/*
+ * iscygpty.h -- part of ptycheck
+ * https://github.com/k-takata/ptycheck
+ *
+ * Copyright (c) 2015-2017 K.Takata
+ *
+ * You can redistribute it and/or modify it under the terms of either
+ * the MIT license (as described below) or the Vim license.
+ *
+ * Permission is hereby granted, free of charge, to any person obtaining
+ * a copy of this software and associated documentation files (the
+ * "Software"), to deal in the Software without restriction, including
+ * without limitation the rights to use, copy, modify, merge, publish,
+ * distribute, sublicense, and/or sell copies of the Software, and to
+ * permit persons to whom the Software is furnished to do so, subject to
+ * the following conditions:
+ *
+ * The above copyright notice and this permission notice shall be
+ * included in all copies or substantial portions of the Software.
+ *
+ * THE SOFTWARE IS PROVIDED "AS IS", WITHOUT WARRANTY OF ANY KIND,
+ * EXPRESS OR IMPLIED, INCLUDING BUT NOT LIMITED TO THE WARRANTIES OF
+ * MERCHANTABILITY, FITNESS FOR A PARTICULAR PURPOSE AND NONINFRINGEMENT.
+ * IN NO EVENT SHALL THE AUTHORS OR COPYRIGHT HOLDERS BE LIABLE FOR ANY
+ * CLAIM, DAMAGES OR OTHER LIABILITY, WHETHER IN AN ACTION OF CONTRACT,
+ * TORT OR OTHERWISE, ARISING FROM, OUT OF OR IN CONNECTION WITH THE
+ * SOFTWARE OR THE USE OR OTHER DEALINGS IN THE SOFTWARE.
+ */
+
+#ifndef _ISCYGPTY_H
+#define _ISCYGPTY_H
+
+#ifdef _WIN32
+int is_cygpty(int fd);
+int is_cygpty_used(void);
+#else
+#define is_cygpty(fd)		0
+#define is_cygpty_used()	0
+#endif
+
+#endif /* _ISCYGPTY_H */
Binary files Python-2.7.13.orig/Lib/encodings/cp850.pyc and Python-2.7.13/Lib/encodings/cp850.pyc differ
Binary files Python-2.7.13.orig/Lib/io.pyc and Python-2.7.13/Lib/io.pyc differ
diff -Nur Python-2.7.13.orig/Makefile.pre.in Python-2.7.13/Makefile.pre.in
--- Python-2.7.13.orig/Makefile.pre.in	2017-08-19 14:39:02.676420600 +0200
+++ Python-2.7.13/Makefile.pre.in	2017-08-19 15:57:17.883971100 +0200
@@ -87,7 +87,7 @@
 # Extra C flags added for building the interpreter object files.
 CFLAGSFORSHARED=@CFLAGSFORSHARED@
 # C flags used for building the interpreter object files
-PY_CFLAGS=	$(CFLAGS) $(CPPFLAGS) $(CFLAGSFORSHARED) -DPy_BUILD_CORE
+PY_CFLAGS=	$(CFLAGS) $(CPPFLAGS) $(CFLAGSFORSHARED) -DPy_BUILD_CORE -D_WIN32_WINNT=0x0600 -DUSE_DYNFILEID
 
 # ; on Windows otherwise :
 DELIM=		@DELIM@
@@ -350,6 +350,7 @@
 		Python/graminit.o \
 		Python/import.o \
 		Python/importdl.o \
+		Python/iscygpty.o \
 		Python/marshal.o \
 		Python/modsupport.o \
 		Python/mystrtoul.o \
@@ -804,6 +805,7 @@
 		Include/import.h \
 		Include/intobject.h \
 		Include/intrcheck.h \
+		Include/iscygpty.h \
 		Include/iterobject.h \
 		Include/listobject.h \
 		Include/longintrepr.h \
diff -Nur Python-2.7.13.orig/Modules/_io/fileio.c Python-2.7.13/Modules/_io/fileio.c
--- Python-2.7.13.orig/Modules/_io/fileio.c	2016-12-17 21:05:07.000000000 +0100
+++ Python-2.7.13/Modules/_io/fileio.c	2017-08-19 16:07:42.329687400 +0200
@@ -13,6 +13,7 @@
 #endif
 #include <stddef.h> /* For offsetof */
 #include "_iomodule.h"
+#include "iscygpty.h"
 
