Seems I wasn't clear enough: This is *one* MSYS2 system (on a 64bit machine), with the packages for both the toolchains for mingw32 and mingw64 installed. The only difference between using it to compile MinGW 64bit or 32bit executables is the environment setting. (In the similar fashion as on the Windows command shell, where the difference between using VisualStudio 32bit and 64bit compilers is the environment setting achieved by running vsvarsall.bat.) Perl is running on MSYS2. $ perl -V Summary of my perl5 (revision 5 version 28 subversion 2) configuration: Platform: osname=msys osvers=3.0.6(0.33853) archname=x86_64-msys-thread-multi uname='msys_nt-6.1 warlock 3.0.6(0.33853) 2019-04-15 06:44 x86_64 msys ' config_args='-des -Dusethreads -Doptimize=-march=x86-64 -mtune=generic -O2 -pipe -Dprefix=/usr -Dvendorprefix=/usr -Dprivlib=/usr/share/perl5/core_perl -Darchlib=/usr/lib/perl5/core_perl -Dsitelib=/usr/share/perl5/site_perl -Dsitearch=/usr/lib/perl5/site_perl -Dvendorlib=/usr/share/perl5/vendor_perl -Dvendorarch=/usr/lib/perl5/vendor_perl -Dscriptdir=/usr/bin/core_perl -Dsitescript=/usr/bin/site_perl -Dvendorscript=/usr/bin/vendor_perl -Dinc_version_list=none -Dman1ext=1perl -Dman3ext=3perl -Darchname=-msys-threads -Dmyarchname=-msys -Dlibperl=msys-perl5_28.dll -Dcc=gcc -Dld=g++ -Accflags=-march=x86-64 -mtune=generic -O2 -pipe -fwrapv' hint=recommended useposix=true d_sigaction=define useithreads=define usemultiplicity=define use64bitint=define use64bitall=define uselongdouble=undef usemymalloc=n default_inc_excludes_dot=define bincompat5005=undef Compiler: cc='gcc' ccflags ='-DPERL_USE_SAFE_PUTENV -U__STRICT_ANSI__ -D_GNU_SOURCE -march=x86-64 -mtune=generic -O2 -pipe -fwrapv -fno-strict-aliasing -fstack-protector-strong' optimize='-march=x86-64 -mtune=generic -O2 -pipe' cppflags='-DPERL_USE_SAFE_PUTENV -U__STRICT_ANSI__ -D_GNU_SOURCE -march=x86-64 -mtune=generic -O2 -pipe -fwrapv -fno-strict-aliasing -fstack-protector-strong' ccversion='' gccversion='7.4.0' gccosandvers='' intsize=4 longsize=8 ptrsize=8 doublesize=8 byteorder=12345678 doublekind=3 d_longlong=define longlongsize=8 d_longdbl=define longdblsize=16 longdblkind=3 ivtype='long' ivsize=8 nvtype='double' nvsize=8 Off_t='off_t' lseeksize=8 alignbytes=8 prototype=define Linker and Libraries: ld='g++' ldflags =' -Wl,--enable-auto-import -Wl,--export-all-symbols -Wl,--enable-auto-image-base -fstack-protector-strong' libpth=/usr/lib libs=-lpthread -lgdbm -ldb -ldl -lcrypt -lgdbm_compat perllibs=-lpthread -ldl -lcrypt libc=/usr/lib/libmsys-2.0.a so=dll useshrplib=true libperl=msys-perl5_28.dll gnulibc_version='' Dynamic Linking: dlsrc=dl_dlopen.xs dlext=dll d_dlsymun=undef ccdlflags=' ' cccdlflags=' ' lddlflags=' --shared -Wl,--enable-auto-import -Wl,--export-all-symbols -Wl,--enable-auto-image-base -fstack-protector-strong' Characteristics of this binary (from libperl): Compile-time options: HAS_TIMES MULTIPLICITY PERLIO_LAYERS PERL_COPY_ON_WRITE PERL_DONT_CREATE_GVSV PERL_IMPLICIT_CONTEXT PERL_OP_PARENT PERL_PRESERVE_IVUV PERL_USE_SAFE_PUTENV USE_64_BIT_ALL USE_64_BIT_INT USE_ITHREADS USE_LARGE_FILES USE_LOCALE USE_LOCALE_COLLATE USE_LOCALE_CTYPE USE_LOCALE_NUMERIC USE_LOCALE_TIME USE_PERLIO USE_PERL_ATOF USE_REENTRANT_API Built under msys Compiled at Apr 25 2019 07:29:36 @INC: /usr/lib/perl5/site_perl /usr/share/perl5/site_perl /usr/lib/perl5/vendor_perl /usr/share/perl5/vendor_perl /usr/lib/perl5/core_perl /usr/share/perl5/core_perl