diff --git a/Makefile.org b/Makefile.org
index ebd688c7b..928eb8622 100644
--- a/Makefile.org
+++ b/Makefile.org
@@ -366,7 +366,7 @@ rehash.time: certs
 		export OPENSSL OPENSSL_DEBUG_MEMORY; \
 		LD_LIBRARY_PATH="`pwd`"; DYLD_LIBRARY_PATH="`pwd`"; SHLIB_PATH="`pwd`"; LIBPATH="`pwd`"; \
 		if [ "$(PLATFORM)" = "DJGPP" ]; then PATH="`pwd`\;$$PATH";  \
-		elif [ "$(PLATFORM)" != "Cygwin" ];  then PATH="`pwd`:$$PATH"; fi; \
+		elif [ "$(PLATFORM)" = "Cygwin" ]; then PATH="`pwd`:$$PATH"; fi; \
 		export LD_LIBRARY_PATH DYLD_LIBRARY_PATH SHLIB_PATH LIBPATH PATH; \
 		$(PERL) tools/c_rehash certs)
 	touch rehash.time
@@ -378,7 +378,7 @@ tests: rehash
 	$(MAKE) CC='${CC}' PLATFORM='${PLATFORM}' CFLAG='${CFLAG}' SDIRS='$(SDIRS)' INSTALLTOP='${INSTALLTOP}' PEX_LIBS='${PEX_LIBS}' EX_LIBS='${EX_LIBS}' BN_ASM='${BN_ASM}' DES_ENC='${DES_ENC}' BF_ENC='${BF_ENC}' CAST_ENC='${CAST_ENC}' RC4_ENC='${RC4_ENC}' RC5_ENC='${RC5_ENC}' SHA1_ASM_OBJ='${SHA1_ASM_OBJ}' MD5_ASM_OBJ='${MD5_ASM_OBJ}' RMD160_ASM_OBJ='${RMD160_ASM_OBJ}' AR='${AR}' PROCESSOR='${PROCESSOR}' PERL='${PERL}' RANLIB='${RANLIB}' TESTS='${TESTS}' KRB5_INCLUDES='${KRB5_INCLUDES}' LIBKRB5='${LIBKRB5}' EXE_EXT='${EXE_EXT}' SHARED_LIBS='${SHARED_LIBS}' SHLIB_EXT='${SHLIB_EXT}' SHLIB_TARGET='${SHLIB_TARGET}' TESTS='${TESTS}' OPENSSL_DEBUG_MEMORY=on tests );
 	@LD_LIBRARY_PATH="`pwd`"; DYLD_LIBRARY_PATH="`pwd`"; SHLIB_PATH="`pwd`"; LIBPATH="`pwd`"; \
 		if [ "$(PLATFORM)" = "DJGPP" ]; then PATH="`pwd`\;$$PATH";  \
-		elif [ "$(PLATFORM)" != "Cygwin" ];  then PATH="`pwd`:$$PATH"; fi; \
+		elif [ "$(PLATFORM)" = "Cygwin" ]; then PATH="`pwd`:$$PATH"; fi; \
 		export LD_LIBRARY_PATH DYLD_LIBRARY_PATH SHLIB_PATH LIBPATH PATH; \
 		apps/openssl version -a
 
diff --git a/apps/Makefile.ssl b/apps/Makefile.ssl
index 54096436d..c8f9e9020 100644
--- a/apps/Makefile.ssl
+++ b/apps/Makefile.ssl
@@ -151,7 +151,7 @@ $(PROGRAM): progs.h $(E_OBJ) $(PROGRAM).o $(DLIBCRYPTO) $(DLIBSSL)
 	-(cd ..; OPENSSL="`pwd`/apps/openssl"; export OPENSSL; \
 		LIBPATH="`pwd`"; LD_LIBRARY_PATH="`pwd`"; DYLD_LIBRARY_PATH="`pwd`"; SHLIB_PATH="`pwd`"; \
 		if [ "$(PLATFORM)" = "DJGPP" ]; then PATH="`pwd`\;$$PATH";  \
-		elif [ "$(PLATFORM)" != "Cygwin" ];  then PATH="`pwd`:$$PATH"; fi; \
+		elif [ "$(PLATFORM)" = "Cygwin" ]; then PATH="`pwd`:$$PATH"; fi; \
 		export LD_LIBRARY_PATH DYLD_LIBRARY_PATH SHLIB_PATH LIBPATH PATH; \
 		$(PERL) tools/c_rehash certs)
 
diff --git a/test/Makefile.ssl b/test/Makefile.ssl
index 1489c0496..b485bb4ab 100644
--- a/test/Makefile.ssl
+++ b/test/Makefile.ssl
@@ -125,7 +125,7 @@ apps:
 
 SET_SO_PATHS=LIBPATH="`cd ..; pwd`"; LD_LIBRARY_PATH="$$LIBPATH"; DYLD_LIBRARY_PATH="$$LIBPATH"; SHLIB_PATH="$$LIBPATH"; \
 		if [ "$(PLATFORM)" = "DJGPP" ]; then PATH="$$LIBPATH\;$$PATH";  \
-		elif [ "$(PLATFORM)" != "Cygwin" ];  then PATH="$$LIBPATH:$$PATH"; fi; \
+		elif [ "$(PLATFORM)" = "Cygwin" ]; then PATH="$${LIBPATH}:$$PATH"; fi; \
 		export LD_LIBRARY_PATH DYLD_LIBRARY_PATH SHLIB_PATH LIBPATH PATH
 
 alltests: \