 /*
  * Known likely problems:
@@ -953,7 +954,7 @@
     if (self->fd < 0)
         return err_closed();
     Py_BEGIN_ALLOW_THREADS
-    res = isatty(self->fd);
+    res = isatty(self->fd) || is_cygpty(self->fd);
     Py_END_ALLOW_THREADS
     return PyBool_FromLong(res);
 }
diff -Nur Python-2.7.13.orig/Modules/posixmodule.c Python-2.7.13/Modules/posixmodule.c
--- Python-2.7.13.orig/Modules/posixmodule.c	2017-08-19 14:39:02.303399300 +0200
+++ Python-2.7.13/Modules/posixmodule.c	2017-08-19 16:06:05.867170100 +0200
@@ -369,6 +369,8 @@
 #endif
 #endif
 
+#include "iscygpty.h"
+
 
 #ifndef MS_WINDOWS
 PyObject *
@@ -6977,7 +6979,7 @@
         return NULL;
     if (!_PyVerify_fd(fd))
         return PyBool_FromLong(0);
-    return PyBool_FromLong(isatty(fd));
+    return PyBool_FromLong(isatty(fd) || is_cygpty(fd));
 }
 
 #ifdef HAVE_PIPE
diff -Nur Python-2.7.13.orig/Modules/readline.c Python-2.7.13/Modules/readline.c
--- Python-2.7.13.orig/Modules/readline.c	2016-12-17 21:05:07.000000000 +0100
+++ Python-2.7.13/Modules/readline.c	2017-08-19 16:15:38.831941800 +0200
@@ -6,6 +6,7 @@
 
 /* Standard definitions */
 #include "Python.h"
+#include "iscygpty.h"
 #include <setjmp.h>
 #include <signal.h>
 #include <errno.h>
@@ -1204,6 +1205,11 @@
 {
     PyObject *m;
 
+    if (!is_cygpty(STDOUT_FILENO)) {
+        PyErr_SetString(PyExc_ImportError, "Not a cygwin terminal");
+        return;
+    }
+
 #ifdef __APPLE__
     if (strncmp(rl_library_version, libedit_version_tag, strlen(libedit_version_tag)) == 0) {
         using_libedit_emulation = 1;
diff -Nur Python-2.7.13.orig/Objects/fileobject.c Python-2.7.13/Objects/fileobject.c
--- Python-2.7.13.orig/Objects/fileobject.c	2016-12-17 21:05:07.000000000 +0100
+++ Python-2.7.13/Objects/fileobject.c	2017-08-19 16:13:45.925483900 +0200
@@ -3,6 +3,7 @@
 #define PY_SSIZE_T_CLEAN
 #include "Python.h"
 #include "structmember.h"
+#include "iscygpty.h"
 
 #ifdef HAVE_SYS_TYPES_H
 #include <sys/types.h>
@@ -986,7 +987,7 @@
     if (f->f_fp == NULL)
         return err_closed();
     FILE_BEGIN_ALLOW_THREADS(f)
-    res = isatty((int)fileno(f->f_fp));
+    res = isatty((int)fileno(f->f_fp)) || is_cygpty((int)fileno(f->f_fp));
     FILE_END_ALLOW_THREADS(f)
     return PyBool_FromLong(res);
 }
diff -Nur Python-2.7.13.orig/Python/bltinmodule.c Python-2.7.13/Python/bltinmodule.c
--- Python-2.7.13.orig/Python/bltinmodule.c	2016-12-17 21:05:07.000000000 +0100
+++ Python-2.7.13/Python/bltinmodule.c	2017-08-19 16:02:12.832841300 +0200
@@ -2,6 +2,7 @@
 
 #include "Python.h"
 #include "Python-ast.h"
+#include "iscygpty.h"
 
 #include "node.h"
 #include "code.h"
diff -Nur Python-2.7.13.orig/Python/frozenmain.c Python-2.7.13/Python/frozenmain.c
--- Python-2.7.13.orig/Python/frozenmain.c	2016-12-17 21:05:07.000000000 +0100
+++ Python-2.7.13/Python/frozenmain.c	2017-08-19 16:03:06.009882800 +0200
@@ -2,6 +2,7 @@
 /* Python interpreter main program for frozen scripts */
 
 #include "Python.h"
+#include "iscygpty.h"
 
 #ifdef MS_WINDOWS
 extern void PyWinFreeze_ExeInit(void);
@@ -58,7 +59,7 @@
     else
         sts = 0;
 
-    if (inspect && isatty((int)fileno(stdin)))
+    if (inspect && (isatty((int)fileno(stdin)) || is_cygpty((int)fileno(stdin))))
         sts = PyRun_AnyFile(stdin, "<stdin>") != 0;
 
 #ifdef MS_WINDOWS
diff -Nur Python-2.7.13.orig/Python/iscygpty.c Python-2.7.13/Python/iscygpty.c
--- Python-2.7.13.orig/Python/iscygpty.c	1970-01-01 01:00:00.000000000 +0100
+++ Python-2.7.13/Python/iscygpty.c	2017-08-19 15:50:12.959666900 +0200
@@ -0,0 +1,185 @@
+/*
+ * iscygpty.c -- part of ptycheck
+ * https://github.com/k-takata/ptycheck
+ *
+ * Copyright (c) 2015-2017 K.Takata
+ *
+ * You can redistribute it and/or modify it under the terms of either
+ * the MIT license (as described below) or the Vim license.
+ *
+ * Permission is hereby granted, free of charge, to any person obtaining
+ * a copy of this software and associated documentation files (the
+ * "Software"), to deal in the Software without restriction, including
+ * without limitation the rights to use, copy, modify, merge, publish,
+ * distribute, sublicense, and/or sell copies of the Software, and to
+ * permit persons to whom the Software is furnished to do so, subject to
+ * the following conditions:
+ *
+ * The above copyright notice and this permission notice shall be
+ * included in all copies or substantial portions of the Software.
+ *
+ * THE SOFTWARE IS PROVIDED "AS IS", WITHOUT WARRANTY OF ANY KIND,
+ * EXPRESS OR IMPLIED, INCLUDING BUT NOT LIMITED TO THE WARRANTIES OF
+ * MERCHANTABILITY, FITNESS FOR A PARTICULAR PURPOSE AND NONINFRINGEMENT.
+ * IN NO EVENT SHALL THE AUTHORS OR COPYRIGHT HOLDERS BE LIABLE FOR ANY
+ * CLAIM, DAMAGES OR OTHER LIABILITY, WHETHER IN AN ACTION OF CONTRACT,
+ * TORT OR OTHERWISE, ARISING FROM, OUT OF OR IN CONNECTION WITH THE
+ * SOFTWARE OR THE USE OR OTHER DEALINGS IN THE SOFTWARE.
+ */
+
+#ifdef _WIN32
+
+#include <ctype.h>
+#include <io.h>
+#include <wchar.h>
+#include <windows.h>
+
+#ifdef USE_FILEEXTD
+/* VC 7.1 or earlier doesn't support SAL. */
+# if !defined(_MSC_VER) || (_MSC_VER < 1400)
+#  define __out
+#  define __in
+#  define __in_opt
+# endif
+/* Win32 FileID API Library:
+ * http://www.microsoft.com/en-us/download/details.aspx?id=22599
+ * Needed for WinXP. */
+# include <fileextd.h>
+#else /* USE_FILEEXTD */
+/* VC 8 or earlier. */
+# if defined(_MSC_VER) && (_MSC_VER < 1500)
+#  ifdef ENABLE_STUB_IMPL
+#   define STUB_IMPL
+#  else
+#   error "Win32 FileID API Library is required for VC2005 or earlier."
+#  endif
+# endif
+#endif /* USE_FILEEXTD */
+
+
+#include "iscygpty.h"
+
+//#define USE_DYNFILEID
+#ifdef USE_DYNFILEID
+typedef BOOL (WINAPI *pfnGetFileInformationByHandleEx)(
+		HANDLE                    hFile,
+		FILE_INFO_BY_HANDLE_CLASS FileInformationClass,
+		LPVOID                    lpFileInformation,
+		DWORD                     dwBufferSize
+);
+static pfnGetFileInformationByHandleEx pGetFileInformationByHandleEx = NULL;
+
+# ifndef USE_FILEEXTD
+static BOOL WINAPI stub_GetFileInformationByHandleEx(
+		HANDLE                    hFile,
+		FILE_INFO_BY_HANDLE_CLASS FileInformationClass,
+		LPVOID                    lpFileInformation,
+		DWORD                     dwBufferSize
+		)
+{
+	return FALSE;
+}
+# endif
+
+static void setup_fileid_api(void)
+{
+	if (pGetFileInformationByHandleEx != NULL) {
+		return;
+	}
+	pGetFileInformationByHandleEx = (pfnGetFileInformationByHandleEx)
+		GetProcAddress(GetModuleHandle(TEXT("kernel32.dll")),
+				"GetFileInformationByHandleEx");
+	if (pGetFileInformationByHandleEx == NULL) {
+# ifdef USE_FILEEXTD
+		pGetFileInformationByHandleEx = GetFileInformationByHandleEx;
+# else
+		pGetFileInformationByHandleEx = stub_GetFileInformationByHandleEx;
+# endif
+	}
+}
+#else
+# define pGetFileInformationByHandleEx	GetFileInformationByHandleEx
+# define setup_fileid_api()
+#endif
+
+
+#define is_wprefix(s, prefix) \
+	(wcsncmp((s), (prefix), sizeof(prefix) / sizeof(WCHAR) - 1) == 0)
+
+/* Check if the fd is a cygwin/msys's pty. */
+int is_cygpty(int fd)
+{
+#ifdef STUB_IMPL
+	return 0;
+#else
+	HANDLE h;
+	int size = sizeof(FILE_NAME_INFO) + sizeof(WCHAR) * (MAX_PATH - 1);
+	FILE_NAME_INFO *nameinfo;
+	WCHAR *p = NULL;
+
+	setup_fileid_api();
+
+	h = (HANDLE) _get_osfhandle(fd);
+	if (h == INVALID_HANDLE_VALUE) {
+		return 0;
+	}
+	/* Cygwin/msys's pty is a pipe. */
+	if (GetFileType(h) != FILE_TYPE_PIPE) {
+		return 0;
+	}
+	nameinfo = malloc(size + sizeof(WCHAR));
+	if (nameinfo == NULL) {
+		return 0;
+	}
+	/* Check the name of the pipe:
+	 * '\{cygwin,msys}-XXXXXXXXXXXXXXXX-ptyN-{from,to}-master' */
+	if (pGetFileInformationByHandleEx(h, FileNameInfo, nameinfo, size)) {
+		nameinfo->FileName[nameinfo->FileNameLength / sizeof(WCHAR)] = L'\0';
+		p = nameinfo->FileName;
+		if (is_wprefix(p, L"\\cygwin-")) {		/* Cygwin */
+			p += 8;
+		} else if (is_wprefix(p, L"\\msys-")) {	/* MSYS and MSYS2 */
+			p += 6;
+		} else {
+			p = NULL;
+		}
+		if (p != NULL) {
+			while (*p && isxdigit(*p))	/* Skip 16-digit hexadecimal. */
+				++p;
+			if (is_wprefix(p, L"-pty")) {
+				p += 4;
+			} else {
+				p = NULL;
+			}
+		}
+		if (p != NULL) {
+			while (*p && isdigit(*p))	/* Skip pty number. */
+				++p;
+			if (is_wprefix(p, L"-from-master")) {
+				//p += 12;
+			} else if (is_wprefix(p, L"-to-master")) {
+				//p += 10;
+			} else {
+				p = NULL;
+			}
+		}
+	}
+	free(nameinfo);
+	return (p != NULL);
+#endif /* STUB_IMPL */
+}
+
+/* Check if at least one cygwin/msys pty is used. */
+int is_cygpty_used(void)
+{
+	int fd, ret = 0;
+
+	for (fd = 0; fd < 3; fd++) {
+		ret |= is_cygpty(fd);
+	}
+	return ret;
+}
+
+#endif /* _WIN32 */
+
+/* vim: set ts=4 sw=4: */
diff -Nur Python-2.7.13.orig/Python/pythonrun.c Python-2.7.13/Python/pythonrun.c
--- Python-2.7.13.orig/Python/pythonrun.c	2017-08-19 14:39:02.294398800 +0200
+++ Python-2.7.13/Python/pythonrun.c	2017-08-19 15:54:43.491140400 +0200
@@ -18,6 +18,7 @@
 #include "eval.h"
 #include "marshal.h"
 #include "abstract.h"
+#include "iscygpty.h"
 
 #ifdef HAVE_SIGNAL_H
 #include <signal.h>
@@ -1864,7 +1865,7 @@
 int
 Py_FdIsInteractive(FILE *fp, const char *filename)
 {
-    if (isatty((int)fileno(fp)))
+    if (isatty((int)fileno(fp)) || is_cygpty((int)fileno(fp)))
         return 1;
     if (!Py_InteractiveFlag)
         return 0;
diff -Nur Python-2.7.13.orig/setup.py Python-2.7.13/setup.py
--- Python-2.7.13.orig/setup.py	2017-08-19 14:39:10.682878600 +0200
+++ Python-2.7.13/setup.py	2017-08-19 16:16:38.642362700 +0200
@@ -655,8 +655,10 @@
         # Python 3.1 _io library
         exts.append( Extension("_io",
             ["_io/bufferedio.c", "_io/bytesio.c", "_io/fileio.c",
-             "_io/iobase.c", "_io/_iomodule.c", "_io/stringio.c", "_io/textio.c"],
-             depends=["_io/_iomodule.h"], include_dirs=["Modules/_io"]))
+             "_io/iobase.c", "_io/_iomodule.c", "_io/stringio.c", "_io/textio.c",
+             "../Python/iscygpty.c"],
+             depends=["_io/_iomodule.h"], include_dirs=["Modules/_io"],
+             extra_compile_args=["-D_WIN32_WINNT=0x0600", "-DUSE_DYNFILEID"]))
         # _functools
         # On win32 host(mingw build in MSYS environment) show that site.py
         # fail to load if some modules are not build-in:
@@ -841,10 +843,11 @@
                                                      [sr + '/lib/termcap' for sr in with_build_sysroots],
                                                      'termcap'):
                 readline_libs.append('termcap')
-            exts.append( Extension('readline', ['readline.c'],
+            exts.append( Extension('readline', ['readline.c', '../Python/iscygpty.c'],
                                    library_dirs=[sr + '/lib/termcap' for sr in with_build_sysroots],
                                    extra_link_args=readline_extra_link_args,
-                                   libraries=readline_libs) )
+                                   libraries=readline_libs,
+                                   extra_compile_args=["-D_WIN32_WINNT=0x0600", "-DUSE_DYNFILEID"]) )
         else:
             missing.append('readline')